Dendrimeric pyridoxamine enzyme mimics.
PAMAM dendrimers from generations 1-6 were synthesized with pyridoxamine in their core. They transaminated pyruvic and phenylpyruvic acids in water to alanine and phenylalanine, respectively, with Michaelis-Menten kinetics and high effectiveness compared with simple pyridoxamine. The largest dendrimers-similar in size to some globular proteins-were comparable in effectiveness to a previous polyethylenimine (PEI)-pyridoxamine catalyst, and to a protein-pyridoxamine catalyst, but not as effective as a previous PEI-pyridoxamine carrying lauryl hydrophobic groups. The new catalysts showed both general acid/base catalysis by their amino groups and hydrophobic binding of the phenylpyruvate substrate.
D040761:Biomimetic Materials / Q000737:chemistry* / Q000378:metabolism; D002384:Catalysis; D050091:Dendrimers; D057927:Hydrophobic and Hydrophilic Interactions; D007700:Kinetics; D011073:Polyamines / Q000737:chemistry* / Q000378:metabolism; D011733:Pyridoxamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D000637:Transaminases / Q000737:chemistry* / Q000378:metabolism
D050091:Dendrimers; C104700:PAMAM Starburst; D011073:Polyamines; D011733:Pyridoxamine; D000637:Transaminases