Issue 22, 2018

Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

Abstract

An efficient native chemical ligation approach at Asp and Glu sites is reported applying a hydrazide precursor, as a peptide thioester, and allyl protection at the side chain of Asp and Glu. The allyl protection was efficiently removed, after the ligation step, using the water-soluble palladium complex [Pd(allyl)Cl]2 and glutathione within a few minutes under fully aqueous conditions.

Graphical abstract: Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

Supplementary files

Article information

Article type
Communication
Submitted
16 Apr 2018
Accepted
07 May 2018
First published
07 May 2018

Org. Biomol. Chem., 2018,16, 4061-4064

Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

M. Jbara, E. Eid and A. Brik, Org. Biomol. Chem., 2018, 16, 4061 DOI: 10.1039/C8OB00890F

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