Synthesis of abnormal peptides: cyclization of Nα-formyltryptophyl residue to 3,4-dihydro-β-carboline-3-carboxylic acid residue in acidic media
- 1 November 1968
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 46 (21) , 3404-3407
- https://doi.org/10.1139/v68-560
Abstract
The intramolecular reaction of Nα-formyltryptophan to 3,4-dihydro-β-carboline-3-carboxylic acid is realized with high yield either in trifluoroacetic acid or in formic acid – concentrated hydrochloric acid solutions. Optically active products are obtained when formylated L- or D-tryptophan are used as starting compounds. The experimental conditions employed are highly specific and the cyclization of Nα-formyltryptophyl residue is realized also in peptides without secondary lytic reactions. The general behavior of Nα-formyltryptophan in formic acid solutions is discussed.Keywords
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