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

文献情報

出版日 2018-05-24

DOI 10.1039/C8OB01055B

インパクトファクター 3.876

著者

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

原文を見る

要旨

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.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 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

文献情報

おすすめジャーナル

関連文献

Graphene oxide: a green oxidant-acid bifunctional carbon material for the synthesis of functionalized isoindolin-1-ones via formal amide insertion and substitution

Iron catalysed selective reduction of esters to alcohols

Direct organocatalytic asymmetric Michael reaction of fluorine hemiaminal-type nucleophile to 4-nitro-5-styrylisoxazoles

Imidazole carbamate probes for affinity guided azide-transfer to metal-binding proteins

Targeted isolation of two disesquiterpenoid macrocephadiolides A and B from Ainsliaea macrocephala using a molecular networking-based dereplication strategy

Iodine-promoted radical alkyl sulfuration of imidazopyridines with dialkyl azo compounds and elemental sulfur

Scalable electrochemical oxidant-and metal-free dehydrogenative coupling of S–H/N–H

Direct synthesis of 2,4,5-trisubstituted imidazoles from primary alcohols by diruthenium(ii) catalysts under aerobic conditions

Posttranscriptional spin labeling of RNA by tetrazine-based cycloaddition

A metal-free aromatic cascade for the synthesis of diverse heterocycles

こちらもおすすめ

環戊烷-1,3-二甲酸甲酯はどのように合成されますか？

4-メトキシ-1,2,3-スチアゼ-3,5-ジオンとは何ですか？

プロスタグランジンA2について「に適用される法規ガイドラインは何ですか？'

4-アミノ-1-ナフタレン sulfonic 酸についての物理化学的性質は何ですか？

N-GlcNAc-生物素を取り扱う際の実験室安全事項は何ですか？

3-アミノメチルフローラノピペリジン-1-カルボニル酸テルブチルエステルとは何ですか？

6-溴-1-甲基-1H-ベンゾ[d][1,2,3]三氮唑はどのように合成されますか？

4-硫代尿苷はどのように合成されますか？

ブレインナトリユリックペプチド32ラットとは何ですか？

1-(3-氮杂啶)-4-羟基哌啶双盐酸盐の物理化学的性質は何ですか？

掲載誌

Organic & Biomolecular Chemistry

おすすめ化合物

4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile

N-Ethyl-N-nitroso-2-propanamine

N,N'-1,2-Ethanediylbis[2-(vinylsulfonyl)acetamide]

2,5-Dichloro-3-methylthiophene

Ethyl 3-amino-3-phenylpropanoate

おすすめサプライヤー