Abstract
N -(Coumarin-3-ylcarbonyl)benzotriazole has been coupled with free amino acids, N-terminal-protected lysines and dipeptides to afford fluorescent amino acids and dipeptides (76-89% yield) with retention of original chirality. N
α - and N
ε -Coumarin-labeled lysines are obtained by simple, two-step procedures. N
α -Cbz-N
ε -(Coumarin-3-ylcarbonyl)-l -lysine is demonstrated to be an optically active fluorescent marker for labeling amino acids in solution-phase syntheses.
Key words
amino acids - peptides - coupling - coumarin fluorophore - benzotriazole methodology
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