UDP-D-Xylose (BioDeep_00000018667)

 

Secondary id: BioDeep_00000003572

human metabolite Endogenous Volatile Flavor Compounds


代谢物信息卡片


[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphinic acid

化学式: C14H22N2O16P2 (536.0444552)
中文名称:
谱图信息: 最多检出来源 Macaca mulatta(otcml) 16.43%

分子结构信息

SMILES: C1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)O)O)O
InChI: InChI=1S/C14H22N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,5-6,8-13,17,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/p-2/t5-,6-,8+,9-,10-,11-,12-,13-/m1/s1

描述信息

Uridine diphosphate xylose is important intermediate in the Nucleotide sugars metabolism and chondroitin sulfate biosynthesis (KEGG); The decarboxylation product of UDPglucuronic acid, which is used for formation of the xylosides of seryl hydroxyl groups in mucoprotein synthesis.; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Udp-xylose is found in soy bean.
Uridine diphosphate xylose is important intermediate in the Nucleotide sugars metabolism and chondroitin sulfate biosynthesis (KEGG). The decarboxylation product of UDPglucuronic acid, which is used for formation of the xylosides of seryl hydroxyl groups in mucoprotein synthesis.
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同义名列表

35 个代谢物同义名

[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphinic acid; [[5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] (3,4,5-trihydroxyoxan-2-yl) hydrogen phosphate; Uridine 5-(trihydrogen diphosphoric acid), p-alpha-D-xylopyranosyl ester; Uridine 5-(trihydrogen diphosphoric acid), p-a-D-xylopyranosyl ester; Uridine 5-(trihydrogen diphosphoric acid), p-α-D-xylopyranosyl ester; Uridine 5-(trihydrogen diphosphate), p-alpha-D-xylopyranosyl ester; Uridine 5’-(trihydrogen pyrophosphate) mono-D-xylopyranosyl ester; Uridine 5-(trihydrogen pyrophosphate) mono-D-xylopyranosyl ester; Uridine 5’-(trihydrogen diphosphate) mono-D-xylopyranosyl ester; Uridine 5-(trihydrogen diphosphate), p-a-D-xylopyranosyl ester; Uridine 5-(trihydrogen diphosphate), p-α-D-xylopyranosyl ester; Uridine 5-(trihydrogen diphosphate) mono-D-xylopyranosyl ester; URIDINE-5-diphosphoric acid-xylopyranose; Uridine diphospho-alpha-D-xylopyranose; Uridine diphospho-α-D-xylopyranose; URIDINE-5-diphosphATE-xylopyranose; Uridine diphosphoric acid xylose; Uridine diphosphate D-xylose; Diphosphate xylose, uridine; Xylose, uridine diphosphate; Uridine diphosphate xylose; UDP-alpha-D-xylopyranose; Uridine diphosphoxylose; UDP-α-D-xylopyranose; UDP alpha-D-xylose; UDP-B-L-ARABINOSE; UDP-Α-D-xylose; UDP α-D-xylose; UDP-a-D-Xylose; UDP-D-xylose; Xylose, UDP; UDP Xylose; UDP-Xylose; UDPxylose; UDP-D-xylose



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

551 个相关的代谢反应过程信息。

Reactome(10)

BioCyc(0)

WikiPathways(0)

