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Titolo:
SYNTHESIS, CONFORMATION, AND BIOLOGICAL-ACTIVITY OF 2 FMLP-OME ANALOGS CONTAINING THE NEW 2-[2'-(METHYLTHIO)ETHYL] METHIONINE RESIDUE
Autore:
TORRINI I; PARADISI MP; ZECCHINI GP; LUCENTE G; GAVUZZO E; MAZZA F; POCHETTI G; TRANIELLO S; SPISANI S;
Indirizzi:
UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI FARMACEUT I-00185 ROME ITALY UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI FARMACEUT I-00185 ROME ITALY UNIV ROMA LA SAPIENZA,CNR,CTR STUDIO CHIM FARM I-00185 ROME ITALY CNR,IST STRUTTURIST CHIM I-00016 MONTEROTONDO ITALY UNIV AQUILA,DIPARTIMENTO CHIM I-67010 LAQUILA ITALY UNIV FERRARA,DIPARTIMENTO BIOCHIM & BIOL MOL I-44100 FERRARA ITALY
Titolo Testata:
Biopolymers
fascicolo: 4, volume: 42, anno: 1997,
pagine: 415 - 426
SICI:
0006-3525(1997)42:4<415:SCABO2>2.0.ZU;2-J
Fonte:
ISI
Lingua:
ENG
Soggetto:
MODIFIED CHEMOTACTIC PEPTIDES; LEU-PHE-OME; ALPHA-AMINO-ACIDS; PREFERRED CONFORMATION; CRYSTAL-STRUCTURE; TRIPEPTIDE CHEMOATTRACTANTS; LINEAR OLIGOPEPTIDES; MODEL PEPTIDES; SIDE-CHAINS; PHENYLALANINE;
Keywords:
CHEMOTAXIS; CONFORMATION; CRYSTAL STRUCTURE; C(ALPHA)TETRASUBSTITUTED AMINO ACIDS; FORMYLPEPTIDES; 2-[2'-(METHYLTHIO)ETHYL]METHIONINE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
44
Recensione:
Indirizzi per estratti:
Citazione:
I. Torrini et al., "SYNTHESIS, CONFORMATION, AND BIOLOGICAL-ACTIVITY OF 2 FMLP-OME ANALOGS CONTAINING THE NEW 2-[2'-(METHYLTHIO)ETHYL] METHIONINE RESIDUE", Biopolymers, 42(4), 1997, pp. 415-426

Abstract

The new C-alpha-tetrasubstituted alpha-amino acid residue 2-[2'(methylthio)ethyl]methionine (Dmt) has been introduced into the reference chemotactic tripeptide HCO-Met-Leu-Phe-Ome (fMLP-OMe) in place of the leucine or methionine, respectively. The biological activity of the new analogues [Dmt(2)]fMLP-OMe (2) and [Dmt(1)]fMLP-OMe (3) has been determined; whereas 2 is active toward human neutrophils, stimulating directed migration, superoxide anion generation, and lysozyme release, 3 results practically inactive in all tested assays. A conformational analysis on 2 and 3 has been performed in solution by using ir absorption and H-1-nmr. The conformation of 2 was also examined in the crystal byx-ray diffraction methods. Both 2 and 3 adopt fully extended conformation in correspondence with the Dmt residue. Biological and conformational results are discussed and compared with related previously studied models. (C) 1997 John Wiley & Sons, Inc.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 22/09/20 alle ore 17:09:13