首页 > 最新文献

Flavour and Fragrance Journal最新文献

英文 中文
Characteristic of aroma components and antioxidant activity of essential oil from Ocimum tenuiflorum leaves 川芎叶精油香气成分特征及抗氧化活性研究
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-05-18 DOI: 10.1002/ffj.3701
Kento Kunihiro, Yuta Kikuchi, Satoshi Nojima, Takao Myoda

Ocimum tenuiflorum has a characteristic spicy, sweet and green aroma and has been used as a medicinal herb for various diseases in Ayurveda systems. This study aimed to investigate the aroma-impact components and antioxidant activity of the essential oil from O. tenuiflorum leaves, grown in Sri Lanka, which was obtained by hydrodistillation. The volatile compounds in the essential oil were measured by gas chromatograph–mass spectrometry. The major components were caryophyllene oxide (23.8%), β-caryophyllene (18.2%), germacrene D (14.6%), α-copaene (14.4%) and eugenol (10.0%). The characteristics of aroma components of the essential oil were determined by gas chromatography–olfactometry and aroma extract dilution analysis. Eleven compounds, including eugenol, rotundone, β-damascenone, linalool and geraniol, were identified as aroma-impact components of the essential oil. Among them, the dominant components were identified as eugenol, rotundone, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, coumarin and vanillin, which were quite different from the results of chemical analysis. The antioxidant activity of the essential oil was evaluated by 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity, 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) radical cation scavenging activity and β-carotene bleaching assays. All results showed that the essential oil exhibited strong antioxidant activity, and antioxidant-active components were proved to be eugenol by column chromatography. Furthermore, the presence of new antioxidant compounds other than eugenol, which had previously been reported, was also revealed. Therefore, the essential oil from O. tenuiflorum leaves has great potential as a resource in the cosmetics and food industries.

茴香具有独特的辛辣、甜味和绿色香气,在印度草药系统中被用作治疗各种疾病的草药。本研究旨在研究斯里兰卡产的藤黄叶精油的香气影响成分和抗氧化活性。采用气相色谱-质谱联用法测定挥发油中的挥发性成分。主要成分为氧化石竹烯(23.8%)、β-石竹烯(18.2%)、槐烯D(14.6%)、α-copaene(14.4%)和丁香酚(10.0%)。采用气相色谱-嗅觉法和香气提取液稀释法测定挥发油的香气成分特征。结果表明,丁香酚、香腐酮、β-马马酮、芳樟醇和香叶醇等11种化合物均为香叶精油的香气影响成分。其中,主要成分为丁香酚、腐臭酮、3-羟基-4,5-二甲基-2(5H)-呋喃酮、香豆素和香兰素,与化学分析结果差异较大。通过1,1-二苯基-2-吡啶肼基自由基清除活性、2,2 ' -氮基-双(3-乙基苯并噻唑-6-磺酸)自由基阳离子清除活性和β-胡萝卜素漂白试验来评价精油的抗氧化活性。结果表明,丁香挥发油具有较强的抗氧化活性,经柱层析证实其抗氧化活性成分为丁香酚。此外,还发现了除之前报道的丁香酚外的新的抗氧化化合物。因此,荆芥叶精油在化妆品和食品工业中具有很大的开发潜力。
{"title":"Characteristic of aroma components and antioxidant activity of essential oil from Ocimum tenuiflorum leaves","authors":"Kento Kunihiro,&nbsp;Yuta Kikuchi,&nbsp;Satoshi Nojima,&nbsp;Takao Myoda","doi":"10.1002/ffj.3701","DOIUrl":"https://doi.org/10.1002/ffj.3701","url":null,"abstract":"<p><i>Ocimum tenuiflorum</i> has a characteristic spicy, sweet and green aroma and has been used as a medicinal herb for various diseases in Ayurveda systems. This study aimed to investigate the aroma-impact components and antioxidant activity of the essential oil from <i>O. tenuiflorum</i> leaves, grown in Sri Lanka, which was obtained by hydrodistillation. The volatile compounds in the essential oil were measured by gas chromatograph–mass spectrometry. The major components were caryophyllene oxide (23.8%), β-caryophyllene (18.2%), germacrene D (14.6%), α-copaene (14.4%) and eugenol (10.0%). The characteristics of aroma components of the essential oil were determined by gas chromatography–olfactometry and aroma extract dilution analysis. Eleven compounds, including eugenol, rotundone, β-damascenone, linalool and geraniol, were identified as aroma-impact components of the essential oil. Among them, the dominant components were identified as eugenol, rotundone, 3-hydroxy-4,5-dimethyl-2(5<i>H</i>)-furanone, coumarin and vanillin, which were quite different from the results of chemical analysis. The antioxidant activity of the essential oil was evaluated by 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity, 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) radical cation scavenging activity and β-carotene bleaching assays. All results showed that the essential oil exhibited strong antioxidant activity, and antioxidant-active components were proved to be eugenol by column chromatography. Furthermore, the presence of new antioxidant compounds other than eugenol, which had previously been reported, was also revealed. Therefore, the essential oil from <i>O. tenuiflorum</i> leaves has great potential as a resource in the cosmetics and food industries.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 4","pages":"210-218"},"PeriodicalIF":2.6,"publicationDate":"2022-05-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6204551","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 4
Potent odorants and sensory characteristics of the soft white cheese “Jben”: Effect of salt content 软质白奶酪“Jben”的强效气味和感官特性:盐含量的影响
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-05-18 DOI: 10.1002/ffj.3696
Salwa Tsouli Sarhir, Asghar Amanpour, Amina Bouseta, Serkan Selli

