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Titolo:
Peptide bond formation mediated by 4,5-dimethoxy-2-mercaptobenzylamine after periodate oxidation of the N-terminal serine residue
Autore:
Kawakami, T; Akaji, K; Aimoto, S;
Indirizzi:
Osaka Univ, Inst Prot Res, Suita, Osaka 5650871, Japan Osaka Univ Suita Osaka Japan 5650871 rot Res, Suita, Osaka 5650871, Japan
Titolo Testata:
ORGANIC LETTERS
fascicolo: 9, volume: 3, anno: 2001,
pagine: 1403 - 1405
SICI:
1523-7060(20010503)3:9<1403:PBFMB4>2.0.ZU;2-H
Fonte:
ISI
Lingua:
ENG
Soggetto:
CYSTEINE-CONTAINING POLYPEPTIDE; NATIVE CHEMICAL LIGATION; THIOESTER METHOD; PROTEIN; ANALOGS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
21
Recensione:
Indirizzi per estratti:
Indirizzo: Aimoto, S Osaka Univ, Inst Prot Res, 3-2 Yamadaoka, Suita, Osaka 5650871, Japan Osaka Univ 3-2 Yamadaoka Suita Osaka Japan 5650871 650871, Japan
Citazione:
T. Kawakami et al., "Peptide bond formation mediated by 4,5-dimethoxy-2-mercaptobenzylamine after periodate oxidation of the N-terminal serine residue", ORG LETT, 3(9), 2001, pp. 1403-1405

Abstract

[GRAPHICS]A thiol linker-attached peptide was prepared from a nonprotected peptide via an N-alpha-alpha -oxoacyl peptide. Selective oxidation of the N-terminalserine with sodium periodate gave the N-alpha-glyoxyloyl peptide, reductive amination of which with 4,5-dimethoxy-2-(triphenylmethylthio)benzylamine gave an N-alpha-4,5-dimethoxy-2-mercaptobenzyl glycyl peptide after removalof the trityl group. The N-alpha-4,5-dimethoxy-2-mercaptobenzyl peptide can be condensed with a peptide thioester, and the linker is removable. This strategy provides a useful method for the synthesis of peptides using recombinant proteins.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 25/01/20 alle ore 09:20:11