用固相多肽法合成具有抗氧化性能的环状肽,替代从猪肉中分离天然产物

N. Kurniaty, U. Rosyidah, A. Suparman, R. Yulianti, S. Sopiah, W. M. Baharudin
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引用次数: 0

摘要

四肽Ser-Leu-Tyr-Ala和Tyr-Leu-Tyr-Ala是已成功从猪肉中分离并采用固相肽合成(SPPS)方法合成的两种衍生物。利用SPPS技术也成功地从大西洋的aurita沙丁鱼中分离出了四肽Gly-Ala-Trp-Ala。本研究旨在利用SPPS法合成Ser-Leu-Tyr-Ala、tyrr - leu - tyr - ala和Gly-Ala-Trp-Leu三种四肽,并利用DPPH检测合成的四肽的抗氧化性能。以2-氯三氯树脂为固相,Fmoc基团保护,偶联剂HBTU/HOBt合成了这三个四肽。Ser- Leu-Tyr-Ala的HR-TOF-MS的m/z分别为[m +H]+ 453,23和[2M+H]+ 905,49, Tyr-Leu-Tyr-Ala为[m +H]+114,61, Gly-Ala-Trp-Leu为[m +H]+ 446,23。Ser-Leu-Tyr- Ala的抗氧化性能IC50值为11130,04 mg/ml,而Tyr-Leu-Tyr-Ala的抗氧化性能IC50值为4319,522 mg/ml。关键词:固相多肽合成;抗氧化剂
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Synthesizing Cylic Peptides with Antioxidant Properties using Solid Phase Peptide Synthesis as an Alternative to Natural Product Isolation from Pork
Tetrapeptides Ser-Leu-Tyr-Ala and Tyr-Leu-Tyr-Ala are two derivates that have been successfully isolated from the pork and synthesized using Solid Phase Peptide Synthesis (SPPS) method. Tetrapeptide Gly-Ala-Trp-Ala has also been successfully isolated from the Sardinella aurita fish found in Atlantic Ocean using SPPS. This study aims to synthesize tetrapeptide Ser-Leu-Tyr-Ala, Tyr-Leu-Tyr-Ala and Gly-Ala-Trp-Leu using the SPPS method, and to find the antioxidant properties of the synthesized tetrapeptides using DPPH test. The three tetrapeptides have been synthesized using 2-chlorotritilchloride resin as solid phase, Fmoc group protection, and coupling reagent HBTU/HOBt. HR-TOF-MS with m/z was [M+H]+ 453,23 and [2M+H]+ 905,49 for Ser- Leu-Tyr-Ala, [M+H]+114,61 for Tyr-Leu-Tyr-Ala and [M+H]+ 446,23 for Gly-Ala-Trp-Leu. The antioxidant properties of Ser-Leu-Tyr- Ala had an IC50 value of 11130,04 mg/ml, while the antioxidant properties of Tyr-Leu-Tyr-Ala had an IC50 value of 4319,522 mg/ml. Keywords: solid phase peptide synthesis, antioxidant
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