Literature DB >> 18763766

Artificial enzymes with thiazolium and imidazolium coenzyme mimics.

Huanyu Zhao1, Frank W Foss, Ronald Breslow.   

Abstract

Hydrophobic thiazolium and imidazolium coenzyme mimics in the presence of modified-polyethylenimine enzyme mimics catalyze the benzoin condensation 2300-3300 times faster than the coenzyme mimics alone. Polycationic enzyme mimics provide not only a hydrophobic binding domain for coenzyme and substrate, but also electrostatic stabilization of anionic species that arise along the reaction pathway of the benzoin condensation.

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Year:  2008        PMID: 18763766      PMCID: PMC2668524          DOI: 10.1021/ja804577q

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

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Authors:  R H BAUERLE; M FRUENDLICH; F C STORMER; H E UMBARGER
Journal:  Biochim Biophys Acta       Date:  1964-10-23

Review 2.  Organocatalysis by N-heterocyclic carbenes.

Authors:  Dieter Enders; Oliver Niemeier; Alexander Henseler
Journal:  Chem Rev       Date:  2007-10-23       Impact factor: 60.622

3.  N-heterocyclic carbenes as organocatalysts.

Authors:  Nicolas Marion; Silvia Díez-González; Steven P Nolan
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 4.  Thiamin diphosphate catalysis: enzymic and nonenzymic covalent intermediates.

Authors:  Ronald Kluger; Kai Tittmann
Journal:  Chem Rev       Date:  2008-05-21       Impact factor: 60.622

5.  Protonation of Homoenolate Equivalents Generated by N-Heterocyclic Carbenes.

Authors:  Brooks E Maki; Audrey Chan; Karl A Scheidt
Journal:  Synthesis (Stuttg)       Date:  2008-04       Impact factor: 3.157

6.  Synthetic derivatives of polyethyleneimine with enzyme-like catalytic activity (synzymes).

Authors:  I M Klotz; G P Royer; I S Scarpa
Journal:  Proc Natl Acad Sci U S A       Date:  1971-02       Impact factor: 11.205

7.  N-heterocyclic carbene-catalyzed generation of homoenolates: gamma-butyrolactones by direct annulations of enals and aldehydes.

Authors:  Stephanie S Sohn; Evelyn L Rosen; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2004-11-10       Impact factor: 15.419

8.  Transamination reactions with multiple turnovers catalyzed by hydrophobic pyridoxamine cofactors in the presence of polyethylenimine polymers.

Authors:  Lei Liu; Wenjun Zhou; Jason Chruma; Ronald Breslow
Journal:  J Am Chem Soc       Date:  2004-07-07       Impact factor: 15.419

Review 9.  Properties and functions of the thiamin diphosphate dependent enzyme transketolase.

Authors:  G Schenk; R G Duggleby; P F Nixon
Journal:  Int J Biochem Cell Biol       Date:  1998-12       Impact factor: 5.085

  9 in total
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Journal:  J Am Chem Soc       Date:  2015-06-02       Impact factor: 15.419

2.  A C1-symmetric N-heterocyclic carbene catalysed oxidative spiroannulation of isatin-derived enals: highly enantioselective synthesis of spirooxindole δ-lactones.

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3.  Transketolase reaction under credible prebiotic conditions.

Authors:  Ronald Breslow; Chandrakumar Appayee
Journal:  Proc Natl Acad Sci U S A       Date:  2013-02-25       Impact factor: 11.205

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

Authors:  Rachid Skouta; Sujun Wei; Ronald Breslow
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

5.  Bio-inspired NHC-organocatalyzed Stetter reaction in aqueous conditions.

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Journal:  RSC Adv       Date:  2020-11-09       Impact factor: 4.036

6.  Electron-transfer-initiated benzoin- and Stetter-like reactions in packed-bed reactors for process intensification.

Authors:  Anna Zaghi; Daniele Ragno; Graziano Di Carmine; Carmela De Risi; Olga Bortolini; Pier Paolo Giovannini; Giancarlo Fantin; Alessandro Massi
Journal:  Beilstein J Org Chem       Date:  2016-12-13       Impact factor: 2.883

  6 in total

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