Derivatives of 3, 4??dihydro?螃漫?carboline??3??carboxylic acid from c??terminal tryptophan??containing peptides. Synthesis and properties

…, B Fleury, J Torreilles, A Previero

Index: Letellier; Fleury; Torreilles; Previero Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 4 p. 1265 - 1270

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Citation Number: 8

Abstract

Abstract C-Terminal tryptophan containing peptides have been converted into 1-peptidyl-3, 4-dihydro-β-carboline-3-carboxylic acids by acid catalyzed isomerization of their azlactone derivatives. The main properties of these abnormal peptides are a strong absorption around 360 nm an intense yellow fluorescence and ability to generate reactive carbanions when dissolved in basic media. This tryptophan conversion takes place with high yield and is of ...