Lipase catalyzed synthesis of L-alanyl, L-leucyl and L-phenylalanyl esters of D-glucose using unprotected amino acids.
Enzymatic synthesis of l-alanyl, l-leucyl and l-phenylalanyl esters of D-glucose was carried out in a non-polar solvent using lipases from Rhizomucor miehei and porcine pancreas. The unprotected amino acids at millimolar concentrations were used in presence of 10 to 50% (w/w) glucose of the lipases to give ester yields up to >99%. The reaction mixture on analysis by 2-D NMR showed that the product is a mixture of 6-O-, 3-O- and 2-O-monoesters and 2,6-di-O- and 3,6- di-O-esters.
Vijayakumar
Giriyapura R
GR
Department of Fermentation Technology and Bioengineering, Central Food Technological Research Institute, Mysore-570020, India.
Lohith
Kenchaiah
K
Somashekar
Bhandya R
BR
Divakar
Soundar
S
D000596:Amino Acids / Q000737:chemistry*; D000818:Animals; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D005947:Glucose / Q000031:analogs & derivatives / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry*; D010179:Pancreas / Q000201:enzymology; D020103:Rhizomucor / Q000201:enzymology; D013552:Swine
D000596:Amino Acids; D004952:Esters; D008049:Lipase; D005947:Glucose