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[维生素K的体内代谢:与维生素K1向MK-4的转化有关]

[In vivo metabolism of vitamin K: in relation to the conversion of vitamin K1 to MK-4].

作者信息

Okano Toshio, Nakagawa Kimie, Kamao Maya

机构信息

Department of Hygienic Sciences, Kobe Pharmaceutical University, Japan.

出版信息

Clin Calcium. 2009 Dec;19(12):1779-87.

PMID:19949269
Abstract

Phylloquinone is a major form (>90%) of dietary vitamin K, but the form of vitamin K that exists at the highest concentrations in tissues of animals and humans is menaquinone-4 (MK-4) . Despite this great difference, the origin of tissue MK-4 had not been clarified until recently. We demonstrated that deuterium-labeled phylloquinone was converted into deuterium-labeled MK-4 in mice and this conversion occurred following an oral or enteral administration, but not parenteral administration. By the oral route, the phylloquinone with the deuterium-labeled side chain (phytyl side-chain) was clearly converted into menaquinone-4 with a non-deuterium-labeled side chain (geranylgeranyl side-chain), implying that phylloquinone was converted into menaquinone-4 via integral side-chain removal. Our results suggest that cerebral menaquinone-4 originates from phylloquinone intake and the release of menadione from phylloquinone in the intestine followed by the prenylation of menadione into menaquinone-4 in the intestine or tissues.

摘要

叶绿醌是膳食维生素K的主要形式(>90%),但在动物和人类组织中以最高浓度存在的维生素K形式是甲基萘醌-4(MK-4)。尽管存在这种巨大差异,但直到最近组织MK-4的来源仍未阐明。我们证明,氘标记的叶绿醌在小鼠体内可转化为氘标记的MK-4,这种转化在口服或肠内给药后发生,但非肠道外给药后不发生。通过口服途径,带有氘标记侧链(叶绿基侧链)的叶绿醌可明显转化为带有非氘标记侧链(香叶基香叶基侧链)的甲基萘醌-4,这意味着叶绿醌通过完整侧链去除转化为甲基萘醌-4。我们的结果表明,脑内甲基萘醌-4起源于叶绿醌的摄入,以及叶绿醌在肠道中释放甲萘醌,随后甲萘醌在肠道或组织中异戊烯基化成为甲基萘醌-4。

相似文献

1
[In vivo metabolism of vitamin K: in relation to the conversion of vitamin K1 to MK-4].[维生素K的体内代谢:与维生素K1向MK-4的转化有关]
Clin Calcium. 2009 Dec;19(12):1779-87.
2
Conversion of phylloquinone (Vitamin K1) into menaquinone-4 (Vitamin K2) in mice: two possible routes for menaquinone-4 accumulation in cerebra of mice.叶绿醌(维生素K1)在小鼠体内转化为甲基萘醌-4(维生素K2):甲基萘醌-4在小鼠大脑中积累的两种可能途径。
J Biol Chem. 2008 Apr 25;283(17):11270-9. doi: 10.1074/jbc.M702971200. Epub 2007 Dec 14.
3
Menadione (vitamin K3) is a catabolic product of oral phylloquinone (vitamin K1) in the intestine and a circulating precursor of tissue menaquinone-4 (vitamin K2) in rats.亚硫酸氢钠甲萘醌(维生素 K3)是肠道中口服叶绿醌(维生素 K1)的代谢产物,也是大鼠循环组织中甲萘醌-4(维生素 K2)的前体。
J Biol Chem. 2013 Nov 15;288(46):33071-80. doi: 10.1074/jbc.M113.477356. Epub 2013 Sep 30.
4
Intestinal flora is not an intermediate in the phylloquinone-menaquinone-4 conversion in the rat.肠道菌群不是大鼠中叶绿醌-甲基萘醌-4转化过程的中间产物。
Biochim Biophys Acta. 1998 Jan 8;1379(1):69-75. doi: 10.1016/s0304-4165(97)00089-5.
5
Vitamin E decreases extra-hepatic menaquinone-4 concentrations in rats fed menadione or phylloquinone.维生素 E 可降低喂食亚硫酸氢钠甲萘醌或叶绿醌的大鼠肝外menaquinone-4 浓度。
Mol Nutr Food Res. 2012 Jun;56(6):912-22. doi: 10.1002/mnfr.201100751.
6
Deuterium-labeled phylloquinone has tissue-specific conversion to menaquinone-4 among Fischer 344 male rats.氘标记的叶绿醌在雄性 Fischer 344 大鼠中具有组织特异性地转化为甲萘醌-4。
J Nutr. 2012 May;142(5):841-5. doi: 10.3945/jn.111.155804. Epub 2012 Mar 21.
7
Comparative metabolism of phylloquinone and menaquinone-9 in rat liver.大鼠肝脏中叶醌和甲基萘醌-9的比较代谢
J Nutr. 1992 Apr;122(4):953-8. doi: 10.1093/jn/122.4.953.
8
Excess α-tocopherol decreases extrahepatic phylloquinone in phylloquinone-fed rats but not menaquinone-4 in menaquinone-4-fed rats.过量的α-生育酚会降低食用叶绿醌的大鼠的肝外叶绿醌水平,但不会降低食用甲萘醌-4的大鼠的甲萘醌-4水平。
Mol Nutr Food Res. 2014 Aug;58(8):1601-9. doi: 10.1002/mnfr.201300710. Epub 2014 Apr 16.
9
Identification of UBIAD1 as a novel human menaquinone-4 biosynthetic enzyme.鉴定 UBIAD1 为新型人类甲萘醌-4 生物合成酶。
Nature. 2010 Nov 4;468(7320):117-21. doi: 10.1038/nature09464. Epub 2010 Oct 17.
10
Menadione is a metabolite of oral vitamin K.甲萘醌是口服维生素K的一种代谢产物。
Br J Nutr. 2006 Feb;95(2):260-6. doi: 10.1079/bjn20051630.

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