Issue 10, 2008
From the journal:

Organic & Biomolecular Chemistry

Design and synthesis of biotinylated inositol phosphates relevant to the biotin–avidin techniques†

Kensaku Anraku,a   Teruhiko Inoue,b   Kenji Sugimoto,c   Takashi Morii,c   Yasuo Mori,d   Yoshinari Okamotoe  and  Masami Otsuka*e  

* Corresponding authors

a Institute of Health Sciences, Kumamoto Health Science University, 325 Izumi-machi, Kumamoto 861-5598, Japan

b Graduate School of Pharmaceutical Sciences, Kyoto University, Kyoto 606-8501, Japan

c Institute of Advanced Energy, Kyoto University, Uji, Kyoto 611-0011, Japan

d Laboratory of Molecular Biology, Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan

e Faculty of Medical and Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan
E-mail: motsuka@gpo.Kumamoto-u.ac.jp
Fax: +81-96-371-4620
Tel: +81-96-371-4620

Abstract

Six bifunctional molecules containing biotin and various inositol phosphates were synthesized. These compounds were designed on the basis of X-ray structures of the complexes of D-myo-inositol 1,4,5-triphosphates (IP3) and phospholipase C δ pleckstrin homology domain (PLCδ PH) considering the application to the biotin–avidin techniques. The building blocks of the inositol moiety were synthesized starting with optically resolved myo-inositol derivatives and assembled to the biotin linker through a phosphate linkage.

Graphical abstract: Design and synthesis of biotinylated inositol phosphates relevant to the biotin–avidin techniques

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Article information

DOI
https://doi.org/10.1039/B719938D
Article type
Paper
Submitted
02 Jan 2008
Accepted
07 Mar 2008
First published
01 Apr 2008

Org. Biomol. Chem., 2008,6, 1822-1830

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Design and synthesis of biotinylated inositol phosphates relevant to the biotin–avidin techniques

K. Anraku, T. Inoue, K. Sugimoto, T. Morii, Y. Mori, Y. Okamoto and M. Otsuka, Org. Biomol. Chem., 2008, 6, 1822 DOI: 10.1039/B719938D

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