Literature DB >> 17375955

Syntheses of hemoprotein models that can be covalently attached onto electrode surfaces by click chemistry.

Richard A Decréau1, James P Collman, Ying Yang, Yilong Yan, Neal K Devaraj.   

Abstract

Five alkyne-containing hemoprotein models have been synthesized in a convergent manner. Sonogashira coupling was used to introduce the alkyne functional group on the proximal imidazole before or after being attached on the porphyrin. One model was immobilized onto a gold electrode surface via copper(I)-catalyzed azide-alkyne cycloaddition (Sharpless click chemistry).

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Year:  2007        PMID： 17375955      PMCID： PMC2532528          DOI： 10.1021/jo062349w

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  18 in total

1.  Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

Authors:  Hartmuth C. Kolb; M. G. Finn; K. Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2001-06-01       Impact factor: 15.336

Review 2.  Functional analogues of cytochrome c oxidase, myoglobin, and hemoglobin.

Authors:  James P Collman; Roman Boulatov; Christopher J Sunderland; Lei Fu
Journal:  Chem Rev       Date:  2004-02       Impact factor: 60.622

3.  Reactivity of acetylenyl-terminated self-assembled monolayers on gold: triazole formation.

Authors:  Jungkyu K Lee; Young Shik Chi; Insung S Choi
Journal:  Langmuir       Date:  2004-05-11       Impact factor: 3.882

4.  Intramolecular single-turnover reaction in a cytochrome C oxidase model bearing a Tyr244 mimic.

Authors:  James P Collman; Richard A Decréau; Yilong Yan; Jungjoo Yoon; Edward I Solomon
Journal:  J Am Chem Soc       Date:  2007-04-13       Impact factor: 15.419

5.  Redox-coupled crystal structural changes in bovine heart cytochrome c oxidase.

Authors:  S Yoshikawa; K Shinzawa-Itoh; R Nakashima; R Yaono; E Yamashita; N Inoue; M Yao; M J Fei; C P Libeu; T Mizushima; H Yamaguchi; T Tomizaki; T Tsukihara
Journal:  Science       Date:  1998-06-12       Impact factor: 47.728

6.  Structure at 2.8 A resolution of cytochrome c oxidase from Paracoccus denitrificans.

Authors:  S Iwata; C Ostermeier; B Ludwig; H Michel
Journal:  Nature       Date:  1995-08-24       Impact factor: 49.962

7.  5,10,15-tris(o-aminophenyl) corrole (TAPC) as a versatile synthon for the preparation of corrole-based hemoprotein analogs.

Authors:  James P Collman; Richard A Decréau
Journal:  Org Lett       Date:  2005-03-17       Impact factor: 6.005

8.  Biomimetic studies of terminal oxidases: trisimidazole picket metalloporphyrins.

Authors:  James P Collman; Christopher J Sunderland; Roman Boulatov
Journal:  Inorg Chem       Date:  2002-04-22       Impact factor: 5.165

9.  Structural and electron-transfer characteristics of O-, S-, and Se-tethered porphyrin monolayers on Si(100).

Authors:  Amir A Yasseri; Dennis Syomin; Robert S Loewe; Joydev K Laha; Jonathan S Lindsey; Francisco Zaera; David F Bocian
Journal:  J Am Chem Soc       Date:  2004-12-01       Impact factor: 15.419

10.  A cytochrome C oxidase model catalyzes oxygen to water reduction under rate-limiting electron flux.

Authors:  James P Collman; Neal K Devaraj; Richard A Decréau; Ying Yang; Yi-Long Yan; Wataru Ebina; Todd A Eberspacher; Christopher E D Chidsey
Journal:  Science       Date:  2007-03-16       Impact factor: 47.728
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  7 in total

1.  Inhibiting platelet-stimulated blood coagulation by inhibition of mitochondrial respiration.

Authors:  Christopher J Barile; Paul C Herrmann; David A Tyvoll; James P Collman; Richard A Decreau; Brian S Bull
Journal:  Proc Natl Acad Sci U S A       Date:  2012-01-30       Impact factor: 11.205

2.  Role of a distal pocket in the catalytic O2 reduction by cytochrome c oxidase models immobilized on interdigitated array electrodes.

Authors:  James P Collman; Richard A Decréau; Hengwei Lin; Ali Hosseini; Ying Yang; Abhishek Dey; Todd A Eberspacher
Journal:  Proc Natl Acad Sci U S A       Date:  2009-04-20       Impact factor: 11.205

3.  A functional nitric oxide reductase model.

Authors:  James P Collman; Ying Yang; Abhishek Dey; Richard A Decréau; Somdatta Ghosh; Takehiro Ohta; Edward I Solomon
Journal:  Proc Natl Acad Sci U S A       Date:  2008-10-06       Impact factor: 11.205

4.  Synthesis of nitric oxide reductase active site models bearing key components at both distal and proximal sites.

Authors:  James P Collman; Ying Yang; Richard A Decréau
Journal:  Org Lett       Date:  2007-06-20       Impact factor: 6.005

5.  Water may inhibit oxygen binding in hemoprotein models.

Authors:  James P Collman; Richard A Decréau; Abhishek Dey; Ying Yang
Journal:  Proc Natl Acad Sci U S A       Date:  2009-02-25       Impact factor: 11.205

6.  Covalent attachment of proteins to solid supports and surfaces via Sortase-mediated ligation.

Authors:  Lilyan Chan; Hannah F Cross; Joseph K She; Gabriel Cavalli; Hugo F P Martins; Cameron Neylon
Journal:  PLoS One       Date:  2007-11-14       Impact factor: 3.240

Review 7.  Three toxic gases meet in the mitochondria.

Authors:  Richard A Decréau; James P Collman
Journal:  Front Physiol       Date:  2015-08-20       Impact factor: 4.566
  7 in total

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