Transglucosylation of tertiary alcohols using cassava beta-glucosidase.
We have compared the ability of beta-glucosidases from cassava, Thai rosewood, and almond to synthesize alkyl glucosides by transglucosylating alkyl alcohols of chain length C(1)-C(8). Cassava linamarase shows greater ability to transfer glucose from p-nitrophenyl-beta-glucoside to secondary alcohol acceptors than other beta-glucosidases, and is unique in being able to synthesize C(4), C(5), and C(6) tertiary alkyl beta-glucosides with high yields of 94%, 82%, and 56%, respectively. Yields of alkyl glucosides could be optimized by selecting appropriate enzyme concentrations and incubation times. Cassava linamarase required pNP-glycosides as donors and could not use mono- or di-saccharides as sugar donors in alkyl glucoside synthesis.
Svasti
Jisnuson
J
Center for Excellence in Protein Structure and Function, Department of Biochemistry, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand. scjsv@mahidol.ac.th
Phongsak
Thanawat
T
Sarnthima
Rakrudee
R
D000438:Alcohols / Q000737:chemistry / Q000378:metabolism*; D035782:Dalbergia / Q000201:enzymology; D005947:Glucose / Q000378:metabolism; D005960:Glucosides / Q000378:metabolism; D007700:Kinetics; D002365:Manihot / Q000201:enzymology*; D027861:Prunus / Q000201:enzymology; D001617:beta-Glucosidase / Q000378:metabolism*
D000438:Alcohols; D005960:Glucosides; D001617:beta-Glucosidase; D005947:Glucose