Jben is a highly popular soft white cheese consumed in Morocco for its nutritional and health benefits. The aroma and aroma-active compounds of salted and unsalted Jben were investigated in this study. Aroma compounds were isolated by the purge and trap extraction (PTE) method and analysed by aroma extract dilution analysis (AEDA) and gas chromatography–mass spectrometry-olfactometry (GC–MS-O). A total of 36 aroma compounds were characterized Jben samples, among them 30 and 32 compounds were detected in the salted Jben (260.88 mg/kg) and unsalted Jben (230.04 mg/kg) samples respectively. The alcohols, followed by acids and esters, were the most dominant aroma compounds in both samples. A total of 22 (salted Jben) and 25 (unsalted Jben) aroma-active compounds were detected in the samples using GC–MS-O. Based on the flavour dilution (FD) factor, the most potent aroma-active compounds were ethyl caproate (FD = 2048, OAV = 2306, overripe fruit and pineapple odours), isoamyl acetate (FD = 2048, OAV = 2491, apple odour), hexyl acetate (FD = 1024, OAV = 1355, green odour), and isoamyl butyrate (FD = 1024, OAV = 932, green-fruity odour) for the salted Jben sample and ethyl caproate (FD = 2048, OAV = 2388) and isoamyl acetate (FD = 1024, OAV = 880) for the unsalted Jben sample. The odour activity values (OAVs) ranged from 1 to 2491. The lowest OAVs represent the low aromatic active compounds (FD ≤ 32). The GC–MS-O results were also consistent with the results of sensory analysis of the Jben samples.

Jben是一种非常受欢迎的软白奶酪,因其营养和健康益处而在摩洛哥消费。研究了盐渍和未盐渍腊肠的香气和香气活性成分。采用吹扫捕集萃取法(PTE)分离得到香气化合物,并采用香气提取物稀释分析法(AEDA)和气相色谱-质谱-嗅觉分析法(GC-MS-O)进行分析。共鉴定出36种香气化合物,其中在腌制(260.88 mg/kg)和未腌制(230.04 mg/kg)的豆豉中分别检出30种和32种。醇,其次是酸和酯,是两种样品中最主要的香气化合物。GC-MS-O共检测到22种(盐渍Jben)和25种(未盐渍Jben)芳香活性化合物。基于味道稀释(FD)因素,最有力aroma-active化合物己酸乙酯(FD = 2048, OAV = 2306,过熟的水果和菠萝气味),乙酸异戊酯(FD = 2048, OAV = 2491,苹果气味),乙酸己酯(FD = 1024, OAV = 1355,绿色气味),和丁酸异戊酯(FD = 1024, OAV = 932, green-fruity气味)咸Jben样本和己酸乙酯(FD = 2048, OAV = 2388)和乙酸异戊酯(FD = 1024, OAV = 880)的无盐Jben样本。气味活性值(oav)范围为1至2491。最低oav为低芳香族活性化合物(FD≤32)。GC-MS-O分析结果与Jben样品感官分析结果一致。
{"title":"Potent odorants and sensory characteristics of the soft white cheese “Jben”: Effect of salt content","authors":"Salwa Tsouli Sarhir,&nbsp;Asghar Amanpour,&nbsp;Amina Bouseta,&nbsp;Serkan Selli","doi":"10.1002/ffj.3696","DOIUrl":"https://doi.org/10.1002/ffj.3696","url":null,"abstract":"<p>Jben is a highly popular soft white cheese consumed in Morocco for its nutritional and health benefits. The aroma and aroma-active compounds of salted and unsalted Jben were investigated in this study. Aroma compounds were isolated by the purge and trap extraction (PTE) method and analysed by aroma extract dilution analysis (AEDA) and gas chromatography–mass spectrometry-olfactometry (GC–MS-O). A total of 36 aroma compounds were characterized Jben samples, among them 30 and 32 compounds were detected in the salted Jben (260.88 mg/kg) and unsalted Jben (230.04 mg/kg) samples respectively. The alcohols, followed by acids and esters, were the most dominant aroma compounds in both samples. A total of 22 (salted Jben) and 25 (unsalted Jben) aroma-active compounds were detected in the samples using GC–MS-O. Based on the flavour dilution (FD) factor, the most potent aroma-active compounds were ethyl caproate (FD = 2048, OAV = 2306, overripe fruit and pineapple odours), isoamyl acetate (FD = 2048, OAV = 2491, apple odour), hexyl acetate (FD = 1024, OAV = 1355, green odour), and isoamyl butyrate (FD = 1024, OAV = 932, green-fruity odour) for the salted Jben sample and ethyl caproate (FD = 2048, OAV = 2388) and isoamyl acetate (FD = 1024, OAV = 880) for the unsalted Jben sample. The odour activity values (OAVs) ranged from 1 to 2491. The lowest OAVs represent the low aromatic active compounds (FD ≤ 32). The GC–MS-O results were also consistent with the results of sensory analysis of the Jben samples.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 4","pages":"243-253"},"PeriodicalIF":2.6,"publicationDate":"2022-05-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5705823","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Study on green extraction of limonene from orange peel and cascade catalysis to produce carvol and carvone in deep eutectic solvents 橙皮中柠檬烯的绿色萃取及深共晶溶剂级联催化制备香芹素和香芹酮的研究
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-05-09 DOI: 10.1002/ffj.3698
Zongquan Li, Yunjian Ma, Frank Hollmann, Yonghua Wang

