Activation of disulfide bond cleavage triggered by hydrophobization and lipophilization of functionalized dihydroasparagusic acid

文献信息

发布日期 2018-05-24

DOI 10.1039/C8OB01055B

影响因子 3.876

作者

Fuyuhiko Inagaki, Miyuki Momose, Naoya Maruyama, Kenkyo Matsuura, Tsukasa Matsunaga, Chisato Mukai

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摘要

Concisely synthesized and functionalized dihydroasparagusic acid (DHAA) derivatives were used to show that the introduction of a hydrophobic functional group dramatically reduced air oxidation activity at the dithiol moieties and dominantly activated the cleavage of S–S bonds in proteins, presumably due to the hydrophobization and lipophilization. Notably, the reaction sites of water-reactive dithiol moieties behaved similarly to hydrophobic and lipophilic functional groups, which suggests impersonation of the reaction site.

期刊推荐

Critical Reviews in Solid State and Materials Sciences

Colloid Journal

Journal of Asian Natural Products Research

Topics in Catalysis

Polycyclic Aromatic Compounds

Herald of the Russian Academy of Sciences

Chinese Journal of Chemistry

NDT & E International

Biocatalysis and Biotransformation

Acta Metallurgica Sinica-English Letters

来源期刊

Organic & Biomolecular Chemistry

CiteScore: 3.4

自引率: 10.3%

年发文量: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Activation of disulfide bond cleavage triggered by hydrophobization and lipophilization of functionalized dihydroasparagusic acid

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来源期刊

Organic & Biomolecular Chemistry

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