Work

Native Chemical Ligation at Valine: A Contribution to Peptide and Glycopeptide Synthesis

Year: 2008

Type: article

Abstract: A Val-uable link: The title transformation is achieved by a two-step ligation, radical-based desulfurization strategy (see scheme; NCL=native chemical ligation). After S→N acyl transfer, in which the acyl acceptor is a γ-thiol valine derivative, and site-specific dethiolation, a valine residue appears at the site of ligation. This method accomplishes ligations at Thr-Val and Pro-Val sites, and allows successful ligation of glycopeptide fragments.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.200803523

Authors: Jin Chen, Qian Wan, Yu Yuan, Jianglong Zhu, Samuel J. Danishefsky

Institutions: Memorial Sloan Kettering Cancer Center, Columbia University

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Cancer Institute

Awards: G1834311269, Synthesis of Antitumor Natural Products, G5767177498, Synthesis of Antitumor Natural Products