Carvol and carvone are oxidation products from the natural product limonene. They are important raw materials for the flavours and fragrances industry and also act as pharmaceutical active ingredients. Orange waste peels possibly represent an attractive source for limonene, but studies on valorizing orange peel wastes are rare. In this study, we report a new enzymatic cascade system for the in-situ conversion of limonene from orange peel into valued-added carvol and carvone. The use of deep eutectic solvents (DES) allows for efficient in-situ extraction of limonene from waste orange peels. We propose a dual function use of DES as solvent for the extraction and the biocatalytic oxidation of limonene as well as cosubstrate to promote the oxidation reaction. Using ChCl-Pro-H2O DES for the extraction of limonene from waste orange peels, approximately 17 milligrams of limonene per gram of orange peel was achieved at 40°C for 24 h. Then, with ChCl-Pro-H2O DES as the extractant and reaction medium, a cascade reaction system of choline oxidase (ChOx) and unspecific peroxygenase (UPO) was established to catalyse the conversion of limonene into carvol and carvone. The concentration of the final products was up to about 1.6 mmol L−1. This study showed a biocatalytic transformation pathway and provides technical support for the high-value utilization of waste in orange peel.

香芹素和香芹酮是天然产物柠檬烯的氧化产物。它们是香精和香料工业的重要原料,也是药物活性成分。橘子皮可能是柠檬烯的一个有吸引力的来源,但对橘子皮废料进行估价的研究很少。在这项研究中,我们报道了一种新的酶级联系统,用于将橙子皮中的柠檬烯原位转化为有价值的香芹素和香芹酮。使用深度共晶溶剂(DES)可以有效地从废橘子皮中提取柠檬烯。本文提出了DES作为提取和生物催化氧化柠檬烯的溶剂和促进氧化反应的共底物的双重功能。利用ChCl-Pro-H2O DES从废桔皮中提取柠檬烯,在40°C条件下提取24 h,每克橘子皮可提取约17毫克柠檬烯。然后,以ChCl-Pro-H2O DES为萃取剂和反应介质,建立了胆碱氧化酶(ChOx)和非特异性过氧酶(UPO)的级联反应体系,催化柠檬烯转化为香芹素和香芹酮。最终产物的浓度可达1.6 mmol L−1左右。本研究揭示了生物催化转化途径,为柑桔皮废弃物的高价值利用提供了技术支持。
{"title":"Study on green extraction of limonene from orange peel and cascade catalysis to produce carvol and carvone in deep eutectic solvents","authors":"Zongquan Li,&nbsp;Yunjian Ma,&nbsp;Frank Hollmann,&nbsp;Yonghua Wang","doi":"10.1002/ffj.3698","DOIUrl":"https://doi.org/10.1002/ffj.3698","url":null,"abstract":"<p>Carvol and carvone are oxidation products from the natural product limonene. They are important raw materials for the flavours and fragrances industry and also act as pharmaceutical active ingredients. Orange waste peels possibly represent an attractive source for limonene, but studies on valorizing orange peel wastes are rare. In this study, we report a new enzymatic cascade system for the in-situ conversion of limonene from orange peel into valued-added carvol and carvone. The use of deep eutectic solvents (DES) allows for efficient in-situ extraction of limonene from waste orange peels. We propose a dual function use of DES as solvent for the extraction and the biocatalytic oxidation of limonene as well as cosubstrate to promote the oxidation reaction. Using ChCl-Pro-H<sub>2</sub>O DES for the extraction of limonene from waste orange peels, approximately 17 milligrams of limonene per gram of orange peel was achieved at 40°C for 24 h. Then, with ChCl-Pro-H<sub>2</sub>O DES as the extractant and reaction medium, a cascade reaction system of choline oxidase (ChOx) and unspecific peroxygenase (UPO) was established to catalyse the conversion of limonene into carvol and carvone. The concentration of the final products was up to about 1.6 mmol L<sup>−1</sup>. This study showed a biocatalytic transformation pathway and provides technical support for the high-value utilization of waste in orange peel.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 4","pages":"254-261"},"PeriodicalIF":2.6,"publicationDate":"2022-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6172316","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Influence of in-amphorae vinification on the molecular profile of Sangiovese and Cabernet Franc 双耳发酵对桑娇维塞和品丽珠分子谱的影响
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-05-07 DOI: 10.1002/ffj.3697
Tania Martellini, Laura Sposato, Susanna Pucci, Gaia Meoni, Cristian Marinelli, Leonardo Tenori, Claudio Luchinat, Rodorico Giorgi, Chiara Sarti, Alessandra Cincinelli

In the last decade, some wine producers have re-evaluated the role of micro-oxygenation guaranteed by the porosity of the earthenware in the fermentation and refinement phases and, thus, the potential and limitations of this technique on the flavour and aromatic profile of wine need further investigations. The wine volatile profile was analysed by headspace solid phase microextraction coupled with gas chromatography—mass spectrometry, and the volatile compound percentages in Sangiovese and Cabernet Franc vinified in Stainless Steel Containers and in amphorae over time were compared. Results showed that the in-amphorae vinification enhances the aromatic components of the Cabernet Franc wine, while there is no substantial difference for Sangiovese wine. A metabolomic approach was also attempted for the first time, and the NMR analysis highlighted a difference between the spectra of the samples vinified in-amphorae with respect to those vinified in steel suggesting a potential new approach to obtain a significant traceability.

