Recombinant (2→3)-α-sialyltransferase immobilized on nickel-Agarose for preparative synthesis of sialyl Lewisx and Lewisa precursor oligosaccharides

2003 ◽  
Vol 338 (11) ◽  
pp. 1153-1161 ◽  
Author(s):  
Tatiana Ivannikova ◽  
Fabrice Bintein ◽  
Annie Malleron ◽  
Sylvie Juliant ◽  
Martine Cerutti ◽  
...  
Keyword(s):  
Preparative Synthesis ◽  
Sialyl Lewisx

Ribonuclease a catalyzed preparative synthesis of dinucleoside monophosphates containing uridine analogues

1980 ◽  
Vol 45 (2) ◽  
pp. 611-616 ◽  
Author(s):  
Antonina P. Kavunenko ◽  
Antonín Holý
Keyword(s):  
Paper Chromatography ◽  
Ribonuclease A ◽  
Uv Spectra ◽  
Preparative Synthesis ◽  
Cyclic Phosphate ◽  
Dinucleoside Monophosphates

Preparative synthesis of dinucleoside monophosphates, catalyzed by ribonuclease A, is described. Uridine 2',3' -cyclic phosphate was used as a donor, the acceptors being uridine (Ia), N3-methyl-uridine (Ib), 5-methyluridine (Ic), 6-methyluridine (Id), 3-(β-D-ribofuranosyl)uracil (IIa), 1-methyl-3-(β-D-ribofuranosyl)uracil (IIb), 6-azauridine (III) and 6-methyl-2'-deoxyuridine (IV). The obtained compounds of the type UpN (where N is the nucleoside moiety I-IV) were characterized by paper chromatography, electrophoresis and UV-spectra.

scholarly journals Radical Dehalogenation and Purine Nucleoside Phosphorylase E. coli: How Does an Admixture of 2′,3′-Anhydroinosine Hinder 2-fluoro-cordycepin Synthesis

Biomolecules ◽  
2021 ◽  
Vol 11 (4) ◽  
pp. 539
Author(s):  
Alexey L. Kayushin ◽  
Julia A. Tokunova ◽  
Ilja V. Fateev ◽  
Alexandra O. Arnautova ◽  
Maria Ya. Berzina ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Chemical Synthesis ◽  
Purine Nucleoside Phosphorylase ◽  
Purine Nucleoside ◽  
Preparative Synthesis ◽  
Nucleoside Phosphorylase ◽  
E Coli ◽  
First Time

During the preparative synthesis of 2-fluorocordycepin from 2-fluoroadenosine and 3′-deoxyinosine catalyzed by E. coli purine nucleoside phosphorylase, a slowdown of the reaction and decrease of yield down to 5% were encountered. An unknown nucleoside was found in the reaction mixture and its structure was established. This nucleoside is formed from the admixture of 2′,3′-anhydroinosine, a byproduct in the preparation of 3-′deoxyinosine. Moreover, 2′,3′-anhydroinosine forms during radical dehalogenation of 9-(2′,5′-di-O-acetyl-3′-bromo- -3′-deoxyxylofuranosyl)hypoxanthine, a precursor of 3′-deoxyinosine in chemical synthesis. The products of 2′,3′-anhydroinosine hydrolysis inhibit the formation of 1-phospho-3-deoxyribose during the synthesis of 2-fluorocordycepin. The progress of 2′,3′-anhydroinosine hydrolysis was investigated. The reactions were performed in D2O instead of H2O; this allowed accumulating intermediate substances in sufficient quantities. Two intermediates were isolated and their structures were confirmed by mass and NMR spectroscopy. A mechanism of 2′,3′-anhydroinosine hydrolysis in D2O is fully determined for the first time.

scholarly journals Cloning and characterization of a viral α2–3-sialyltransferase (vST3Gal-I) for the synthesis of sialyl Lewisx

Glycobiology ◽  
2010 ◽  
Vol 21 (3) ◽  
pp. 387-396 ◽  
Author(s):  
Go Sugiarto ◽  
Kam Lau ◽  
Hai Yu ◽  
Stephanie Vuong ◽  
Vireak Thon ◽  
...  
Keyword(s):  
Sialyl Lewisx

Highly expressed human sialyl Lewisx antigen on cell surface of Streptococcus gallolyticus

The Lancet ◽  
1996 ◽  
Vol 347 (9003) ◽  
pp. 760 ◽  
Author(s):  
Katsuhiko Hirota ◽  
Ro Osawa ◽  
Ken Nemoto ◽  
Tsuneko Ono ◽  
Yoichiro Miyake
Keyword(s):  
Cell Surface ◽  
Sialyl Lewisx ◽  
Streptococcus Gallolyticus

scholarly journals Changes in the expression of Sialyl-Lewisx, a hepatic necroinflammation-associated carbohydrate neoantigen, in human hepatocellular carcinomas

Cancer ◽  
1994 ◽  
Vol 73 (7) ◽  
pp. 1811-1816 ◽  
Author(s):  
Yoshio Okada ◽  
Kenji Jin-No ◽  
Hiroshi Ikeda ◽  
Nobuyuki Sakai ◽  
Masa-Aki Sotozono ◽  
...  
Keyword(s):  
Sialyl Lewisx ◽  
Hepatocellular Carcinomas

scholarly journals A practical way to synthesize chiral fluoro-containing polyhydro-2H-chromenes from monoterpenoids

2016 ◽  
Vol 12 ◽  
pp. 648-653 ◽  
Author(s):  
Oksana S Mikhalchenko ◽  
Dina V Korchagina ◽  
Konstantin P Volcho ◽  
Nariman F Salakhutdinov
Keyword(s):  
Aromatic Aldehydes ◽  
Single Step ◽  
Preparative Synthesis ◽  
Aliphatic Aldehydes ◽  
First Time

Conditions enabling the single-step preparative synthesis of chiral 4-fluoropolyhydro-2H-chromenes in good yields through a reaction between monoterpenoid alcohols with para-menthane skeleton and aldehydes were developed for the first time. The BF3·Et2O/H2O system is used both as a catalyst and as a fluorine source. The reaction can involve aliphatic aldehydes as well as aromatic aldehydes containing various acceptor and donor substituents. 4-Hydroxyhexahydro-2H-chromenes were demonstrated to be capable of converting to 4-fluorohexahydro-2H-chromenes under the developed conditions, the reaction occurs with inversion of configuration.

scholarly journals Localization of Lewisx, sialyl-Lewisx and  -galactosyl epitopes on glycosphingolipids in lens tissues

Glycobiology ◽  
1998 ◽  
Vol 8 (1) ◽  
pp. 95-105 ◽  
Author(s):  
M. Ogiso ◽  
H. Shogomori ◽  
M. Hoshi
Keyword(s):  
Sialyl Lewisx

ChemInform Abstract: Synthetic Inhibitors of Cell Adhesion: A Glycopeptide from E-Selectin Ligand 1 (ESL-1) with the Arabino Sialyl Lewisx Structure.

ChemInform ◽  
2010 ◽  
Vol 33 (4) ◽  
pp. no-no
Author(s):  
Markus Roesch ◽  
Holger Herzner ◽  
Wolfgang Dippold ◽  
Martin Wild ◽  
Dietmar Vestweber ◽  
...  
Keyword(s):  
Cell Adhesion ◽  
Sialyl Lewisx ◽  
Selectin Ligand
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