Isotactic polyethylenimines induce formation of L-amino acids in transamination.
Isotactic polyethylenimines with (S)-benzyl side chains were synthesized from 4-(S)-4-benzyl-2-oxazolines. When alpha-keto acids were subjected to transamination in the presence of this polymer, and a pyridoxamine coenzyme modified with hydrophobic chains, enantioselectivity toward the natural isomer (l > d) was observed, followed by racemization of the amino acid products. However, the racemization did not occur when the coenzyme was covalently attached to the polymer. [reaction: see text]
Bandyopadhyay
Subhajit
S
Department of Chemistry, Columbia University, 3000 Broadway, New York, NY 10027, USA.
Zhou
Wenjun
W
Breslow
Ronald
R
D000588:Amines / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis*; D057927:Hydrophobic and Hydrophilic Interactions; D007536:Isomerism; D008956:Models, Chemical; D010080:Oxazoles / Q000737:chemistry; D011094:Polyethyleneimine / Q000737:chemistry*
D000588:Amines; D000596:Amino Acids; D010080:Oxazoles; D011094:Polyethyleneimine