Literature DB >> 23682198

Synthesis, Redox Properties, and Conformational Analysis of Vicinal Disulfide Ring Mimics.

Erik L Ruggles1, P Bruce Deker, Robert J Hondal.   

Abstract

A vicinal disulfide ring (VDR) results from n class="Chemical">disulfide bond formation between two adjacent cysteine residues. This 8-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials.

Entities:  

Keywords:  cyclocystine; dithiazacanones; dithiocine; eight-membered ring; thiol disulfide redox; vicinal cysteines

Year:  2009        PMID: 23682198      PMCID: PMC3653589          DOI: 10.1016/j.tet.2008.11.085

Source DB:  PubMed          Journal:  Tetrahedron        ISSN: 0040-4020            Impact factor:   2.457


  26 in total

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4.  Disulfide-strapped porphyrins for monolayer formation on gold

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Journal:  Org Lett       Date:  2000-12-28       Impact factor: 6.005

5.  Conformational analysis of the eight-membered ring of the oxidized cysteinyl-cysteine unit implicated in nicotinic acetylcholine receptor ligand recognition.

Authors:  C J Creighton; C H Reynolds; D H Lee; G C Leo; A B Reitz
Journal:  J Am Chem Soc       Date:  2001-12-19       Impact factor: 15.419

6.  Impact of cis-proline analogs on peptide conformation.

Authors:  Ye Che; Garland R Marshall
Journal:  Biopolymers       Date:  2006-04-05       Impact factor: 2.505

7.  Synthesis and Properties of Disulfide-Bond Containing Eight-Membered Rings.

Authors:  Erik L Ruggles; Robert J Hondal
Journal:  Tetrahedron Lett       Date:  2006-06-19       Impact factor: 2.415

8.  A viable synthesis of N-methyl cysteine.

Authors:  Erik L Ruggles; Stevenson Flemer; Robert J Hondal
Journal:  Biopolymers       Date:  2008       Impact factor: 2.505

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Authors:  Stevenson Flemer; Brian M Lacey; Robert J Hondal
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10.  Sulfur bridging interactions of cis-planar NiII-S2N2 coordination units with nickel(II), copper(I,II), zinc(II), and mercury(II): a library of bridging modes, including NiII(micro2-SR)2MI,II rhombs.

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Journal:  Inorg Chem       Date:  2004-09-20       Impact factor: 5.165

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  9 in total

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Journal:  Proc Natl Acad Sci U S A       Date:  2009-05-21       Impact factor: 11.205

5.  Conformational analysis of oxidized peptide fragments of the C-terminal redox center in thioredoxin reductases by NMR spectroscopy.

Authors:  Erik L Ruggles; P Bruce Deker; Robert J Hondal
Journal:  J Pept Sci       Date:  2014-03-06       Impact factor: 1.905

6.  Tolloid cleavage activates latent GDF8 by priming the pro-complex for dissociation.

Authors:  Viet Q Le; Roxana E Iacob; Yuan Tian; William McConaughy; Justin Jackson; Yang Su; Bo Zhao; John R Engen; Michelle Pirruccello-Straub; Timothy A Springer
Journal:  EMBO J       Date:  2018-01-17       Impact factor: 11.598

7.  Sulfur-Switch Ugi Reaction for Macrocyclic Disulfide-Bridged Peptidomimetics.

Authors:  Thimmalapura M Vishwanatha; Enrico Bergamaschi; Alexander Dömling
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8.  Dithiol Based on l-Cysteine and Cysteamine as a Disulfide-Reducing Agent.

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9.  Davis-Beirut reaction: route to thiazolo-, thiazino-, and thiazepino-2H-indazoles.

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  9 in total

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