Lipase‐Catalyzed Regioselective One‐Step Synthesis of Penta‐ O ‐acetyl‐3‐hydroxylactal | Zendy

Filice Marco | Zendy; Vanna Renzo | Zendy; Terreni Marco | Zendy; Guisan Jose M. | Zendy; Palomo Jose M. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Lipase‐Catalyzed Regioselective One‐Step Synthesis of Penta‐ O ‐acetyl‐3‐hydroxylactal

Author(s) -

Filice Marco,

Vanna Renzo,

Terreni Marco,

Guisan Jose M.,

Palomo Jose M.

Publication year - 2009

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200900357

Subject(s) - chemistry , rhizomucor miehei , regioselectivity , lipase , yield (engineering) , catalysis , hydrolysis , glycoconjugate , organic chemistry , acetylation , enzyme , triacylglycerol lipase , stereochemistry , combinatorial chemistry , biochemistry , materials science , metallurgy , gene

A highly efficient regioselective enzymatic preparation ofpenta‐ O ‐acetyl‐1,5‐anhydro‐2‐deoxy‐3‐hydroxy‐4‐ O ‐β‐galactopyranosyl‐ D ‐arabinohex‐1‐enitol has been successfully performed for the first time. This product was obtained in >99 % conversion (>95 % overall yield) by hydrolysis of per‐ O ‐acetylated lactal catalyzed by the lipase from Rhizomucor miehei immobilized on octylagarose. This molecule could be a potential building block for efficient synthesis of oligosaccharides or glycoconjugates.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research