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Pathway Description
Phenolic Malonylglucosides Biosynthesis
Arabidopsis thaliana
Category:
Metabolite Pathway
Sub-Category:
Metabolic
Created: 2017-03-14
Last Updated: 2023-10-25
Naphthols, harmful phenolic foreign compounds encountered by plants in the soil, must be modified to lower their toxicity. A yet unelucidated phenol beta-glucosyltransferase (coloured orange in the image) in Arabidopsis thaliana glucosylates napthtols (e.g. 2-naphthol into 2-naphthol glucoside, 1-naphthol into 1-naphthol glucoside). Glucosylation may then be followed by malonylation catalyzed by phenolic glucoside malonyltransferase ( e.g. 4-methylumbelliferyl glucoside into 4-methylumbelliferone 6'-O-malonylglucoside, 2-naphthol glucoside into 2-naphthol 6'-O-malonylglucoside, and 1-naphthol glucoside into 1-naphthol 6'-O-malonylglucoside). Unlike the excreted glucosides, the malonylated compounds are retained within vacuoles.
References
Phenolic Malonylglucosides Biosynthesis References
Taguchi G, Ubukata T, Nozue H, Kobayashi Y, Takahi M, Yamamoto H, Hayashida N: Malonylation is a key reaction in the metabolism of xenobiotic phenolic glucosides in Arabidopsis and tobacco. Plant J. 2010 Sep;63(6):1031-41. doi: 10.1111/j.1365-313X.2010.04298.x.
Pubmed: 20626660
Asamizu E, Sato S, Kaneko T, Nakamura Y, Kotani H, Miyajima N, Tabata S: Structural analysis of Arabidopsis thaliana chromosome 5. VIII. Sequence features of the regions of 1,081,958 bp covered by seventeen physically assigned P1 and TAC clones. DNA Res. 1998 Dec 31;5(6):379-91. doi: 10.1093/dnares/5.6.379.
Pubmed: 10048488
Cheng CY, Krishnakumar V, Chan AP, Thibaud-Nissen F, Schobel S, Town CD: Araport11: a complete reannotation of the Arabidopsis thaliana reference genome. Plant J. 2017 Feb;89(4):789-804. doi: 10.1111/tpj.13415. Epub 2017 Feb 10.
Pubmed: 27862469
Yamada K, Lim J, Dale JM, Chen H, Shinn P, Palm CJ, Southwick AM, Wu HC, Kim C, Nguyen M, Pham P, Cheuk R, Karlin-Newmann G, Liu SX, Lam B, Sakano H, Wu T, Yu G, Miranda M, Quach HL, Tripp M, Chang CH, Lee JM, Toriumi M, Chan MM, Tang CC, Onodera CS, Deng JM, Akiyama K, Ansari Y, Arakawa T, Banh J, Banno F, Bowser L, Brooks S, Carninci P, Chao Q, Choy N, Enju A, Goldsmith AD, Gurjal M, Hansen NF, Hayashizaki Y, Johnson-Hopson C, Hsuan VW, Iida K, Karnes M, Khan S, Koesema E, Ishida J, Jiang PX, Jones T, Kawai J, Kamiya A, Meyers C, Nakajima M, Narusaka M, Seki M, Sakurai T, Satou M, Tamse R, Vaysberg M, Wallender EK, Wong C, Yamamura Y, Yuan S, Shinozaki K, Davis RW, Theologis A, Ecker JR: Empirical analysis of transcriptional activity in the Arabidopsis genome. Science. 2003 Oct 31;302(5646):842-6. doi: 10.1126/science.1088305.
Pubmed: 14593172
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