Literature DB >> 10385976

Enzymatic synthesis of Kdn oligosaccharides by a bacterial alpha-(2-->6)-sialyltransferase.

Y Kajihara1, S Akai, T Nakagawa, R Sato, T Ebata, H Kodama, K Sato.   

Abstract

Synthesis of CMP-deaminoneuraminic acid (CMP-beta-D-Kdn) and its enzymatic transfer reaction using bacterial alpha-(2-->6)-sialyltransferase were examined. CMP-beta-D-Kdn was prepared from methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-beta-D-galacto-2- nonulopyranosonate (2) in 24% overall yield. Enzymatic synthesis of Kdn oligosaccharide with CMP-beta-D-Kdn (10.2 mumol), methyl beta-D-lactosaminide (7, 8.1 mumol) and purified sialyltransferase (80 munits) afforded Kdn-alpha-(2-->6)-Gal-beta-(1-->4)-GlcNAc-beta-1-OMe in 77% yield.

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Year:  1999        PMID: 10385976     DOI: 10.1016/s0008-6215(98)00331-0

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  6 in total

1.  Stereoselective synthesis of alpha-keto-deoxy-D-glycero-D-galacto-nonulosonic acid glycosides by means of the 4,5-O-carbonate protecting group.

Authors:  David Crich; Chandrasekhar Navuluri
Journal:  Angew Chem Int Ed Engl       Date:  2010-04-12       Impact factor: 15.336

2.  N-Terminal 112 amino acid residues are not required for the sialyltransferase activity of Photobacterium damsela alpha2,6-sialyltransferase.

Authors:  Mingchi Sun; Yanhong Li; Harshal A Chokhawala; Ryan Henning; Xi Chen
Journal:  Biotechnol Lett       Date:  2007-11-08       Impact factor: 2.461

Review 3.  KDN (deaminated neuraminic acid): dreamful past and exciting future of the newest member of the sialic acid family.

Authors:  Sadako Inoue; Ken Kitajima
Journal:  Glycoconj J       Date:  2006-07       Impact factor: 2.916

4.  A Photobacterium sp. α2-6-sialyltransferase (Psp2,6ST) mutant with an increased expression level and improved activities in sialylating Tn antigens.

Authors:  Li Ding; Chao Zhao; Jingyao Qu; Yanhong Li; Go Sugiarto; Hai Yu; Junru Wang; Xi Chen
Journal:  Carbohydr Res       Date:  2014-12-23       Impact factor: 2.975

Review 5.  Marine bacterial sialyltransferases.

Authors:  Takeshi Yamamoto
Journal:  Mar Drugs       Date:  2010-11-05       Impact factor: 5.118

6.  Unique gangliosides synthesized in vitro by sialyltransferases from marine bacteria and their characterization: ganglioside synthesis by bacterial sialyltransferases.

Authors:  Hisashi Kamimiya; Yusuke Suzuki; Takeshi Kasama; Hitomi Kajiwara; Takeshi Yamamoto; Toshiki Mine; Shinobu Watarai; Kiyoshi Ogura; Kazuo Nakamura; Junichi Tsuge; Yasunori Kushi
Journal:  J Lipid Res       Date:  2012-12-05       Impact factor: 5.922

  6 in total

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