Site-selective Chemical Modification of Chymotrypsin Using a Peptidyl Diphenyl 1-Amino-2-phenylethylphosphonate Derivative

• Shin Ono

  Graduate School of Science and Engineering, University of Toyama

• Junya Murai

  Graduate School of Science and Engineering, University of Toyama

• Takahiko Nakai

  Graduate School of Science and Engineering, University of Toyama

• Hirofumi Kuroda

  Toyama National College of Technology

• Yoshikazu Horino

  Graduate School of Science and Engineering, University of Toyama

• Toshiaki Yoshimura

  Graduate School of Science and Engineering, University of Toyama

• Hiroshi Oyama

  Faculty of Science and Engineering, Setsunan University

• Masahito Umezaki

  Institute of Natural Medicine, University of Toyama

抄録

For site-selective chemical modification in the vicinity of the active site of chymotrypsin (Csin), a peptide derivative 1 bearing a diphenyl 1-amino-2-phenylethylphosphonate moiety for targeting the active site and an active ester moiety for anchoring to lysine residues was designed and synthesized. Most of Csin was inactivated by 1 for 10 min and then reactivated by incubation with 2-pyridinaldoxime methiodide to give modified Csin. Mass spectrometric analysis of modified Csin showed that 1 was selectively anchored at Lys175.

収録刊行物

• Chemistry Letters

  Chemistry Letters 42 (8), 860-862, 2013-05-29

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360565169058808320
• NII論文ID: 10031189275
• NII書誌ID: AA00603318
• DOI: 10.1246/cl.130244
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/42/8/860/55635682/cl.130244.pdf
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