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Pathway Description
Phylloquinol Biosynthesis
Arabidopsis thaliana
Metabolic Pathway
Phylloquinol biosynthesis is a pathway that occurs in the cytoplast by which geranylgeranyl diphosphate and 2-carboxy-1,4-naphthoquinol becomes phylloquinol, a naphtoquinone designated as vitamin K1 (along with phylloquinone) which posttranslatonally modifies precursors for blood coagualation. The three reactions of the subpathway to synthesize phytyl diphosphate from geranylgeranyl diphosphate are catalyzed by the same enzyme, geranylgeranyl dehydrogenase. This enzyme converts geranylgeranyl diphosphate into dihydrogeranylgeranyl diphosphate, dihydrogeranylgeranyl diphosphate into tetrahydrogeranylgeranyl diphosphate, and tetrahydrogeranylgeranyl diphosphate into phytyl diphosphate. The single reaction of the subpathway to synthesize 2-carboxy-1,4-naphthoquinone from 2-carboxy-1,4-naphthoquinol is catalyzed by 2-carboxy-1,4-naphthoquinol reductase. Next, the chloroplast-membrane-associated enzyme 2-carboxy-1,4-naphthoquinone phytyltransferase (coloured dark green in the image) converts phytyl diphosphate and 2-carboxy-1,4-naphthoquinone into demethylphylloquinone. Then, demethylphylloquinone dehydrogenase uses FAD as a cofactor to convert demethylphylloquinone into demethylphylloquinol. Lastly, demethylphylloquinol methyltransferase converts demethylphylloquinol into phylloquinol.
References
Phylloquinol Biosynthesis References
Keller Y, Bouvier F, d'Harlingue A, Camara B: Metabolic compartmentation of plastid prenyllipid biosynthesis--evidence for the involvement of a multifunctional geranylgeranyl reductase. Eur J Biochem. 1998 Jan 15;251(1-2):413-7.
Pubmed: 9492312
Shimada H, Ohno R, Shibata M, Ikegami I, Onai K, Ohto MA, Takamiya K: Inactivation and deficiency of core proteins of photosystems I and II caused by genetical phylloquinone and plastoquinone deficiency but retained lamellar structure in a T-DNA mutant of Arabidopsis. Plant J. 2005 Feb;41(4):627-37. doi: 10.1111/j.1365-313X.2004.02326.x.
Pubmed: 15686525
Fatihi A, Latimer S, Schmollinger S, Block A, Dussault PH, Vermaas WF, Merchant SS, Basset GJ: A Dedicated Type II NADPH Dehydrogenase Performs the Penultimate Step in the Biosynthesis of Vitamin K1 in Synechocystis and Arabidopsis. Plant Cell. 2015 Jun;27(6):1730-41. doi: 10.1105/tpc.15.00103. Epub 2015 May 28.
Pubmed: 26023160
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