在过去的十年中,一些葡萄酒生产商重新评估了微氧化在发酵和精制阶段由陶器孔隙度保证的作用,因此,这种技术在葡萄酒风味和芳香特征方面的潜力和局限性需要进一步研究。采用顶空固相微萃取-气相色谱-质谱联用技术分析了葡萄酒的挥发性成分,并比较了桑娇维塞和品丽珠在不锈钢容器和双耳瓶中的挥发性成分随时间的变化。结果表明,双耳法对品丽珠葡萄酒的香气成分有增强作用,而对桑娇维塞葡萄酒的香气成分无明显影响。还首次尝试了代谢组学方法,核磁共振分析突出了在双耳瓶中酿造的样品与在钢中酿造的样品的光谱之间的差异,这表明一种潜在的新方法可以获得重要的可追溯性。
{"title":"Influence of in-amphorae vinification on the molecular profile of Sangiovese and Cabernet Franc","authors":"Tania Martellini,&nbsp;Laura Sposato,&nbsp;Susanna Pucci,&nbsp;Gaia Meoni,&nbsp;Cristian Marinelli,&nbsp;Leonardo Tenori,&nbsp;Claudio Luchinat,&nbsp;Rodorico Giorgi,&nbsp;Chiara Sarti,&nbsp;Alessandra Cincinelli","doi":"10.1002/ffj.3697","DOIUrl":"https://doi.org/10.1002/ffj.3697","url":null,"abstract":"<p>In the last decade, some wine producers have re-evaluated the role of micro-oxygenation guaranteed by the porosity of the earthenware in the fermentation and refinement phases and, thus, the potential and limitations of this technique on the flavour and aromatic profile of wine need further investigations. The wine volatile profile was analysed by headspace solid phase microextraction coupled with gas chromatography—mass spectrometry, and the volatile compound percentages in Sangiovese and Cabernet Franc vinified in Stainless Steel Containers and in amphorae over time were compared. Results showed that the in-amphorae vinification enhances the aromatic components of the Cabernet Franc wine, while there is no substantial difference for Sangiovese wine. A metabolomic approach was also attempted for the first time, and the NMR analysis highlighted a difference between the spectra of the samples vinified in-amphorae with respect to those vinified in steel suggesting a potential new approach to obtain a significant traceability.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 4","pages":"219-233"},"PeriodicalIF":2.6,"publicationDate":"2022-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6141541","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Characterization of volatile compounds in evening primrose oil after γ-irradiate γ辐照后月见草油挥发性化合物的表征
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-03-07 DOI: 10.1002/ffj.3695
Feng Guang Pan, Xian Mao Chen, Yong Pang, En Qi Yang, Su Yin Wang, Yan?Fei Wang, B. Q. Liu

Evening primrose oil (EPO) is rich in linolenic acid, which has important physiological activity and attracted more and more attention. As a cold sterilization technology, irradiation is widely used in food preservation. However, the effect of irradiation on the flavour quality of EPO is unclear. The volatile aroma compounds examined by gas chromatography-mass spectrometry (GC-MS), combined with the odour activity value, are used to identify important odours in EPO. Principal component analysis (PCA), cluster heatmap analysis, and orthogonal partial least squares discriminant analysis are used to analyse the data to illustrate the impact of different radiation doses. The results show that the types and composition of volatile substances have changed, among which aldehydes have increased the most. Hexanal, (E,Z)-2,4-decadienal, and (E)-2-octenal, 1-octen-3-ol were confirmed to play an important role in the formation of the green, fast, oily, and fishy aroma profile of EPO. In addition, the cluster analysis and PCA analysis showed that the flavour of 5 and 10 kGy was similar, but it was different from that of 1 kGy. In general, after the irradiation treatment, the flavour quality of EPO deteriorates, and the content of undesirable flavour substances increases. Additionally, the potential formation pathways and mechanism of volatile compounds were discussed. The research will help us to understand the change of the violate compounds under the γ-irradiate process.

