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Titolo:
SYNTHESIS AND CHARACTERIZATION OF THE SWEETNESS-SUPPRESSING POLYPEPTIDE GURMARIN AND ENT-GURMARIN
Autore:
OTA M; TONOSAKI K; MIWA K; FUKUWATARI T; ARIYOSHI Y;
Indirizzi:
AJINOMOTO CO INC,CENT RES LABS,KAWASAKI KU,1-1 SUZUKI CHO KAWASAKI KANAGAWA 210 JAPAN AJINOMOTO CO INC,CENT RES LABS,KAWASAKI KU KAWASAKI KANAGAWA 210 JAPAN GIFU UNIV,FAC AGR,DEPT VET PHYSIOL GIFU 50111 JAPAN ASAHI UNIV,SCH DENT,DEPT PEDIAT DENT GIFU 50102 JAPAN KYOTO UNIV,FAC AGR,DEPT FOOD SCI & TECHNOL,SAKYO KU KYOTO 606 JAPAN
Titolo Testata:
Biopolymers
fascicolo: 2, volume: 39, anno: 1996,
pagine: 199 - 205
SICI:
0006-3525(1996)39:2<199:SACOTS>2.0.ZU;2-P
Fonte:
ISI
Lingua:
ENG
Soggetto:
GYMNEMA-SYLVESTRE; LEAVES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
11
Recensione:
Indirizzi per estratti:
Citazione:
M. Ota et al., "SYNTHESIS AND CHARACTERIZATION OF THE SWEETNESS-SUPPRESSING POLYPEPTIDE GURMARIN AND ENT-GURMARIN", Biopolymers, 39(2), 1996, pp. 199-205

Abstract

The sweetness-suppressing polypeptide gurmarin isolated from the leaves of Gymnema sylvestre consists of 35 amino acid residues including three intramolecular disulfide bonds. Herein, the total chemical synthesis of gurmarin was performed by the stepwise fluoren-9-ylmethoxy-carbonyl solid-phase method, the yield of reduced gurmarin being 1.9% based on the starting amino acid resin. Disulfide formation was carried out in the presence of a redox system of reduced glutathione/oxidized glutathione to give gurmarin in a yield of 35.5%. The product was identical to natural gurmarin by analytical reverse phase high performance liquid chromatography (RP-HPLC), mass spectroscopy (MS), and peptide mapping, and suppressed the responses to sucrose, D-glucose, and L-glucose in a rat. The D enantiomer (all D-amino acid gurmarin) was also synthesized, and was shown to be the mirror image of gurmarin. Interestingly, the D enantiomer (ent-gurmarin) also suppressed the responses to sucrose, D-glucose, and L-glucose in a rat. (C) 1996 John Wiley & Sons, Inc.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 14/07/20 alle ore 09:13:23