Document Detail

Structure-activity relationships in the conversion of vitamin K analogues into menaquinone-4. Substrates essential to the synthesis of menaquinone-4 in cultured human cell lines.
MedLine Citation:
PMID:  20378364     Owner:  NLM     Status:  MEDLINE    
To reveal an essential biological role of menaquinone-4, we have clarified that dietary PK was converted to menaquinone-4 (MK-4) in animal tissues using deuterated vitamin K analogues. However, the kinds of analogue converted into MK-4 have not been elucidated. In this study, we examined structure-activity relationships in the conversion of several vitamin K analogues, with a substituted side chain, into MK-4 using cultured human cell lines. The results differed with the side chain of the analogues, that is, (1) the length of the isoprene unit and (2) the number of double bonds in the side chain. These findings would be useful for clarifying the mechanism of conversion of other vitamin K homologs into MK-4 as well as related enzymes.
Yoshitomo Suhara; Akimori Wada; Yoji Tachibana; Masato Watanabe; Kanae Nakamura; Kimie Nakagawa; Toshio Okano
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-03-19
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  18     ISSN:  1464-3391     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2010 May 
Date Detail:
Created Date:  2010-04-30     Completed Date:  2010-09-10     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  3116-24     Citation Subset:  IM    
Copyright Information:
(c) 2010 Elsevier Ltd. All rights reserved.
Department of Hygienic Sciences, Kobe Pharmaceutical University, 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
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MeSH Terms
Cell Line
Cell Line, Tumor
Chromatography, High Pressure Liquid
Hemostatics / chemical synthesis,  chemistry
Mass Spectrometry
Molecular Structure
Structure-Activity Relationship
Substrate Specificity
Vitamin K / analogs & derivatives,  chemistry*
Vitamin K 2 / analogs & derivatives*,  chemical synthesis,  chemistry
Reg. No./Substance:
0/Hemostatics; 11032-49-8/Vitamin K 2; 12001-79-5/Vitamin K; 863-61-6/menatetrenone

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