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Dearomatization-rearomatization strategy of tyrosine for peptide/protein modification through thiol-addition reactions.
Wang, Pengxin; Cheng, Yulian; Wu, Chunlei; Luo, Ruixiang; Ma, Caibing; Zhou, Yimin; Ma, Zhilong; Wang, Rui; Su, Wu; Fang, Lijing.
Afiliação
  • Wang P; Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Institute of Drug Design & Synthesis, School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, Gansu, China.
  • Cheng Y; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Wu C; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Luo R; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Ma C; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Zhou Y; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Ma Z; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Wang R; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
  • Su W; Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Institute of Drug Design & Synthesis, School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, Gansu, China.
  • Fang L; Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institute of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong 518055, China. lj.fang@siat.ac.cn.
Chem Commun (Camb) ; 57(96): 12968-12971, 2021 Dec 03.
Article em En | MEDLINE | ID: mdl-34792042
ABSTRACT
We have developed a dearomatization-rearomatization strategy for the modification of peptides/proteins through a thiol-Michael addition to the electrophilic cyclohexadienone intermediate that is generated in situ via the oxidation of tyrosine. This strategy enriches the conjugation toolbox and has great potential for applications in medicinal chemistry and chemical biology.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Peptídeos / Compostos de Sulfidrila / Tirosina / Proteínas Idioma: En Ano de publicação: 2021 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Peptídeos / Compostos de Sulfidrila / Tirosina / Proteínas Idioma: En Ano de publicação: 2021 Tipo de documento: Article