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Synthesis of peptides analogous to the N-terminal eicosapeptide sequence of ribonuclease A. Part III. A new synthesis of the C-terminal octapeptide 13–20

1967; Royal Society of Chemistry; Linguagem: Inglês

10.1039/j39670000089

2050-5604

Fernando Marchiori, Raniero Rocchi, Luis Moroder, Giorgio Vidali, Ernesto Scoffone,

Glycosylation and Glycoproteins Research

Synthesis is described of the octapeptide corresponding to the 13–20 sequence of the bovine pancreatic ribonuclease A. The pentapeptidebenzyloxycarbonyl-L-seryl-L-threonyl-L-seryl-L-alanyl-L-alanine t-butyl ester was built up by coupling, by the azide procedure, benzyloxycarbonyl-L-seryl-L-threonine hydrazide with L-seryl-L-alanyl-L-alanine t-butyl ester.The subsequent elongation to the octapeptide was carried out stepwise by the p-nitrophenyl ester method. Exposure of the protected peptide to trifluoroacetic acid yielded L-methionyl-L-aspartyl-L-seryl-L-seryl-L-threonyl-L-seryl-L-alanyl-L-alanine.