Tetrahedron ( IF 2.1 ) Pub Date : 2021-08-14 , DOI: 10.1016/j.tet.2021.132403 Bhaskar Chatterjee 1 , Dhananjoy Mondal 2 , Smritilekha Bera 2
Diaminopimelic acid and its analogues have attracted substantial attention owing to their fascinating biochemistry and the desire to develop potentially useful antimicrobial agents. Peptidoglycan, a key structural component of the bacterial cell wall, is largely dependent on meso-2,6-diaminopimelic acid (DAP), which acts as a cross-linking agent between glycan strands. Several synthetic strategies based on structural features of peptidoglycan have been focused on synthesizing DAP and its analogues to better understand their mechanism of action against specific DAP enzymes. To gain a deep insight into the chemistry and biology of such useful compounds, a concise overview would thus be beneficial. The current review highlighted some of the key synthetic ventures and biological activities of diaminopimelic acid and its various analogues including aza, cyclopropyl, phosphonate, heterocyclic, unsaturated ones and DAP-fragments of peptides.
中文翻译:
二氨基庚二酸及其类似物:合成和生物学观点
二氨基庚二酸及其类似物由于其迷人的生物化学性质和开发潜在有用的抗菌剂的愿望而引起了广泛关注。肽聚糖是细菌细胞壁的关键结构成分,在很大程度上依赖于中观-2,6-二氨基庚二酸 (DAP),作为聚糖链之间的交联剂。几种基于肽聚糖结构特征的合成策略已集中于合成 DAP 及其类似物,以更好地了解它们对特定 DAP 酶的作用机制。为了深入了解这些有用化合物的化学和生物学,简要概述将是有益的。本综述重点介绍了二氨基庚二酸及其各种类似物的一些关键合成风险和生物活性,包括氮杂、环丙基、膦酸酯、杂环、不饱和和 DAP 肽片段。