Synthesis of peptide analogs containing (2-aminoethyl) phosphonic acid (ciliatine)

K Yamauchi, S Ohtsuki, M Kinoshita

Index: Yamauchi, Kiyoshi; Ohtsuki, Souichi; Kinoshita, Masayoshi Journal of Organic Chemistry, 1984 , vol. 49, # 7 p. 1158 - 1163

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Citation Number: 45

Abstract

Di-and tripeptide analogues containing (2-amin0ethyl) phosphonic acid [HA~ P (OH)~], which has been discovered in a wide variety of living organisms, were prepared. As starting materials for incorporating the amino phosphonic acid into a peptide chain, the N- phthalylated diethyl ester [Pht-Ae~(OEt)~ l and the N-carbobenzyloxylated monoalkyl ester [Cbz-Aep (OR)(OH), R= Me, Et, and Bzl] were used. A phosphonamide bond between the ...