Naslov
Intermolecular aminolysis of 1-thioglycosyl esters of N-acylaminoacids

Autori
Ljevaković, Đurđica ; Tomić, Srđanka ; Tomašić, Jelka ; Horvat, Jaroslav

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Abstracts, 8th European Carbohydrate Symposium, Seville, 02.07.-07.07. 1995. / - , 1995

Skup
8th European Carbohydrate Symposium

Mjesto i datum
Sevilla, Španjolska, 02.07.1995. - 07.07.1995

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
peptidoglycan monomer ; thio-esters ; monosaccharides ; aminolysis

Sažetak
Fully acetylated 1-thioglycopyranosyl esters of N- acylamino acids, comprising different 1-thio sugars, undergo aminolysis with glycine methyl ester in dichloromethane at 40 degrees Celsius to form the dorrespnding N-acyldipeptide methyl esters. The relative reactivity of the C-1 thioester bond towards aminolysis depends inter alia on the structure of the sugar moiety. Acylating efficiency of the 1-thio-esters was additionally demonstrated by aminolysis of 2, 3, 4, 6-tetra-O-acetyl-1-S-(N-tert-butyloxycarbonyl- L-tyrosyl)-1-thio-beta-D-glucopyranose (3h) with peptidoglycan monomer (PGM, a disaccharide- pentapeptide) in N, N-dimethylformamide at room temperature to give the corresponding disaccharide-hexapeptide.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA