High rates and substrate selectivities in water by polyvinylimidazoles as transaminase enzyme mimics with hydrophobically bound pyridoxamine derivatives as coenzyme mimics.

High rates and substrate selectivities in water by polyvinylimidazoles as transaminase enzyme mimics with hydrophobically bound pyridoxamine derivatives as coenzyme mimics.
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DOI:
10.1021/ja9072589
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发表时间:
2009-11-04
影响因子:
15
通讯作者:
Breslow, Ronald
Breslow, Ronald
中科院分区:
化学1区
文献类型:
--
作者:
Skouta, Rachid;Wei, Sujun;Breslow, Ronald

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Free radical polymers of 4-vinylimidazole and copolymers with 1-dodecyl-4-vinylimidazole were used as enzyme mimics to transaminate pyruvic acid to alanine, phenylpyruvic acid to phenylalanine, and indole-3-pyruvic acid to tryptophan in water at pH 7.5 and 20 °C, using pyridoxamine carrying hydrophobic sidechains as coenzyme mimics. The best enzyme mimic accelerated the transamination of indole-3-pyruvic acid by 4-million fold, relative to the rate without the polymer, a higher rate ratio than we had previously achieved with a polyaziridine-based enzyme mimic. The properties of various polyvinylimidazoles were compared, including those prepared with the RAFT modification of the polymerization process.
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