Concise total synthesis of glucosepane

Author:

Draghici Cristian1,Wang Tina1,Spiegel David A.12

Affiliation:

1. Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520, USA.

2. Department of Pharmacology, Yale University, 333 Cedar Street, New Haven, CT 06520, USA.

Abstract

Getting a handle on a cross-linking motif Although protein backbones consist exclusively of amino acids, various other molecules in the cell often get latched on afterward in a process termed posttranslational modification. In one such motif, called glucosepane, the side chains of lysine and arginine form a condensed cross-link through a reaction sequence with glucose. Formation of this cross-link is of interest in diabetes research. Draghici et al. now report a chemical synthesis of glucosepane outside the broader environment of a surrounding protein (see the Perspective by Boger). This synthesis should facilitate more precise characterization of the structure and function of the motif in vivo. Science , this issue p. 294 ; see also p. 275

Funder

SENS Foundation

Publisher

American Association for the Advancement of Science (AAAS)

Subject

Multidisciplinary

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