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Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids

Đurđica Ljevaković ; Institute of Immunology, Rockefellerova 10, 10000 Zagreb, Croatia
Srđanka Tomić ; Department of Chemistry, Faculty of Science, University of Zagreb, 10000 Zagreb, Croatia
Jelka Tomašić ; Institute of Immunology, Rockefellerova 10, 10000 Zagreb, Croatia
Jaroslav Horvat ; Department of Organic Chemistry and Biochemistry, Ruder Bošković Institute, 10000 Zagreb, Croatia

Puni tekst: engleski, pdf (13 MB) str. 1329-1337 preuzimanja: 193* citiraj
APA 6th Edition
Ljevaković, Đ., Tomić, S., Tomašić, J. i Horvat, J. (1996). Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids. Croatica Chemica Acta, 69 (4), 1329-1337. Preuzeto s https://hrcak.srce.hr/135972
MLA 8th Edition
Ljevaković, Đurđica, et al. "Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids." Croatica Chemica Acta, vol. 69, br. 4, 1996, str. 1329-1337. https://hrcak.srce.hr/135972. Citirano 07.03.2021.
Chicago 17th Edition
Ljevaković, Đurđica, Srđanka Tomić, Jelka Tomašić i Jaroslav Horvat. "Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids." Croatica Chemica Acta 69, br. 4 (1996): 1329-1337. https://hrcak.srce.hr/135972
Harvard
Ljevaković, Đ., et al. (1996). 'Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids', Croatica Chemica Acta, 69(4), str. 1329-1337. Preuzeto s: https://hrcak.srce.hr/135972 (Datum pristupa: 07.03.2021.)
Vancouver
Ljevaković Đ, Tomić S, Tomašić J, Horvat J. Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids. Croatica Chemica Acta [Internet]. 1996 [pristupljeno 07.03.2021.];69(4):1329-1337. Dostupno na: https://hrcak.srce.hr/135972
IEEE
Đ. Ljevaković, S. Tomić, J. Tomašić i J. Horvat, "Intermolecular Aminolyses of 1-Thioglycosyl Esters of N-Acylamino Acids", Croatica Chemica Acta, vol.69, br. 4, str. 1329-1337, 1996. [Online]. Dostupno na: https://hrcak.srce.hr/135972. [Citirano: 07.03.2021.]

Sažetak
Fully acetylated 1-thioglycopyranosyl esters of AT-acylaxnino acids (1-3), comprising different 1-thio sugars, undergo aminolysis with glycine methyl ester in dichloromethane at 40° to form the corresponding IV-acyldipeptide methyl esters. The relative reactivity of the C-l 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- 0-aeetyl-l-S-(Af-fert-butyloxycmbonyl-L-tyrosyl)-l-thio-p-D-glucopyranose (3h) with peptidoglycan monomer (PGM, a disaccharide-pentapep- tide) in iV,)V-dimethylformamide at room temperature to give the corresponding disaccharide-hexapeptide.

Hrčak ID: 135972

URI
https://hrcak.srce.hr/135972

Posjeta: 291 *