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.
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.
Suhara
Yoshitomo
Y
Department of Hygienic Sciences, Kobe Pharmaceutical University, 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
Wada
Akimori
A
Tachibana
Yoji
Y
Watanabe
Masato
M
Nakamura
Kanae
K
Nakagawa
Kimie
K
Okano
Toshio
T
D002460:Cell Line; D045744:Cell Line, Tumor; D002851:Chromatography, High Pressure Liquid; D006490:Hemostatics / Q000138:chemical synthesis / Q000737:chemistry; D006801:Humans; D013058:Mass Spectrometry; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D014812:Vitamin K / Q000031:analogs & derivatives / Q000737:chemistry*; D024482:Vitamin K 2 / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D006490:Hemostatics; D024482:Vitamin K 2; D014812:Vitamin K; C030814:menatetrenone