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Titolo:
alpha,alpha-difluorophosphonomethyl azobenzene derivatives as photo-regulated phosphoamino acid analogs. 1. Design and synthesis
Autore:
Park, SB; Standaert, RF;
Indirizzi:
Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA Texas A&M Univ College Stn TX USA 77842 t Chem, College Stn, TX 77842 USA
Titolo Testata:
TETRAHEDRON LETTERS
fascicolo: 36, volume: 40, anno: 1999,
pagine: 6557 - 6560
SICI:
0040-4039(19990903)40:36<6557:AADAP>2.0.ZU;2-N
Fonte:
ISI
Lingua:
ENG
Soggetto:
PHOSPHOSERINE; PHOSPHONATES; PHOSPHATES; PEPTIDES; LIGHT;
Keywords:
amino acids and derivatives; azo compounds; peptide analogues/mimetics; phosphorylation;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
22
Recensione:
Indirizzi per estratti:
Indirizzo: Standaert, RF Texas A&M Univ, Dept Chem, POB 30012, College Stn, TX 77842 USA Texas A&M Univ POB 30012 College Stn TX USA 77842 77842 USA
Citazione:
S.B. Park e R.F. Standaert, "alpha,alpha-difluorophosphonomethyl azobenzene derivatives as photo-regulated phosphoamino acid analogs. 1. Design and synthesis", TETRAHEDR L, 40(36), 1999, pp. 6557-6560

Abstract

A series of novel, photoregulated phosphoamino acid analogs based on an azobenzene core bearing an alpha,alpha-difluoromethylphosphonate as a hydrolytically stable phosphate isostere have been prepared with N-Fmoc protectionfor use in peptide synthesis. Classes of reagents analogous to both phosphotyrosine and phosphoserine/threonine were prepared by a common route employing a nitrosoarene/aniline condensation to form the azo linkage and the Cu(I)promoted coupling of an iodoarene with (diethylphosphono)difluoromethyl cadmium bromide (Burton's method) to introduce the phosphonate moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 01/12/20 alle ore 00:53:34