論文

査読有り 責任著者 本文へのリンクあり
2020年5月4日

Triazolecarbaldehyde Reagents for One-Step N-Terminal Protein Modification

ChemBioChem
  • Akira Onoda
  • ,
  • Nozomu Inoue
  • ,
  • Eigo Sumiyoshi
  • ,
  • Takashi Hayashi

21
9
開始ページ
1274
終了ページ
1278
記述言語
掲載種別
研究論文(学術雑誌)
DOI
10.1002/cbic.201900692

Site-specific modification of peptides and proteins is a key aspect of protein engineering. We developed a method for modification of the N terminus of proteins using 1H-1,2,3-triazole-4-carbaldehyde (TA4C) derivatives, which can be prepared in one step. The N-terminal specific labeling of bioactive peptides and proteins with the TA4C derivatives proceeds under mild reaction conditions in excellent conversion (angiotensin I: 92 %, ribonuclease A: 90 %). This method enables site-specific conjugation of various functional molecules such as fluorophores, biotin, and polyethylene glycol attached to the triazole ring to the N terminus. Furthermore, a functional molecule modified with a primary amine moiety can be directly converted into a TA4C derivative through a Dimroth rearrangement reaction with 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carbaldehyde. This method can be used to obtain N-terminal-modified proteins via only two steps: 1) convenient preparation of a TA4C derivative with a functional group and 2) modification of the N terminus of the protein with the TA4C derivative.

リンク情報
DOI
https://doi.org/10.1002/cbic.201900692
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/31794069
Scopus
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85078058113&origin=inward 本文へのリンクあり
Scopus Citedby
https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=85078058113&origin=inward
ID情報
  • DOI : 10.1002/cbic.201900692
  • ISSN : 1439-4227
  • eISSN : 1439-7633
  • PubMed ID : 31794069
  • SCOPUS ID : 85078058113

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