弹性蛋白交联 COPD 生物标志物desmosine 的全合成。

Total synthesis of COPD biomarker desmosine that crosslinks elastin.

机构信息

Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Tokyo 102-8554, Japan.

出版信息

Chem Commun (Camb). 2012 Mar 28;48(26):3233-5. doi: 10.1039/c2cc17958j. Epub 2012 Feb 22.

DOI:10.1039/c2cc17958j

PMID:22353933

Abstract

Desmosine, a crosslinking amino acid of elastin, is an attractive biomarker for diagnosis of chronic obstructive pulmonary disease (COPD). In this study, the first total synthesis of (+)-desmosine was achieved in 11% overall yield in 13 steps utilizing stepwise and regioselective Sonogashira cross-coupling reactions.

摘要

赖氨酰正亮氨酸（desmosine）是弹性蛋白的交联氨基酸，是诊断慢性阻塞性肺疾病（COPD）的有吸引力的生物标志物。在这项研究中，首次通过逐步和区域选择性 Sonogashira 交叉偶联反应，以 11%的总收率 13 步实现了 (+)-赖氨酰正亮氨酸的全合成。