{"title":"使用生物启发的光稳定黄素类似物进行光诱导 DNA 切割","authors":"Dipayan Mondal , Ashutosh Kumar Mishra","doi":"10.1002/ejoc.202401001","DOIUrl":null,"url":null,"abstract":"<div><div>Inspired by the photosensitization capability of the naturally occurring flavin derivatives, viz. riboflavin (RF), flavin mononucleotide (FMN), flavin adenine dinucleotide (FAD) and their photodegradation susceptibility due to the presence of ribityl/phosphate group; the current manuscript investigates the N10‐modified flavin analogues for their reactive oxygen species (ROS) generating capability and DNA cleavage activity, when irradiated with blue light. The effectiveness of superoxide anion generating property of photoexcited flavin analogs were determined using nitro blue tetrazolium (NBT) and gallic acid quenching experiments. Among the flavin analogues studied, the simple propylflavin (<strong>PFl</strong>) was found to be most photostable and efficient in the conditions studied. The carboxyl‐flavin (<strong>10Flc</strong>) displays behavior like that of FMN while the flavin‐aspartic acid conjugate (<strong>FA</strong>) was found to show properties in between the <strong>PFl</strong> and the <strong>10Flc</strong>.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 7","pages":"Article e202401001"},"PeriodicalIF":2.5000,"publicationDate":"2025-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoinduced DNA Cleavage Using Bioinspired Photostable Flavin Analogues\",\"authors\":\"Dipayan Mondal , Ashutosh Kumar Mishra\",\"doi\":\"10.1002/ejoc.202401001\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Inspired by the photosensitization capability of the naturally occurring flavin derivatives, viz. riboflavin (RF), flavin mononucleotide (FMN), flavin adenine dinucleotide (FAD) and their photodegradation susceptibility due to the presence of ribityl/phosphate group; the current manuscript investigates the N10‐modified flavin analogues for their reactive oxygen species (ROS) generating capability and DNA cleavage activity, when irradiated with blue light. The effectiveness of superoxide anion generating property of photoexcited flavin analogs were determined using nitro blue tetrazolium (NBT) and gallic acid quenching experiments. Among the flavin analogues studied, the simple propylflavin (<strong>PFl</strong>) was found to be most photostable and efficient in the conditions studied. The carboxyl‐flavin (<strong>10Flc</strong>) displays behavior like that of FMN while the flavin‐aspartic acid conjugate (<strong>FA</strong>) was found to show properties in between the <strong>PFl</strong> and the <strong>10Flc</strong>.</div></div>\",\"PeriodicalId\":167,\"journal\":{\"name\":\"European Journal of Organic Chemistry\",\"volume\":\"28 7\",\"pages\":\"Article e202401001\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-02-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"European Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1434193X25000842\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1434193X25000842","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Photoinduced DNA Cleavage Using Bioinspired Photostable Flavin Analogues
Inspired by the photosensitization capability of the naturally occurring flavin derivatives, viz. riboflavin (RF), flavin mononucleotide (FMN), flavin adenine dinucleotide (FAD) and their photodegradation susceptibility due to the presence of ribityl/phosphate group; the current manuscript investigates the N10‐modified flavin analogues for their reactive oxygen species (ROS) generating capability and DNA cleavage activity, when irradiated with blue light. The effectiveness of superoxide anion generating property of photoexcited flavin analogs were determined using nitro blue tetrazolium (NBT) and gallic acid quenching experiments. Among the flavin analogues studied, the simple propylflavin (PFl) was found to be most photostable and efficient in the conditions studied. The carboxyl‐flavin (10Flc) displays behavior like that of FMN while the flavin‐aspartic acid conjugate (FA) was found to show properties in between the PFl and the 10Flc.
期刊介绍：
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.
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