Site-selective modification of peptides: From "customizable units" to novel α-aryl and α-alkyl glycine derivatives, and components of branched peptides.

Abstract:

:The creation of peptide libraries by site-selective modification of a few peptide substrates would increase the efficiency of discovery processes, but still is a real synthetic challenge. The site-selective modification of small peptides at serine or threonine residues, by using a short scission-addition procedure, allows the preparation of peptides with unnatural α-aryl glycines. In a similar way, the scission of hydroxyproline residues is the key step in the production of optically pure α-alkyl glycines which are precursors or components of branched peptides. With these versatile processes, a single peptide can be transformed into a variety of peptide derivatives. The process takes place under mild conditions, and good global yields are obtained. © 2015 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 104: 650-662, 2015.

journal_name

Biopolymers

journal_title

Biopolymers

authors

Romero-Estudillo I,Saavedra C,Boto A,Álvarez E

doi

10.1002/bip.22642

subject

Has Abstract

pub_date

2015-09-01 00:00:00

pages

650-62

issue

5

eissn

0006-3525

issn

1097-0282

journal_volume

104

pub_type

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