The Genomics Research Center, Academia Sinica, Nankang, Taipei, Taiwan.
Org Lett. 2011 Oct 7;13(19):5306-9. doi: 10.1021/ol2021687. Epub 2011 Sep 13.
A feasible synthetic approach toward the Mycobacterium tuberculosis (Mtb) N-glycolyl lipid II-like molecule 1 is described. Compound 1 bears pendant undecaprenol and l-lysin moieties instead of the naturally occurring decaprenol and meso-diaminopimelic acid, which are not readily available. Functionalization of 1 with a fluorophore on the peptide side chain gave 14, which was found to be recognized as an Mtb TGase substrate. This result suggests it has tremendous utility for mechanistic studies, the characterization of mycobacterial enzymes, and mycobacterial TGase inhibitor evaluation.
描述了一种可行的合成分枝杆菌（Mtb）N-糖基化脂 II 样分子 1 的方法。化合物 1 带有十一碳烯醇和 l-赖氨酸部分，而不是天然存在的十一碳烯醇和中-二氨基庚二酸，它们不易获得。在肽侧链上用荧光团对 1 进行功能化得到 14，发现它被认为是分枝杆菌 TGase 的底物。这一结果表明，它在机制研究、分枝杆菌酶的表征以及分枝杆菌 TGase 抑制剂评估方面具有巨大的应用价值。
