Soluble-support-assisted Electrochemical Reactions: Application to Anodic Disulfide Bond Formation

A soluble-support-assisted technique was successfully applied to electrochemical reactions, leading to anodic disulfide bond formation. The support-bound peptide was soluble in electrolyte solution, allowing electron transfer at the surface of the electrodes. After completion of the reaction, the su...

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Bibliographic Details
Published inOrganic letters Vol. 14; no. 23; pp. 5960 - 5963
Main Authors Kitada, Shingo, Takahashi, Masahito, Yamaguchi, Yusuke, Okada, Yohei, Chiba, Kazuhiro
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.12.2012
Amer Chemical Soc
Subjects
Amino Acids - chemistry
Chemistry
Chemistry, Organic
Disulfides - chemical synthesis
Disulfides - chemistry
Electrochemistry - methods
Electrodes
Molecular Structure
Peptides - chemical synthesis
Peptides - chemistry
Physical Sciences
Science & Technology
ORGANIC-SYNTHESIS
PHASE OLIGOSACCHARIDE SYNTHESIS
ELECTROREDUCTIVE CYCLIZATION
LIQUID
PURIFICATION
SOLID-PHASE
FLUORINATION
PEPTIDE-SYNTHESIS
POLYMER SUPPORTS
CATALYSTS
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Summary:A soluble-support-assisted technique was successfully applied to electrochemical reactions, leading to anodic disulfide bond formation. The support-bound peptide was soluble in electrolyte solution, allowing electron transfer at the surface of the electrodes. After completion of the reaction, the support-bound product was recovered as a precipitate by simple dilution of the reaction mixture with poor solvent.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol302863r