TY - JOUR
T1 - Rhodium-catalyzed oxidation of unprotected peptide thiols to disulfides with oxygen in water
AU - Arisawa, Mieko
AU - Fukumoto, Kohei
AU - Yamaguchi, Masahiko
N1 - Funding Information:
This research was supported by the Japan Agency for Medical Research and Development (AMED), Platform Project for Supporting Drug Discovery and Life Science Research (Grant No. JP19am0101100), Nagase Science and Technology Foundation, and Kobayashi Foundation.
Publisher Copyright:
© 2020 American Chemical Society
PY - 2020/12/18
Y1 - 2020/12/18
N2 - Unprotected peptide thiols are efficiently oxidized to peptide disulfides in homogeneous water. The oxidation reaction proceeds under ambient pressure of oxygen (1 atm), using a readily available RhCl3 catalyst. The reaction can also tolerate amino acid residues Gly, Ala, Val, Len, Ile, Phe, Ser, Tyr, Lys, Asp, Gln, His, Trp, and Met. The mechanism involving the formation of unstable sulfenic acid is provided.
AB - Unprotected peptide thiols are efficiently oxidized to peptide disulfides in homogeneous water. The oxidation reaction proceeds under ambient pressure of oxygen (1 atm), using a readily available RhCl3 catalyst. The reaction can also tolerate amino acid residues Gly, Ala, Val, Len, Ile, Phe, Ser, Tyr, Lys, Asp, Gln, His, Trp, and Met. The mechanism involving the formation of unstable sulfenic acid is provided.
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U2 - 10.1021/acscatal.0c04799
DO - 10.1021/acscatal.0c04799
M3 - Article
AN - SCOPUS:85097787379
SN - 2155-5435
VL - 10
SP - 15060
EP - 15064
JO - ACS Catalysis
JF - ACS Catalysis
IS - 24
ER -