月见草油(EPO)富含亚麻酸,具有重要的生理活性,越来越受到人们的关注。辐照作为一种冷杀菌技术,在食品保鲜中应用广泛。然而,辐照对EPO风味品质的影响尚不清楚。结合气相色谱-质谱联用技术检测的挥发性香气化合物,结合气味活性值,用于鉴别EPO中的重要气味。采用主成分分析(PCA)、聚类热图分析和正交偏最小二乘判别分析对数据进行分析,说明不同辐射剂量的影响。结果表明,挥发性物质的种类和组成发生了变化,其中醛类增加最多。己醛、(E,Z)-2,4-十烯二醛和(E)-2-辛醛、1-辛烯-3-醇被证实在EPO的绿色、快速、油性和鱼腥味特征的形成中起重要作用。聚类分析和主成分分析表明,5和10 kGy的味道相似,但与1 kGy的味道不同。一般情况下,辐照处理后EPO的风味品质变差,不良风味物质含量增加。此外,还讨论了挥发性化合物的潜在形成途径和机理。该研究有助于我们了解γ辐照过程中违章化合物的变化。
{"title":"Characterization of volatile compounds in evening primrose oil after γ-irradiate","authors":"Feng Guang Pan,&nbsp;Xian Mao Chen,&nbsp;Yong Pang,&nbsp;En Qi Yang,&nbsp;Su Yin Wang,&nbsp;Yan?Fei Wang,&nbsp;B. Q. Liu","doi":"10.1002/ffj.3695","DOIUrl":"https://doi.org/10.1002/ffj.3695","url":null,"abstract":"<p>Evening primrose oil (EPO) is rich in linolenic acid, which has important physiological activity and attracted more and more attention. As a cold sterilization technology, irradiation is widely used in food preservation. However, the effect of irradiation on the flavour quality of EPO is unclear. The volatile aroma compounds examined by gas chromatography-mass spectrometry (GC-MS), combined with the odour activity value, are used to identify important odours in EPO. Principal component analysis (PCA), cluster heatmap analysis, and orthogonal partial least squares discriminant analysis are used to analyse the data to illustrate the impact of different radiation doses. The results show that the types and composition of volatile substances have changed, among which aldehydes have increased the most. Hexanal, (E,Z)-2,4-decadienal, and (E)-2-octenal, 1-octen-3-ol were confirmed to play an important role in the formation of the green, fast, oily, and fishy aroma profile of EPO. In addition, the cluster analysis and PCA analysis showed that the flavour of 5 and 10 kGy was similar, but it was different from that of 1 kGy. In general, after the irradiation treatment, the flavour quality of EPO deteriorates, and the content of undesirable flavour substances increases. Additionally, the potential formation pathways and mechanism of volatile compounds were discussed. The research will help us to understand the change of the violate compounds under the γ-irradiate process.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 3","pages":"181-191"},"PeriodicalIF":2.6,"publicationDate":"2022-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6140878","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Comparative characterization and sensory significance of volatile compounds in Rosa roxburghii Tratt fruit from five geographic locations in Guizhou, China 贵州五个产地刺梨果实挥发性成分的比较鉴定及感官意义
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-03-03 DOI: 10.1002/ffj.3694
Mingzheng Huang, Tingting Li, W. James Hardie, Weiyuan Tang, Xin Li

Rosa roxburghii Tratt (Chestnut rose) is native to China where it is cultivated for its strongly aromatic hips (pseudo fruits); locally known as cili. Increasing interest in cili for food and beverage products prompted an evaluation of its aroma compounds and the influence of geographic source. Accordingly, the volatile compounds in cili from five locations in Guizhou province were analysed by headspace-solid-phase microextraction coupled with gas chromatography-mass spectrometry. Sixty-seven volatile compounds were identified. Principal component analysis distinguished three sample groups by geographic source. The aroma of cili juice from each location was characterized by quantitative descriptive analysis using six odour descriptors. Cili aroma was predominantly sweet/fruity, floral and green, but geographic source significantly influenced the intensity of the sweet/fruity and floral notes. Odour activity analyses indicated that 40 volatile compounds contribute appreciably to the aroma of cili. Of those compounds, only ten esters, two aldehydes, one alcohol and one aromatic compound were common to all regional samples. Those findings extend the range of volatiles detected in cili. These results identify those that are present in odour active amounts and provide the first evidence of the impact of geographic source on the aroma and flavour of cili.

板栗玫瑰(Rosa roxburghii Tratt)原产于中国,因其浓郁的香气而被栽培;当地称为辣椒。对食品和饮料产品的兴趣日益增加,促使人们对其香气化合物和地理来源的影响进行了评估。采用顶空-固相微萃取-气相色谱-质谱联用技术对贵州省5个产地的辣椒中的挥发性化合物进行了分析。鉴定出67种挥发性化合物。主成分分析法根据地理来源区分了三个样本组。利用六种气味描述符对每个地点的辣椒汁的香气进行了定量描述分析。辣椒香气以甜/果味、花香和绿色为主,但地理来源对甜/果味和花香的强度有显著影响。气味活性分析表明,40种挥发性化合物对辣椒的香气有显著贡献。在这些化合物中,只有十种酯类、两种醛类、一种醇类和一种芳香化合物是所有区域样本共有的。这些发现扩大了在辣椒中检测到的挥发物的范围。这些结果确定了那些存在于气味活性量中的物质,并提供了地理来源对辣椒香气和味道影响的第一个证据。
{"title":"Comparative characterization and sensory significance of volatile compounds in Rosa roxburghii Tratt fruit from five geographic locations in Guizhou, China","authors":"Mingzheng Huang,&nbsp;Tingting Li,&nbsp;W. James Hardie,&nbsp;Weiyuan Tang,&nbsp;Xin Li","doi":"10.1002/ffj.3694","DOIUrl":"https://doi.org/10.1002/ffj.3694","url":null,"abstract":"<p><i>Rosa roxburghii</i> Tratt (Chestnut rose) is native to China where it is cultivated for its strongly aromatic hips (pseudo fruits); locally known as cili. Increasing interest in cili for food and beverage products prompted an evaluation of its aroma compounds and the influence of geographic source. Accordingly, the volatile compounds in cili from five locations in Guizhou province were analysed by headspace-solid-phase microextraction coupled with gas chromatography-mass spectrometry. Sixty-seven volatile compounds were identified. Principal component analysis distinguished three sample groups by geographic source. The aroma of cili juice from each location was characterized by quantitative descriptive analysis using six odour descriptors. Cili aroma was predominantly sweet/fruity, floral and green, but geographic source significantly influenced the intensity of the sweet/fruity and floral notes. Odour activity analyses indicated that 40 volatile compounds contribute appreciably to the aroma of cili. Of those compounds, only ten esters, two aldehydes, one alcohol and one aromatic compound were common to all regional samples. Those findings extend the range of volatiles detected in cili. These results identify those that are present in odour active amounts and provide the first evidence of the impact of geographic source on the aroma and flavour of cili.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 3","pages":"163-180"},"PeriodicalIF":2.6,"publicationDate":"2022-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6076865","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
The influence of two yeast strains on fermentation and flavour composition of cider 两株酵母菌对苹果酒发酵及风味成分的影响
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-03-01 DOI: 10.1002/ffj.3693
Hasan Tangüler, Hüseyin Erten

