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Deoxynojirimycin and its hexosaminyl derivatives bind to natural killer cell receptors rNKR-P1A and hCD69

SYSNO ASEP	0348116
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Deoxynojirimycin and its hexosaminyl derivatives bind to natural killer cell receptors rNKR-P1A and hCD69
Author(s)	Catelani, G. (IT) D’Andrea, F. (IT) Griselli, A. (IT) Guazelli, L. (IT) Němcová, P. (CZ) Bezouška, K. (CZ) Křenek, Karel (MBU-M) Křen, Vladimír (MBU-M)_{RID, ORCID}
Source Title	Bioorganic and Medicinal Chemistry Letters. - : Elsevier - ISSN 0960-894X Roč. 20, č. 15 (2010), s. 4645-4648
Number of pages	4 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	Deoxynojirimycin ; NK cells ; hCD69 receptors
Subject RIV	CC - Organic Chemistry
R&D Projects	OC 136 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	LC06010 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
CEZ	AV0Z50200510 - MBU-M (2005-2011)
UT WOS	000279866300079
DOI	10.1016/j.bmcl.2010.05.109
Annotation	Deoxynojirimycin (1) and two new related 4-O-hexosaminyl-containing disaccharide mimics, Beta-D-Tal-NAc-(1-4)-DNJ (4) and Beta-D-ManNAc-(1-4)-DNJ (5), have been studied as agonists of natural killer (NK) cell receptors. As a positive and unexpected result, DNJ (1) displayed a remarkable activation effect towards both NKR-P1A (rat) and CD69 (human) receptors, and a quite similar activity was found for 4 and 5. The synthesis of the two disaccharide mimics is based on an approach that avoids the glycosylation step using known intermediates arising from lactose. The key stage of the synthesis involves the construction of the DNJ unit through an initial C-5 oxidation of the reducing D-glucopyranosyl unit followed by a stereoselective double-reductive aminocyclization of the 1,5-dicarbonyl disacharide intermediates
Workplace	Institute of Microbiology
Contact	Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231
Year of Publishing	2011

Number of the records: 1