Novel hydroxylamine-containing analogues of 1-guanidino-7-aminoheptane (GC7), an effective inhibitor of deoxyhypusine synthase

被引：0

作者：

Khomutov, M. A. ^{[1
]}

Simonian, A. R. ^{[1
]}

Weisell, J. ^{[2
]}

Vepsalainen, J. ^{[2
]}

Kochetkov, S. N. ^{[1
]}

Khomutov, A. R. ^{[1
]}

机构：

[1] Russian Acad Sci, Engelhardt Inst Mol Biol, Ul Vavilova 32, Moscow 119991, Russia

[2] Univ Eastern Finland, Sch Pharm, Kuopio, Finland

来源：

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2016年 / 42卷 / 04期

关键词：

polyamines; inhibitors; GC7; analogues; O-substituted hydroxylamines; alkoxyguanidines; deoxyhypusine synthase; INITIATION-FACTOR; 5A; AMINO-ACID; SPERMIDINE; HYPUSINE; EXPRESSION; PROTEIN; CLONING; GROWTH; ENZYME; EIF5A;

D O I：

10.1134/S1068162016040099

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：415 / 422

页数：8

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