Studies on 2-Formylphenylboronic Acid-Based Ser/Thr Ligation and Cys/Pen Ligation
作者机构:Department of ChemistryState Key Laboratory of Synthetic ChemistryThe University of Hong KongHong KongSAR999077 China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2021年第39卷第10期
页 面:2795-2800页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金:supported by the Research Grants Council of Hong Kong(17303920,C7147-20G) the Area of Excellence Scheme of the University Grants Committee of Hong Kong(AoE/P-705/16) the Croucher foundation
主 题:Peptides Ser/Thr ligation Cys/Pen ligation Boron Conjugation
摘 要:Main observation and conclusion Developing an effective chemoselective ligation strategy for assembling unprotected peptide segments is important to peptide/protein *** ligation efficiency and selectivity depend on the chemistry between the C-terminal active ester of the peptide(e.g.,the thioester in Native Chemical Ligation or the salicylaldehyde ester in Ser/Thr Ligation and Cys/Pen Ligation)and N-terminal functional groups of the second peptide(Cys or Ser/Thr).Increasing the reactivity of the ligation and decreasing the hydrolysis of the active ester are more like the opposite sites in *** investigated the potential application of the peptide acyl ester of 2-formylphenylboronic acid(2-FPBA)in the Ser/Thr ligation and Cys/Pen *** the assistance of boronic acid group,the peptidyl FPBA ester showed remarkable stability in aqueous buffer and its reactivity towards Ser/Thr and Cys/Pen also ***,the strong coordination of the amine at the N-terminus and boronic acid suppressed the acyl transfer process when the peptide acyl group was *** effects should be made to enhance the ligation chemistry.