Two commercial dry strains of Saccharomyces cerevisiae and their different inoculum levels were used to carry out cider fermentation to assess their impact on the quality and volatile flavour composition of cider. Analyses indicated that the composition and production of flavour compounds of ciders are generally significantly affected by the strains and inoculation levels. Additionally, the Uvaferm CM strain produced the lowest amount of relative and total flavour compounds compared to Actiflore PM. According to the PCA, differences in volatile components were observed in ciders obtained from both yeasts. While the 1st and 2nd concentrations of Actiflore PM yeast fall to the same region and the others to the different region, the 1st, 2nd and 3rd concentrations of the Uvaferm CM yeast are located in the same region and the others in the different region. It could be said that the Actiflore PM strain synthesizes compounds (such as ethyl alcohol, relative and total esters) that are effective on the quality of cider, the higher amount that Uvaferm CM. The data obtained can be useful for cider producers.

采用两种商业干型酿酒酵母及其不同接种量对苹果酒进行发酵,考察其对苹果酒品质和挥发性风味成分的影响。分析表明,菌种和接种水平对苹果酒风味物质的组成和产量有显著影响。此外,与Actiflore PM相比,Uvaferm CM菌株产生的相对和总风味化合物含量最低。根据主成分分析,从两种酵母获得的苹果酒中观察到挥发性成分的差异。Actiflore PM酵母的1、2浓度位于同一区域,其他浓度位于不同区域,而Uvaferm CM酵母的1、2、3浓度位于同一区域,其他浓度位于不同区域。可以说,Actiflore PM菌株合成的化合物(如乙醇、相对酯和总酯)对苹果酒的质量有影响,其含量高于Uvaferm CM。获得的数据对苹果酒生产商很有用。
{"title":"The influence of two yeast strains on fermentation and flavour composition of cider","authors":"Hasan Tangüler,&nbsp;Hüseyin Erten","doi":"10.1002/ffj.3693","DOIUrl":"https://doi.org/10.1002/ffj.3693","url":null,"abstract":"<p>Two commercial dry strains of <i>Saccharomyces cerevisiae</i> and their different inoculum levels were used to carry out cider fermentation to assess their impact on the quality and volatile flavour composition of cider. Analyses indicated that the composition and production of flavour compounds of ciders are generally significantly affected by the strains and inoculation levels. Additionally, the Uvaferm CM strain produced the lowest amount of relative and total flavour compounds compared to Actiflore PM. According to the PCA, differences in volatile components were observed in ciders obtained from both yeasts. While the 1st and 2nd concentrations of Actiflore PM yeast fall to the same region and the others to the different region, the 1st, 2nd and 3rd concentrations of the Uvaferm CM yeast are located in the same region and the others in the different region. It could be said that the Actiflore PM strain synthesizes compounds (such as ethyl alcohol, relative and total esters) that are effective on the quality of cider, the higher amount that Uvaferm CM. The data obtained can be useful for cider producers.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 3","pages":"144-153"},"PeriodicalIF":2.6,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6042213","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Dual-cooled microwave extraction of Foeniculum vulgare essential oil and its chemical composition and antibacterial activity: Comparison with hydrodistillation and conventional microwave 双冷微波提取小茴香精油及其化学成分及抑菌活性:与蒸馏法和常规微波法的比较
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-02-28 DOI: 10.1002/ffj.3691
Li-Jia Dong, Xue-Yi Huang, Zuo-Fu Wei, Bao-Shan Zhao, Huan-Yi Yang

Numerous studies indicate that the efficiency of microwave extraction, a popular method for extracting essential oil, needs to be improved. In this study, we used fennel (Foeniculum vulgare) as the focused species, extracted its essential oil using three methods, including traditional hydrodistillation (HD), single-cooled microwave extraction (SCME) and dual-cooled microwave extraction (DCME), and then tested the chemical composition and antibacterial activity of the essential oils. The optimum parameters of DCME were liquid-solid ratio 5.6 mL/g, extraction time 27 min and irradiation power 600 W. The yield of fennel essential oil raised to 1.172%. The composition of essential oils obtained by both SCME and DCME was obviously different from that obtained by HD, such as higher monoterpene hydrocarbons in SCME and higher oxygenated monoterpenes in DCME. Furthermore, Salmonella Typhimurium and Escherichia coli were the most sensitive to fennel essential oil, followed by Staphylococcus aureus and Listeria monocytogenes. The activity of essential oil from different methods against four bacteria strains was similar. Our founding revealed that the improved microwave extraction greatly raised the yield of fennel essential oil, retained its fragrance and antibacterial activity. Overall, this study provides a theoretical basis for the separation and application of essential oils from natural aromatic plants.

