（2S,3R）-3-氨基-2-羟基癸酸及其对映异构体的合成：线性五肽微菌素的非蛋白氨基酸片段。
Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and its enantiomer: a non-proteinogenic amino acid segment of the linear pentapeptide microginin.
机构信息
Department of Chemistry, Garware Research Centre, University of Pune, Pune - 411 007, India.
出版信息
Beilstein J Org Chem. 2014 Mar 17;10:667-71. doi: 10.3762/bjoc.10.59. eCollection 2014.
Abstract
A directed manipulation of the functional groups at C3 and C4 of D-glucose was demonstrated to synthesize naturally occurring (2S,3R)-α-hydroxy-β-aminodecanoic acid (AHDA, 2a) and its enantiomer 2b. The enantiomer of 2a is the N-terminal part of the natural linear pentapeptide microginin, which is used as an antihypertensive agent.
摘要
通过对 D-葡萄糖的 C3 和 C4 官能团的定向修饰，成功合成了天然存在的（2S，3R）-α-羟基-β-氨基癸酸（AHDA，2a）及其对映异构体 2b。2a 的对映异构体是天然线性五肽 microginin 的 N 端部分，microginin 可用作抗高血压药物。
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