Synthesis of phosphinic structural analogue of Met-Glu-His-Phe

The synthesis of a phosphinic structural analogue of the tetrapeptide Met-Glu-γ-His-Phe by adding the dipeptide component His-Phe to the adamantyl ester of the phosphinic pseudo-Met-[P]-Glu-peptide in the form of cyclic glutamate anhydride is proposed. The conditions for the interaction of phosphinic pseudo-Met-[P]-Glu-anhydride with His-Phe in free form to form phosphinic Met-[P]-Glu-γ-His-Phe tetrapeptide have been found. A chromatographic mass-spectrometry study, including MS2, and NMR of the phosphinic tetrapeptide on 1H, 13C, 31P nuclei was carried out using the methods of two-dimensional 1H–1H COSY, 1H–13C HSQC and 1H–13C HMBC NMR spectroscopy.

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Journal
Журнал Общей Химии
Published
2024-10-14
DOI
https://doi.org/10.31857/s0044460x24050087
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

Synthesis of phosphinic structural analogue of Met-Glu-His-Phe

И. П. Калашникова, A. Ivanov, Alexey V. Borodachev, К. В. Шевченко et al.
Журнал Общей Химии
Organophosphorus compounds synthesis
article

Synthesis of phosphinic structural analogue of Met-Glu-His-Phe

И. П. Калашникова, A. Ivanov, Alexey V. Borodachev, К. В. Шевченко, N. F. Myasoedov, I. Yu. Nagaev, М. E. Dmitriev, В. В. Рагулин, В. П. Шевченко
article en

Abstract

The synthesis of a phosphinic structural analogue of the tetrapeptide Met-Glu-γ-His-Phe by adding the dipeptide component His-Phe to the adamantyl ester of the phosphinic pseudo-Met-[P]-Glu-peptide in the form of cyclic glutamate anhydride is proposed. The conditions for the interaction of phosphinic pseudo-Met-[P]-Glu-anhydride with His-Phe in free form to form phosphinic Met-[P]-Glu-γ-His-Phe tetrapeptide have been found. A chromatographic mass-spectrometry study, including MS2, and NMR of the phosphinic tetrapeptide on 1H, 13C, 31P nuclei was carried out using the methods of two-dimensional 1H–1H COSY, 1H–13C HSQC and 1H–13C HMBC NMR spectroscopy.

Журнал Общей ХимииVol. 94(5)
Kurchatov Institute (RU), Moscow University «Synergy» (RU), Institute of Problems of Chemical Physics (RU)
Clean water and sanitation
Openalex Percentile: Top 85%
Organophosphorus compounds synthesis
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Synthesis of phosphinic structural analogue of Met-Glu-His-Phe — И. П. Калашникова, A. Ivanov, et al. · Журнал Общей Химии (2024) | TGRS Research Map | TGRS