Plant Reactome(541)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

3 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Zhimin Li, Runping Chen, Yufang Wen, Hanxiang Liu, Yangyang Chen, Xiaoyu Wu, Youxin Yang, Xinru Wu, Yong Zhou, Jianping Liu. Comprehensive analysis of the UDP-glucuronate decarboxylase (UXS) gene family in tobacco and functional characterization of NtUXS16 in Golgi apparatus in Arabidopsis. BMC plant biology. 2023 Nov; 23(1):551. doi: 10.1186/s12870-023-04575-3. [PMID: 37936064]
  • Nan Ruan, Zhengjun Dang, Meihan Wang, Liyu Cao, Ye Wang, Sitong Liu, Yijun Tang, Yuwei Huang, Qun Zhang, Quan Xu, Wenfu Chen, Fengcheng Li. FRAGILE CULM 18 encodes a UDP-glucuronic acid decarboxylase required for xylan biosynthesis and plant growth in rice. Journal of experimental botany. 2022 04; 73(8):2320-2335. doi: 10.1093/jxb/erac036. [PMID: 35104839]
  • Chen Chen, Xianhai Zhao, Xuchuan Wang, Bo Wang, Huiling Li, Jiaxun Feng, Aimin Wu. Mutagenesis of UDP-xylose epimerase and xylan arabinosyl-transferase decreases arabinose content and improves saccharification of rice straw. Plant biotechnology journal. 2021 05; 19(5):863-865. doi: 10.1111/pbi.13552. [PMID: 33471384]
  • Meng Zhang, Fu-Dong Li, Kai Li, Zi-Long Wang, Yu-Xi Wang, Jun-Bin He, Hui-Fei Su, Zhong-Yi Zhang, Chang-Biao Chi, Xiao-Meng Shi, Cai-Hong Yun, Zhi-Yong Zhang, Zhen-Ming Liu, Liang-Ren Zhang, Dong-Hui Yang, Ming Ma, Xue Qiao, Min Ye. Functional Characterization and Structural Basis of an Efficient Di-C-glycosyltransferase from Glycyrrhiza glabra. Journal of the American Chemical Society. 2020 02; 142(7):3506-3512. doi: 10.1021/jacs.9b12211. [PMID: 31986016]
  • Xianhai Zhao, Nian Liu, Na Shang, Wei Zeng, Berit Ebert, Carsten Rautengarten, Qing-Yin Zeng, Huiling Li, Xiaoyang Chen, Cherie Beahan, Antony Bacic, Joshua L Heazlewood, Ai-Min Wu. Three UDP-xylose transporters participate in xylan biosynthesis by conveying cytosolic UDP-xylose into the Golgi lumen in Arabidopsis. Journal of experimental botany. 2018 02; 69(5):1125-1134. doi: 10.1093/jxb/erx448. [PMID: 29300997]
  • Ruiqin Zhong, Quincy Teng, Marziyeh Haghighat, Youxi Yuan, Samuel T Furey, Robert L Dasher, Zheng-Hua Ye. Cytosol-Localized UDP-Xylose Synthases Provide the Major Source of UDP-Xylose for the Biosynthesis of Xylan and Xyloglucan. Plant & cell physiology. 2017 01; 58(1):156-174. doi: 10.1093/pcp/pcw179. [PMID: 28011867]
  • Sen Yin, Jian-Qiang Kong. Transcriptome-guided gene isolation and functional characterization of UDP-xylose synthase and UDP-D-apiose/UDP-D-xylose synthase families from Ornithogalum caudatum Ait. Plant cell reports. 2016 Nov; 35(11):2403-2421. doi: 10.1007/s00299-016-2044-5. [PMID: 27591771]
  • Alan T Culbertson, Yi-Hsiang Chou, Adrienne L Smith, Zachary T Young, Alesia A Tietze, Sylvain Cottaz, Régis Fauré, Olga A Zabotina. Enzymatic Activity of Xyloglucan Xylosyltransferase 5. Plant physiology. 2016 07; 171(3):1893-904. doi: 10.1104/pp.16.00361. [PMID: 27208276]
  • Xu C Duan, Ai M Lu, Bin Gu, Zhi P Cai, Hong Y Ma, Shuang Wei, Pedro Laborda, Li Liu, Josef Voglmeir. Functional characterization of the UDP-xylose biosynthesis pathway in Rhodothermus marinus. Applied microbiology and biotechnology. 2015 Nov; 99(22):9463-72. doi: 10.1007/s00253-015-6683-1. [PMID: 26033773]
  • Joachim Kuhn, Christian Götting, Brendan J Beahm, Carolyn R Bertozzi, Isabel Faust, Patricia Kuzaj, Cornelius Knabbe, Doris Hendig. Xylosyltransferase II is the predominant isoenzyme which is responsible for the steady-state level of xylosyltransferase activity in human serum. Biochemical and biophysical research communications. 2015 Apr; 459(3):469-74. doi: 10.1016/j.bbrc.2015.02.129. [PMID: 25748573]
  • Berit Ebert, Carsten Rautengarten, Xiaoyuan Guo, Guangyan Xiong, Solomon Stonebloom, Andreia M Smith-Moritz, Thomas Herter, Leanne Jade G Chan, Paul D Adams, Christopher J Petzold, Markus Pauly, William G T Willats, Joshua L Heazlewood, Henrik Vibe Scheller. Identification and Characterization of a Golgi-Localized UDP-Xylose Transporter Family from Arabidopsis. The Plant cell. 2015 Apr; 27(4):1218-27. doi: 10.1105/tpc.114.133827. [PMID: 25804536]
  • Xufeng Xiao, Jianjun Lei, Bihao Cao, Guoju Chen, Changming Chen. cDNA-AFLP analysis on bolting or flowering of flowering Chinese cabbage and molecular characteristics of BrcuDFR-like/BrcuAXS gene. Molecular biology reports. 2012 Jul; 39(7):7525-31. doi: 10.1007/s11033-012-1586-z. [PMID: 22331487]
  • Peter I MacKenzie, Anne Rogers, David J Elliot, Nuy Chau, Julie-Ann Hulin, John O Miners, Robyn Meech. The novel UDP glycosyltransferase 3A2: cloning, catalytic properties, and tissue distribution. Molecular pharmacology. 2011 Mar; 79(3):472-8. doi: 10.1124/mol.110.069336. [PMID: 21088224]
