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Literature DB >> 19099057

Reversible proton coupled electron transfer in a peptide-incorporated naphthoquinone amino acid.

Bruce R Lichtenstein¹, José F Cerda, Ronald L Koder, P Leslie Dutton.

Abstract

The synthesis of a naphthoquinone amino acid and its electrochemical characterization in a peptide is presented.

Entities: Chemical Gene

Mesh：

Substances：

Year: 2008 PMID： 19099057 PMCID： PMC2828809 DOI： 10.1039/b815915g

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

16 in total

Review 1. Mechanisms of biosynthesis of protein-derived redox cofactors.

Authors: B Schwartz; J P Klinman
Journal: Vitam Horm Date: 2001 Impact factor: 3.421

2. A fluoro analogue of the menadione derivative 6-[2'-(3'-methyl)-1',4'-naphthoquinolyl]hexanoic acid is a suicide substrate of glutathione reductase. Crystal structure of the alkylated human enzyme.

Authors: Holger Bauer; Karin Fritz-Wolf; Andreas Winzer; Sebastian Kühner; Susan Little; Vanessa Yardley; Hervé Vezin; Bruce Palfey; R Heiner Schirmer; Elisabeth Davioud-Charvet
Journal: J Am Chem Soc Date: 2006-08-23 Impact factor: 15.419

Review 3. Structure and mechanism of tryptophylquinone enzymes.

Authors: Victor L Davidson
Journal: Bioorg Chem Date: 2004-11-11 Impact factor: 5.275

4. Catalytic enantioselective synthesis of glutamic acid derivatives via tandem conjugate addition-elimination of activated allylic acetates under chiral PTC conditions.

Authors: P Veeraraghavan Ramachandran; Sateesh Madhi; Layla Bland-Berry; M Venkat Ram Reddy; Martin J O'Donnell
Journal: J Am Chem Soc Date: 2005-10-05 Impact factor: 15.419

5. Redox characteristics of a de novo quinone protein.

Authors: Sam Hay; Kristina Westerlund; Cecilia Tommos
Journal: J Phys Chem B Date: 2007-03-10 Impact factor: 2.991

6. Protein engineering of cytochrome b562 for quinone binding and light-induced electron transfer.

Authors: Sam Hay; Brett B Wallace; Trevor A Smith; Kenneth P Ghiggino; Tom Wydrzynski
Journal: Proc Natl Acad Sci U S A Date: 2004-12-07 Impact factor: 11.205

7. Site-specific binding of quinones to proteins through thiol addition and addition-elimination reactions.

Authors: Wen-Wu Li; Jürgen Heinze; Wolfgang Haehnel
Journal: J Am Chem Soc Date: 2005-05-04 Impact factor: 15.419

8. Energetics of quinone-dependent electron and proton transfers in Rhodobacter sphaeroides photosynthetic reaction centers.

Authors: Zhenyu Zhu; M R Gunner
Journal: Biochemistry Date: 2005-01-11 Impact factor: 3.162

9. Site-specific replacement of Y356 with 3,4-dihydroxyphenylalanine in the beta2 subunit of E. coli ribonucleotide reductase.

Authors: Mohammad R Seyedsayamdost; Joanne Stubbe
Journal: J Am Chem Soc Date: 2006-03-01 Impact factor: 15.419

10. Catalysis by the isolated tryptophan tryptophylquinone-containing subunit of aromatic amine dehydrogenase is distinct from native enzyme and synthetic model compounds and allows further probing of TTQ mechanism.

Authors: Parvinder Hothi; Michael Lee; Paul M Cullis; David Leys; Nigel S Scrutton
Journal: Biochemistry Date: 2007-12-05 Impact factor: 3.162

7 in total

Review 1. Proton-coupled electron transfer.

Authors: My Hang V Huynh; Thomas J Meyer
Journal: Chem Rev Date: 2007-11 Impact factor: 60.622

Reversible proton coupled electron transfer in a peptide-incorporated naphthoquinone amino acid.

Review 1. Mechanisms of biosynthesis of protein-derived redox cofactors.

2. A fluoro analogue of the menadione derivative 6-[2'-(3'-methyl)-1',4'-naphthoquinolyl]hexanoic acid is a suicide substrate of glutathione reductase. Crystal structure of the alkylated human enzyme.

Review 3. Structure and mechanism of tryptophylquinone enzymes.

4. Catalytic enantioselective synthesis of glutamic acid derivatives via tandem conjugate addition-elimination of activated allylic acetates under chiral PTC conditions.

5. Redox characteristics of a de novo quinone protein.

6. Protein engineering of cytochrome b562 for quinone binding and light-induced electron transfer.

7. Site-specific binding of quinones to proteins through thiol addition and addition-elimination reactions.

8. Energetics of quinone-dependent electron and proton transfers in Rhodobacter sphaeroides photosynthetic reaction centers.

9. Site-specific replacement of Y356 with 3,4-dihydroxyphenylalanine in the beta2 subunit of E. coli ribonucleotide reductase.

10. Catalysis by the isolated tryptophan tryptophylquinone-containing subunit of aromatic amine dehydrogenase is distinct from native enzyme and synthetic model compounds and allows further probing of TTQ mechanism.

Review 1. Proton-coupled electron transfer.

Review 2. Biochemistry and theory of proton-coupled electron transfer.

3. Electrochemical and structural coupling of the naphthoquinone amino acid.

4. A three-dimensional printed cell for rapid, low-volume spectroelectrochemistry.

5. Manipulating Reduction Potentials in an Artificial Safranin Cofactor.

6. Synthetic beta-solenoid proteins with the fragment-free computational design of a beta-hairpin extension.

7. Designing Light-Activated Charge-Separating Proteins with a Naphthoquinone Amino Acid.