sortase A介导的鼠李糖修饰艾塞那肽偶联物的设计与合成

IF 1.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Journal of Carbohydrate Chemistry Pub Date : 2019-01-01 DOI:10.1080/07328303.2019.1609021

Chen Li , Shijie Dai , Aijie Cao , Zhifang Zhou , Zhimeng Wu

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引用次数: 1

摘要

摘要以鼠李糖为半抗原，通过Sortase a介导的连接，设计并合成了艾塞那肽。通过固相肽合成法合成了一种由46个氨基酸组成的艾塞那肽类似物，包括C末端的分选酶A识别基序LPETG。以七步反应合成了三甘氨酸修饰的鼠李糖衍生物，产率高。Sortase A在3 h，鼠李糖修饰的艾塞那肽缀合物在半制备性HPLC纯化后获得，并通过MALDI-TOF MS进行表征。该方法通常可用于合成用于生物学研究的其他艾塞那苷类似物。图形摘要

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Design and synthesis of rhamnose-modified exenatide conjugate by sortase A-mediated ligation

Abstract Exenatide modified with rhamnose as a hapten was designed and synthesized by Sortase A-mediated ligation. An Exenatide peptide analog comprised of 46 amino acids, including the sortase A recognition motif LPETG at the C-terminus, was synthesized by solid phase peptide synthesis method. A tri-glycine modified-rhamnose derivative was chemically synthesized in seven steps in good yield. The site-specific conjugation between them catalyzed by Sortase A completed in 3 h and the rhamnose-modified Exenatide conjugate was obtained after semi-preparative HPLC purification and characterized by MALDI-TOF MS. This method should be generally useful for the synthesis of other Exenatide analog for biological studies. Graphical Abstract

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来源期刊

Journal of Carbohydrate Chemistry 化学-生化与分子生物学

CiteScore

2.10

自引率

0.00%

发文量

审稿时长

1 months

期刊介绍： The Journal of Carbohydrate Chemistry serves as an international forum for research advances involving the chemistry and biology of carbohydrates. The following aspects are considered to fall within the scope of this journal: -novel synthetic methods involving carbohydrates, oligosaccharides, and glycoconjugates- the use of chemical methods to address aspects of glycobiology- spectroscopic and crystallographic structure studies of carbohydrates- computational and molecular modeling studies- physicochemical studies involving carbohydrates and the chemistry and biochemistry of carbohydrate polymers.