Novel hydroxylamine-containing analogues of 1-guanidino-7-aminoheptane (GC7), an effective inhibitor of deoxyhypusine synthase
- Autores: Khomutov M.1, Simonian A.1, Weisell J.2, Vepsalainen J.2, Kochetkov S.1, Khomutov A.1
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Afiliações:
- Engelhardt Institute of Molecular Biology
- School of Pharmacy
- Edição: Volume 42, Nº 4 (2016)
- Páginas: 415-422
- Seção: Article
- URL: https://journals.rcsi.science/1068-1620/article/view/228027
- DOI: https://doi.org/10.1134/S1068162016040099
- ID: 228027
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Resumo
Earlier unknown hydroxylamine-containing analogues of 1-guanidino-7-aminohepane (GC7) containing the free aminooxy group (1-aminooxy-6-guanidinohexane), bis-guanyl derivatives of 1-aminooxy-6-aminohexane, and 1-aminooxy-5-aminopentane, and mono-guanidinooxy analogue (1-guanidinooxy-6-aminohexane) were synthesized in high overall yields from commercially available 5-(Boc-amino)1-pentanol and 6-(Boc-amino)-1-hexanol. It was demonstrated that 1,3-di-Boc-2-(trifluoromethylsulfonyl)guanidine is able to specifically amidinate the amino group in the presence of the free aminooxy group. The application of newly synthesized GC7 analogues for the investigation of the peculiarities of their interaction with the active site of deoxyhypusine synthase was discussed.
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Sobre autores
M. Khomutov
Engelhardt Institute of Molecular Biology
Email: alexkhom@list.ru
Rússia, ul. Vavilova 32, Moscow, 119991
A. Simonian
Engelhardt Institute of Molecular Biology
Email: alexkhom@list.ru
Rússia, ul. Vavilova 32, Moscow, 119991
J. Weisell
School of Pharmacy
Email: alexkhom@list.ru
Finlândia, Kuopio
J. Vepsalainen
School of Pharmacy
Email: alexkhom@list.ru
Finlândia, Kuopio
S. Kochetkov
Engelhardt Institute of Molecular Biology
Email: alexkhom@list.ru
Rússia, ul. Vavilova 32, Moscow, 119991
A. Khomutov
Engelhardt Institute of Molecular Biology
Autor responsável pela correspondência
Email: alexkhom@list.ru
Rússia, ul. Vavilova 32, Moscow, 119991