Design and synthesis of a beta-amino phosphotyrosyl mimetic suitably protected for peptide synthesis.

Abstract:

:Mimetics of phosphotyrosine (pTyr) such as phosphonomethylphenylalanine (Pmp) have traditionally retained alpha-amino functionality. However, beta-amino acids represent isomeric variants, which may exhibit properties that are distinct from the parent. Reported herein is the first beta-amino pTyr mimetic (Pmp(beta)) bearing protection suitable for peptide synthesis. Preparation of Pmp(beta) was accomplished enantioselectively in 43% overall yield from commercially available 4-vinylbenzyl chloride.

journal_name

Bioorg Med Chem Lett

authors

Lee K,Zhang M,Yang D,Burke TR Jr

doi

10.1016/s0960-894x(02)00783-7

subject

Has Abstract

pub_date

2002-12-02 00:00:00

pages

3399-401

issue

23

eissn

0960-894X

issn

1464-3405

pii

S0960894X02007837

journal_volume

12

pub_type

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