Email this article Convenient syntheses of phosphinic analogues of γ-aminobutyric- and glutamic acids
- Authors: Khomutov M.A.1, Formanovsky A.A.2, Mikhura I.V.2, Vepsalainen J.3, Kochetkov S.N.1, De Biase D.4, Khomutov A.R.1
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Affiliations:
- Engelhardt Institute of Molecular Biology
- Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
- School of Pharmacy
- Istituto Pasteur Italia–Fondazione Cenci Bolognetti, Department of Medico-Surgical Sciences and Biotechnologies
- Issue: Vol 42, No 6 (2016)
- Pages: 672-676
- Section: Article
- URL: https://journals.rcsi.science/1068-1620/article/view/228234
- DOI: https://doi.org/10.1134/S1068162016060042
- ID: 228234
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Abstract
Three-steps, one-pot synthesis of 2-amino-4-(hydroxyphosphinyl)butyric acid from dibutyl ester of vinylphosphinic acid was carried out with an overall yield of 66%. 3-Aminopropylphosphinic acid was prepared from allylamine in three steps with an overall yield of 56%. These improved protocols allowed to obtain these commercially unavailable phosphinic analogues of glutamic acid and GABA for testing on potential molecular targets.
About the authors
M. A. Khomutov
Engelhardt Institute of Molecular Biology
Email: alexkhom@list.ru
Russian Federation, ul. Vavilova 32, Moscow, 119991
A. A. Formanovsky
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
Email: alexkhom@list.ru
Russian Federation, ul. Miklukho-Maklaya 16/10, Moscow, 117997
I. V. Mikhura
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
Email: alexkhom@list.ru
Russian Federation, ul. Miklukho-Maklaya 16/10, Moscow, 117997
J. Vepsalainen
School of Pharmacy
Email: alexkhom@list.ru
Finland, Kuopio, FIN-70211
S. N. Kochetkov
Engelhardt Institute of Molecular Biology
Email: alexkhom@list.ru
Russian Federation, ul. Vavilova 32, Moscow, 119991
D. De Biase
Istituto Pasteur Italia–Fondazione Cenci Bolognetti, Department of Medico-Surgical Sciences and Biotechnologies
Author for correspondence.
Email: daniela.debiase@uniroma1.it
Italy, Corso della Repubblica 79, Latina, 04100
A. R. Khomutov
Engelhardt Institute of Molecular Biology
Author for correspondence.
Email: alexkhom@list.ru
Russian Federation, ul. Vavilova 32, Moscow, 119991
