A novel α-2,6-sialyltransferase: Transfer of sialic acid to fucosyl and sialyl trisaccharides

Journal of Organic Chemistry

Volumn 61, Issue 24, 1996, Pages 8632-8635

  Kajihara, Yasuhiro ^a   Yamamoto, Takeshi ^b   Nagae, Hideki ^b   Nakashizuka, Motoko ^b   Sakakibara, Tohru ^a   Terada, Ichiro ^b  

^a YOKOHAMA CITY UNIVERSITY   (Japan)

^b JAPAN TOBACCO INC   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000888809     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961214v     Document Type: Article

References (53)

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42. The enzyme assay revealed that the bacterium α-2,6-sialyltransferase catalyzes the transfer of sialic acid to a variety of monosaccharides. The relative transfer rate compared to lactose (100%) is as follows: methyl α-D-galactopyranoside (3.0%), methyl β-D-galactopyranoside (9,2%), methyl α-D-glucopyranoside (0.5%), methyl β-D-glucopyranoside (0.6%), methyl α-D-mannopyranoside (0.5%), methyl β-D-mannopyranoside (0.6%), and methyl α-D-N-acetylgalactosaminide (3.0%).
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45. The sialyl acceptor, Neu5Ac β2,3Galβ1,4Glc, was purified with silica gel column chromatography (n-propanol: water = 2:1) from purchased sialyllactose (Sigma: Neu5Ac β2,3Galβ1,4Glc and Neu5Ac β2,6Galβ1,4Glc mixture).
46. The sialyl acceptor, Fuc αl,2Galβ1,4Glc, was kindly provided by Prof. H. Hashimoto (Tokyo Institute of Technology).
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51. (a) Fuc α1,2Galβ1,4Glc: Jenkins, G. A.; Bradbury, J. H.; Messer, M.; Trifonoff, E. Carbohydr. Res. 1984, 126, 157-161.
52. 13C NMR data of Neu5Ac β2,3Galβ1,4Glc were reported in ref 6a.
53. 13C chemical shifts of galactoside in Fuc α1,2Galβ1,4Glc and Neu5Ac β2,3Galβ1,4Glc are C1 (101.1), C2 (77.1), C3 (74.4), C4 (70.0), C5 (76.0), C6 (61.9) and C1 (103.17), C2 (69.86), C3 (76.03), C4 (68.00), C5 (75.65), C6 (61.50), respectively. The boldface values were shifted by the sialylation.