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- Title
Synthesis of Phosphinic Pseudomethionyl-Glutamyl-Histidine.
- Authors
Dmitriev, M. E.; Shevchenko, K. V.; Shevchenko, V. P.; Nagaev, I. Yu.; Kalashnikova, I. P.; Ragulin, V. V.; Myasoedov, N. F.
- Abstract
The amidoalkylation of a phosphonous acid containing a structural isostere of diethyl glutamiate, using ethyl carbamate and 3-(methylthio)propionaldehyde, was proposed for the synthesis of NC(O)OEt-protected phosphinic pseudo-Met-Glu-peptide. Subsequent adamantyl protection of the phosphorylic function and hydrolysis of carboxylic groups made it possible to obtain phosphinic Met-[P]-Glu peptide in the form of cyclic glutamate anhydride. It was found that the latter reacts with the third amino acid component histidine to form the phosphinic Met-[P]-Glu-γ-His tripeptide.
- Subjects
URETHANE; PEPTIDES; GLUTAMIC acid; PROPIONALDEHYDE; HYDROLYSIS
- Publication
Russian Journal of General Chemistry, 2023, Vol 93, Issue 8, p2022
- ISSN
1070-3632
- Publication type
Article
- DOI
10.1134/S1070363223080108