大量的研究表明,微波萃取法作为一种常用的精油提取方法,其萃取效率还有待提高。本研究以茴香(Foeniculum vulgare)为重点植物,采用传统的加氢蒸馏法(HD)、单冷微波萃取法(SCME)和双冷微波萃取法(DCME)提取茴香精油,并对其化学成分和抑菌活性进行了测试。最佳提取工艺参数为液固比5.6 mL/g、提取时间27 min、辐照功率600 W。茴香精油得率提高到1.172%。SCME和DCME得到的精油的组成与HD得到的精油明显不同,SCME的单萜烯烃含量较高,DCME的氧合单萜烯含量较高。对茴香精油最敏感的是鼠伤寒沙门菌和大肠杆菌,其次是金黄色葡萄球菌和单核增生李斯特菌。不同方法提取的精油对4种细菌的抑菌活性相似。实验结果表明,改进后的微波提取工艺大大提高了茴香精油的得率,保留了茴香精油的香味和抗菌活性。综上所述,本研究为天然芳香植物精油的分离与应用提供了理论依据。
{"title":"Dual-cooled microwave extraction of Foeniculum vulgare essential oil and its chemical composition and antibacterial activity: Comparison with hydrodistillation and conventional microwave","authors":"Li-Jia Dong,&nbsp;Xue-Yi Huang,&nbsp;Zuo-Fu Wei,&nbsp;Bao-Shan Zhao,&nbsp;Huan-Yi Yang","doi":"10.1002/ffj.3691","DOIUrl":"https://doi.org/10.1002/ffj.3691","url":null,"abstract":"<p>Numerous studies indicate that the efficiency of microwave extraction, a popular method for extracting essential oil, needs to be improved. In this study, we used fennel (<i>Foeniculum vulgare</i>) as the focused species, extracted its essential oil using three methods, including traditional hydrodistillation (HD), single-cooled microwave extraction (SCME) and dual-cooled microwave extraction (DCME), and then tested the chemical composition and antibacterial activity of the essential oils. The optimum parameters of DCME were liquid-solid ratio 5.6 mL/g, extraction time 27 min and irradiation power 600 W. The yield of fennel essential oil raised to 1.172%. The composition of essential oils obtained by both SCME and DCME was obviously different from that obtained by HD, such as higher monoterpene hydrocarbons in SCME and higher oxygenated monoterpenes in DCME. Furthermore, <i>Salmonella Typhimurium</i> and <i>Escherichia coli</i> were the most sensitive to fennel essential oil, followed by <i>Staphylococcus aureus and Listeria monocytogenes</i>. The activity of essential oil from different methods against four bacteria strains was similar. Our founding revealed that the improved microwave extraction greatly raised the yield of fennel essential oil, retained its fragrance and antibacterial activity. Overall, this study provides a theoretical basis for the separation and application of essential oils from natural aromatic plants.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 3","pages":"154-162"},"PeriodicalIF":2.6,"publicationDate":"2022-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6080758","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Identification of novel compounds in rose absolute with gas chromatography/high-resolution mass spectrometry 气相色谱/高分辨率质谱法鉴定玫瑰中新化合物
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-02-25 DOI: 10.1002/ffj.3692
Pierre-Alain Remy, Elise Sarrazin, Christophe Pérès, José Dugay, Nathalie David, Jér?me Vial

Gas Chromatography/High-Resolution Mass Spectrometry (HRMS) was used to identify new compounds in Rosa damascena and Rosa centifolia absolutes. These compounds were esters derived from the main alcohols of rose absolute (phenylethyl alcohol, geraniol, citronellol, nerol, and (E,E)-farnesol). Based on low-resolution mass spectrometry (LRMS) and HRMS data of rose absolutes, hypotheses were first formulated. In a second stage, the standards of these candidate structures were synthetized and analyzed by LRMS using apolar and polar columns. LRMS spectra of these standards, and apolar and polar retention indices (RI) were compared with those of candidate structures. Only four out of nineteen molecules were validated by these three criteria mostly due to an important difference of polar RIs between the standards and the compounds detected in rose absolutes. In a third stage, absolutes were spiked with synthesized standards and were analyzed by HRMS on both apolar and polar columns to confirm the presence of these candidate structures. Finally, 19 new compounds were identified in Rosa damascena and Rosa centifolia absolutes.

