http://www.cnr.it/ontology/cnr/individuo/prodotto/ID17517
Glycosyl azides - An alternative way to disaccharides (Articolo in rivista)
- Type
- Label
- Glycosyl azides - An alternative way to disaccharides (Articolo in rivista) (literal)
- Anno
- 2007-01-01T00:00:00+01:00 (literal)
- Alternative label
Bojarova P., Petraskova L., Ferrandi E.E., Monti D., Pelantova H., Kuzma M., Simerska P., Kren V . (2007)
Glycosyl azides - An alternative way to disaccharides
in Advanced synthesis & catalysis (Print)
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Bojarova P., Petraskova L., Ferrandi E.E., Monti D., Pelantova H., Kuzma M., Simerska P., Kren V . (literal)
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- Rivista
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- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Institute of Microbiology, Academy of Sciences of the Czech Republic, Videnska 1083, 142 20 Praha 4, Czech Republic. Istituto di Chimica del Riconoscimento Molecolare, CNR, Via Mario Bianco 9, 20131 Milano, Italy. Department of Biochemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 12840 Praha 2, Czech Republic (literal)
- Titolo
- Glycosyl azides - An alternative way to disaccharides (literal)
- Abstract
- Glycosyl azides are shown to be efficient donors for b-galactosidases, b-glucosidases and a-mannosidases. Only a-galactosidases do not cleave the respective glycosyl azide 1 and, moreover, they exhibit competitive inhibition (especially a-galactosidase from Talaromyces flavus). High water solubility and ready synthesis of glycosyl azides enable transglycosylation reactions even with difficult acceptors like N-acetyl- d -mannosamine in good yields. The versatility of glycosyl azides was demonstrated in the synthesis of five disaccharides - two of them are de-
scribed for the first time. All the reactions were highly regioselective, yielding beta-(1-6) isomers. Beta-galactosidase from E. coli proved to have the best synthetic capabilities. The present study shows that glycosyl azides are a valuable alternative to common p-nitrophenyl glycoside donors and in many synthetic reactions. (literal)
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- Autore CNR
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