Progress toward a peptidomimetic of laminin-derived pentapeptide YIGSR:: Synthesis of the unique tricyclic core structure

被引:5
|
作者
Busqué, F [1 ]
Hopkins, SA [1 ]
Konopelski, JP [1 ]
机构
[1] Univ Calif Santa Cruz, Dept Chem & Biochem, Santa Cruz, CA 95064 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 17期
关键词
D O I
10.1021/jo025847n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The peptide sequence YIGSR, a segment of the basement membrane matrix glycoprotein laminin, has been identified as a key component in tumor cell invasion. Guided by extensive NMR work and de novo design algorithms, a nonpeptide mimetic of this pentapeptide was identified as a lead candidate for synthesis. The target displays the key amino acid side chains from a novel tricyclic scaffold. The first synthesis of this unique scaffold is completed in 11 steps and 7% overall yield.
引用
收藏
页码:6097 / 6103
页数:7
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