Biocatalyzed synthesis of glycostructures with anti-infective activity

P Hoyos, A Perona, T Bavaro, F Berini… - Accounts of Chemical …, 2022 - ACS Publications
Conspectus Molecules containing carbohydrate moieties play essential roles in fighting a
variety of bacterial and viral infections. Consequently, the design of new carbohydrate …

Biocatalytic transformation of nucleoside derivatives

N Li, TJ Smith, MH Zong - Biotechnology advances, 2010 - Elsevier
Nucleoside derivatives are a class of compounds that have attracted intense interest in
biotechnology and medicine. Use of biocatalysts opens exciting opportunities for selective …

Recognition and site‐selective transformation of monosaccharides by using copper (II) catalysis

IH Chen, KGM Kou, DN Le… - … –A European Journal, 2014 - Wiley Online Library
We demonstrate copper (II)‐catalyzed acylation and tosylation of monosaccharides. Various
carbohydrate derivatives, including glucopyranosides and ribofuranosides, are obtained in …

Selectivity switch in the catalytic functionalization of nonprotected carbohydrates: selective synthesis in the presence of anomeric and structurally similar …

W Muramatsu, Y Takemoto - The Journal of Organic Chemistry, 2013 - ACS Publications
A catalytic process for the chemo-and regioselective functionalization of nonprotected
carbohydrates has been developed. This novel process allows selective thiocarbonylation …

An Inverse Substrate Orientation for the Regioselective Acylation of 3′,5′‐Diaminonucleosides Catalyzed by Candida antarctica lipase B?

I Lavandera, S Fernández, J Magdalena… - …, 2005 - Wiley Online Library
Candida antarctica lipase B (CAL‐B) catalyzes the regioselective acylation of natural
thymidine with oxime esters and also the regioselective acylation of an analogue, 3′, 5 …

Kinetic resolution displaying zeroth order dependence on substrate consumption: Copper-catalyzed asymmetric alcoholysis of azlactones

M Tokunaga, J Kiyosu, Y Obora… - Journal of the American …, 2006 - ACS Publications
Kinetic resolution of 4-alkyl-2-aryl-5-oxo-4, 5-dihydrooxazole-4-carboxylic acid esters
(azlactones 1) were achieved by copper-DTBM-SEGPHOS catalyzed alcoholysis reaction …

Remote Interactions Explain the Unusual Regioselectivity of Lipase from Pseudomonas cepacia toward the Secondary Hydroxyl of 2′‐Deoxynucleosides

I Lavandera, S Fernández, J Magdalena… - …, 2006 - Wiley Online Library
Lipase from Pseudomonas cepacia (PCL) surprisingly favors acylation of the secondary
hydroxyl at the 3′‐position over the primary hydroxyl at the 5′‐position in 2 …

New Concept for the Separation of an Anomeric Mixture of α/β-d-Nucleosides through Regioselective Enzymatic Acylation or Hydrolysis Processes

J García, A Díaz-Rodríguez, S Fernández… - The Journal of …, 2006 - ACS Publications
An efficient and high yield protocol for the synthesis and separation of 3 '-and/or 5 '-protected
α-2 '-deoxynucleosides has been developed through regioselective acylation/deacylation …

Novel and efficient regioselective enzymatic approach to 3′-, 5′-and 3′, 5′-di-O-crotonyl 2′-deoxynucleoside derivatives

A Díaz-Rodríguez, S Fernández, I Lavandera… - Tetrahedron letters, 2005 - Elsevier
Regioselective syntheses of several O-crotonyl 2′-deoxynucleoside derivatives have been
efficiently achieved using a biocatalytic methodology. While Candida antarctica lipase B …

Efficient and selective enzymatic acylation reaction: separation of furanosyl and pyranosyl nucleosides

J Maity, G Shakya, SK Singh… - The Journal of …, 2008 - ACS Publications
Candida antarctica lipase-B (CAL-B) immobilized on lewatite selectively acylated the
primary hydroxyl group of the furanosyl nucleoside in a mixture of 1-(α-d-arabinofuranosyl) …