Chemoenzymatic synthesis of uridine diphosphate-GlcNAc and uridine diphosphate-GalNAc analogs for the preparation of unnatural glycosaminoglycans

Journal of Organic Chemistry

Volumn 77, Issue 3, 2012, Pages 1449-1456

  Masuko, Sayaka ^a   Bera, Smritilekha ^a   Green, Dixy E ^b   Weïwer, Michel ^d   Liu, Jian ^c   Deangelis, Paul L ^b   Linhardt, Robert J ^a  

^a Rensselaer Polytechnic Institute   (United States)

^b UNIVERSITY OF OKLAHOMA COLLEGE OF MEDICINE   (United States)

^c University of North Carolina at Chapel Hill   (United States)

^d BROAD INSTITUTE OF MIT AND HARVARD   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE LINKAGES; CHEMO-ENZYMATIC SYNTHESIS; DIPHOSPHATES; GLYCOSAMINOGLYCANS; GLYCOSYLTRANSFERASES; IN-VITRO; SUGAR NUCLEOTIDES;

AMIDES; ENZYMES;

SUGARS;

4' [2 (1 OXO 2 PROPYN 1 YL)AMINO 2 DEOXY ALPHA DEXTRO GALACTOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 (1 OXO 2 PROPYN 1 YL)AMINO 2 DEOXY ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 (ACETYLAMINO) 2 DEOXY ALPHA DEXTRO GALACTOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 (ACETYLAMINO) 2 DEOXY ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 DEOXY 2 [(1 OXO 2 ETHEN 1 YL)AMINO] 2 DEOXY ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 DEOXY 2 [(2,2,2 TRIFLUOROACETYL)AMINO] ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 DEOXY 2 [(FLUORENYLMETHOXYCARBONYL)AMINO] ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 DEOXY 2 [[(1,1 DIMETHYLETHOXY)CARBONYL]AMINO] ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); 4' [2 DEOXY 2 [[5 (HEXAHYDRO 2 OXO 1H THIENO [3,4 D]IMIDAZOL 4 YL) 1 OXOPENTYL]AMINO] ALPHA DEXTRO GLUCOPYRANOSYL]ESTER URIDINE 5' (TRIHYDROGEN DIPHOSPHATE); GLYCOSAMINOGLYCAN; GLYCOSYLTRANSFERASE; N ACETYLGALACTOSAMINE 1 PHOSPHATE DERIVATIVE; N ACETYLGLUCOSAMINE 1 PHOSPHATE DERIVATIVE; PHOSPHATE; POLYSACCHARIDE; RESIN; SUGAR NUCLEOTIDE; UNCLASSIFIED DRUG; URIDINE DERIVATIVE; URIDINE DIPHOSPHATE; URIDINE DIPHOSPHATE N ACETYLGALACTOSAMINE; URIDINE DIPHOSPHATE N ACETYLGLUCOSAMINE;

ARTICLE; CARBOHYDRATE SYNTHESIS; COMPARATIVE STUDY; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME IMMOBILIZATION; ENZYME SUBSTRATE; IN VITRO STUDY;

CHEMISTRY TECHNIQUES, SYNTHETIC; ESCHERICHIA COLI PROTEINS; MULTIENZYME COMPLEXES; POLYMERIZATION; URIDINE DIPHOSPHATE N-ACETYLGLUCOSAMINE;

EID: 84863011654     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo202322k     Document Type: Article

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