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Chiral N-(Coumarin-3-ylcarbonyl)-alpha-amino acids: Fluorescent markers for amino acids and dipeptides
Journal article   Peer reviewed

Chiral N-(Coumarin-3-ylcarbonyl)-alpha-amino acids: Fluorescent markers for amino acids and dipeptides

Alan R. Katritzky, Tamari Narindoshvili and Parul Angrish
Synthesis (Stuttgart), Vol.2008(13), pp.2013-2022
01/07/2008

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
N-(Coumarin-3-ylcarbonyl)benzotriazole has been coupled with free amino acids, N-ten-ninal-protected lysines and dipeptides to afford fluorescent arnino acids and dipeptides (76-89% yield) with retention of original chirality. N(alpha)- and N(epsilon)-Coumarinlabeled lysines are obtained by simple, two-step procedures. N(alpha)-Cbz-N(epsilon)-(Coumarin-3 -ylcarbonyl)-L-lysinee is demonstrated to be an optically active fluorescent marker for labeling amino acids in solutionphase syntheses.

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