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Scientific article
English

Rigid-Rod ß-Barrels with Internal ""Cascade Blue"" Cofactors - Catalysis of Amide, Carbonate and Ester Hydrolysis

Published inEuropean journal of organic chemistry, vol. 2002, no. 22, p. 3874-3883
Publication date2002
Abstract

The pyrene-1,3,6-trisulfonate scaffold is introduced as an internal cofactor for histidine-rich p-octiphenyl ß-barrels with catalytic and ion channel activity to mediate binding and conversion of otherwise inaccessible benzaldehyde substrates. Up to 170,000-fold accelerations of amide, ester, and carbonate hydrolysis, high substrate diversity, high chemoselectivity, and absence of enantioselectivity are reported.

Keywords
  • Bioorganic chemistry
  • Catalysis
  • Ion channels
  • Molecular recognition
  • Supramolecular chemistry
Citation (ISO format)
SOM, Abhigyan, MATILE, Stefan. Rigid-Rod ß-Barrels with Internal ’‘Cascade Blue’″ Cofactors - Catalysis of Amide, Carbonate and Ester Hydrolysis. In: European journal of organic chemistry, 2002, vol. 2002, n° 22, p. 3874–3883. doi: 10.1002/1099-0690(200211)2002:22<3874::AID-EJOC3874>3.0.CO;2-6
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