采用气相色谱/高分辨率质谱法(HRMS)对大马士革月季和刺叶月季中的新化合物进行了鉴定。这些化合物是从无水玫瑰的主要醇类(苯乙醇、香叶醇、香茅醇、橙醇和(E,E)-法尼醇)中提取的酯类。基于低分辨率质谱(LRMS)和HRMS数据,首次提出了假设。在第二阶段,利用极坐标柱和极坐标柱对候选结构的标准进行综合和分析。比较了这些标准品的LRMS谱和极性保留指数(RI)。19个分子中只有4个分子通过这三个标准验证,这主要是由于标准分子与玫瑰绝对物中检测到的化合物之间的极性RIs存在重要差异。在第三阶段,用合成的标准品加入绝对物,并在极性柱和极性柱上用HRMS分析以确认这些候选结构的存在。最后,从大马士革蔷薇和刺叶蔷薇中鉴定出19个新化合物。
{"title":"Identification of novel compounds in rose absolute with gas chromatography/high-resolution mass spectrometry","authors":"Pierre-Alain Remy,&nbsp;Elise Sarrazin,&nbsp;Christophe Pérès,&nbsp;José Dugay,&nbsp;Nathalie David,&nbsp;Jér?me Vial","doi":"10.1002/ffj.3692","DOIUrl":"https://doi.org/10.1002/ffj.3692","url":null,"abstract":"<p>Gas Chromatography/High-Resolution Mass Spectrometry (HRMS) was used to identify new compounds in <i>Rosa damascena</i> and <i>Rosa centifolia</i> absolutes. These compounds were esters derived from the main alcohols of rose absolute (phenylethyl alcohol, geraniol, citronellol, nerol, and (<i>E,E</i>)-farnesol). Based on low-resolution mass spectrometry (LRMS) and HRMS data of rose absolutes, hypotheses were first formulated. In a second stage, the standards of these candidate structures were synthetized and analyzed by LRMS using apolar and polar columns. LRMS spectra of these standards, and apolar and polar retention indices (RI) were compared with those of candidate structures. Only four out of nineteen molecules were validated by these three criteria mostly due to an important difference of polar RIs between the standards and the compounds detected in rose absolutes. In a third stage, absolutes were spiked with synthesized standards and were analyzed by HRMS on both apolar and polar columns to confirm the presence of these candidate structures. Finally, 19 new compounds were identified in <i>Rosa damascena</i> and <i>Rosa centifolia</i> absolutes.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 3","pages":"133-143"},"PeriodicalIF":2.6,"publicationDate":"2022-02-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5815398","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
COSMO-RS as an effective tool for predicting the physicochemical properties of fragrance raw materials COSMO-RS是香料原料理化性质预测的有效工具
IF 2.6 3区 农林科学 Q3 CHEMISTRY, APPLIED Pub Date : 2022-01-04 DOI: 10.1002/ffj.3690
Tristan Dupeux, Théophile Gaudin, Clémentine Marteau-Roussy, Jean-Marie Aubry, Véronique Nardello-Rataj

A predictive tool called COSMO-RS, Conductor-Like Screening Model for Real Solvents, based on quantum chemistry, dielectric continuum models, electrostatics surface interactions, and statistical thermodynamics, has been used to predict five key physicochemical properties of raw materials used in perfumery industries. The prediction of boiling point (BP), octanol-water partition coefficient (log P), vapor pressure (VP), water solubility (WS), and Henry's law constant (HLC) of fragrance molecules has been validated with a reference data set of 166 organic compounds. Knowing these properties for a fragrance molecule is essential and being able to predict them precisely can be particularly useful in the development of new molecules or in the replacement of controversial molecules regarding safety issues without compromising the overall hedonic accord. Finally, mapping the vapor pressure versus the Henry's law constant and the octanol-water partition coefficient consistently predicts the note class of the molecules useful for release comparison of captives.

一种基于量子化学、介电连续介质模型、静电表面相互作用和统计热力学的预测工具cosmos - rs,即真实溶剂类导体筛选模型,已被用于预测香水工业中原材料的五种关键物理化学性质。利用166种有机化合物的参考数据,对香氛分子的沸点(BP)、辛醇-水分配系数(log P)、蒸汽压(VP)、水溶性(WS)和亨利定律常数(HLC)进行了预测验证。了解香味分子的这些特性是至关重要的,能够准确地预测它们在开发新分子或在不影响整体享受性的情况下替换有争议的安全问题分子时特别有用。最后,绘制蒸气压与亨利定律常数和辛醇-水分配系数的关系,一致地预测了对捕获物释放比较有用的分子的主要类别。
{"title":"COSMO-RS as an effective tool for predicting the physicochemical properties of fragrance raw materials","authors":"Tristan Dupeux,&nbsp;Théophile Gaudin,&nbsp;Clémentine Marteau-Roussy,&nbsp;Jean-Marie Aubry,&nbsp;Véronique Nardello-Rataj","doi":"10.1002/ffj.3690","DOIUrl":"https://doi.org/10.1002/ffj.3690","url":null,"abstract":"<p>A predictive tool called COSMO-RS, Conductor-Like Screening Model for Real Solvents, based on quantum chemistry, dielectric continuum models, electrostatics surface interactions, and statistical thermodynamics, has been used to predict five key physicochemical properties of raw materials used in perfumery industries. The prediction of boiling point (BP), octanol-water partition coefficient (log <i>P</i>), vapor pressure (VP), water solubility (WS), and Henry's law constant (HLC) of fragrance molecules has been validated with a reference data set of 166 organic compounds. Knowing these properties for a fragrance molecule is essential and being able to predict them precisely can be particularly useful in the development of new molecules or in the replacement of controversial molecules regarding safety issues without compromising the overall hedonic accord. Finally, mapping the vapor pressure <i>versus</i> the Henry's law constant and the octanol-water partition coefficient consistently predicts the note class of the molecules useful for release comparison of captives.</p>","PeriodicalId":170,"journal":{"name":"Flavour and Fragrance Journal","volume":"37 2","pages":"106-120"},"PeriodicalIF":2.6,"publicationDate":"2022-01-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"6085462","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 8
期刊
Flavour and Fragrance Journal
全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1