Dendrimers in solution can have their remote catalytic groups folded back into the core: enantioselective transaminations by dendritic enzyme mimics-II.
PAMAM dendrimers with double thioether arms have been synthesized with a pyridoxamine core and terminal chiral amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.
Wei
Sujun
S
Columbia University, Department of Chemistry, 3000 Broadway, New York, NY 10027, USA.
Wang
Jianing
J
Venhuizen
Scott
S
Skouta
Rachid
R
Breslow
Ronald
R
D000586:Amination; D002384:Catalysis; D050091:Dendrimers; D004798:Enzymes / Q000737:chemistry / Q000378:metabolism; D008968:Molecular Conformation; D011073:Polyamines / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D011733:Pyridoxamine / Q000737:chemistry; D013237:Stereoisomerism
D050091:Dendrimers; D004798:Enzymes; C104700:PAMAM Starburst; D011073:Polyamines; D011733:Pyridoxamine