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Synlett 2012(4): 531-534  
DOI: 10.1055/s-0031-1290348
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Convenient Synthesis of N ε-(Carboxymethyl)lysine, a Key Advanced Glycation Endproduct Biomarker

Jeanette M. Andersena, Thomas Hjelmgaarda, Lars O. Dragstedb, John Nielsen*a
a Department of Basic Sciences and Environment, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Denmark
Fax: +45(353)32398; e-Mail: jn@life.ku.dk;
b Department of Human Nutrition, University of Copenhagen, Rolighedsvej 30, 1958 Frederiksberg C, Denmark
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Publication History

Received 22 October 2011
Publication Date:
10 February 2012 (online)

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Abstract

Advanced glycation endproducts (AGEs) are formed when sugars react with peptides and proteins without the help of enzymes and by thermal processing of food such as baking and frying. AGEs and especially N ε-(carboxymethyl)lysine (CML) has been used as general key biomarkers for oxidative stress and a number of diseases associated with poor lifestyle. Herein we present the first synthetic pathway to the free zwitter ion of CML via a protected intermediate.

Key words

CML - AGE biomarker - amino acids - amination - natural products