  • Xiaogang Gu, John Glushka, Yanbin Yin, Ying Xu, Timothy Denny, James Smith, Yingnan Jiang, Maor Bar-Peled. Identification of a bifunctional UDP-4-keto-pentose/UDP-xylose synthase in the plant pathogenic bacterium Ralstonia solanacearum strain GMI1000, a distinct member of the 4,6-dehydratase and decarboxylase family. The Journal of biological chemistry. 2010 Mar; 285(12):9030-40. doi: 10.1074/jbc.m109.066803. [PMID: 20118241]
  • Wei Zeng, Mohor Chatterjee, Ahmed Faik. UDP-Xylose-stimulated glucuronyltransferase activity in wheat microsomal membranes: characterization and role in glucurono(arabino)xylan biosynthesis. Plant physiology. 2008 May; 147(1):78-91. doi: 10.1104/pp.107.115576. [PMID: 18359844]
  • Takeshi Ishimizu, Kyoko Sano, Takashi Uchida, Hiroshi Teshima, Kaoru Omichi, Hironobu Hojo, Yoshiaki Nakahara, Sumihiro Hase. Purification and substrate specificity of UDP-D-xylose:beta-D-glucoside alpha-1,3-D-xylosyltransferase involved in the biosynthesis of the Xyl alpha1-3Xyl alpha1-3Glc beta1-O-Ser on epidermal growth factor-like domains. Journal of biochemistry. 2007 Apr; 141(4):593-600. doi: 10.1093/jb/mvm064. [PMID: 17317689]
  • David M Cavalier, Kenneth Keegstra. Two xyloglucan xylosyltransferases catalyze the addition of multiple xylosyl residues to cellohexaose. The Journal of biological chemistry. 2006 Nov; 281(45):34197-207. doi: 10.1074/jbc.m606379200. [PMID: 16982611]
  • Takuji Oka, Yoshifumi Jigami. Reconstruction of de novo pathway for synthesis of UDP-glucuronic acid and UDP-xylose from intrinsic UDP-glucose in Saccharomyces cerevisiae. The FEBS journal. 2006 Jun; 273(12):2645-57. doi: 10.1111/j.1742-4658.2006.05281.x. [PMID: 16817893]
  • Christiane Ernst, Werner Klaffke. Chemical synthesis of uridine diphospho-D-xylose and UDP-L-arabinose. The Journal of organic chemistry. 2003 Jul; 68(14):5780-3. doi: 10.1021/jo034379u. [PMID: 12839484]
  • William Turner, Frederik C Botha. Purification and kinetic properties of UDP-glucose dehydrogenase from sugarcane. Archives of biochemistry and biophysics. 2002 Nov; 407(2):209-16. doi: 10.1016/s0003-9861(02)00500-3. [PMID: 12413493]
  • Ho-Yon Hwang, H Robert Horvitz. The SQV-1 UDP-glucuronic acid decarboxylase and the SQV-7 nucleotide-sugar transporter may act in the Golgi apparatus to affect Caenorhabditis elegans vulval morphogenesis and embryonic development. Proceedings of the National Academy of Sciences of the United States of America. 2002 Oct; 99(22):14218-23. doi: 10.1073/pnas.172522199. [PMID: 12391314]
  • M Pauly, A Porchia, C E Olsen, K J Nunan, H V Scheller. Enzymatic synthesis and purification of uridine diphospho-beta-l-arabinopyranose, a substrate for the biosynthesis of plant polysaccharides. Analytical biochemistry. 2000 Feb; 278(1):69-73. doi: 10.1006/abio.1999.4411. [PMID: 10640355]
  • Y Zeng, G Bannon, V H Thomas, K Rice, R Drake, A Elbein. Purification and specificity of beta1,2-xylosyltransferase, an enzyme that contributes to the allergenicity of some plant proteins. The Journal of biological chemistry. 1997 Dec; 272(50):31340-7. doi: 10.1074/jbc.272.50.31340. [PMID: 9395463]
  • K Liljebjelke, R Adolphson, K Baker, R L Doong, D Mohnen. Enzymatic synthesis and purification of uridine diphosphate [14C]galacturonic acid: a substrate for pectin biosynthesis. Analytical biochemistry. 1995 Mar; 225(2):296-304. doi: 10.1006/abio.1995.1158. [PMID: 7762795]
  • E Meezan, S Ananth, S Manzella, P Campbell, S Siegal, D J Pillion, L Rodén. Xylosyl transfer to an endogenous renal acceptor. Characteristics of the reaction and properties of the product. The Journal of biological chemistry. 1994 Apr; 269(15):11503-8. doi: . [PMID: 8157679]
  • G Piro, A Zuppa, G Dalessandro, D H Northcote. Glucomannan synthesis in pea epicotyls: the mannose and glucose transferases. Planta. 1993; 190(2):206-20. doi: 10.1007/bf00196613. [PMID: 7685647]
  • M E Milla, C A Clairmont, C B Hirschberg. Reconstitution into proteoliposomes and partial purification of the Golgi apparatus membrane UDP-galactose, UDP-xylose, and UDP-glucuronic acid transport activities. The Journal of biological chemistry. 1992 Jan; 267(1):103-7. doi: . [PMID: 1730575]
  • R E Campbell, C T Brett, J R Hillman. A xylosyltransferase involved in the synthesis of a protein-associated xyloglucan in suspension-cultured dwarf-French-bean (Phaseolus vulgaris) cells and its interaction with a glucosyltransferase. The Biochemical journal. 1988 Aug; 253(3):795-800. doi: 10.1042/bj2530795. [PMID: 2460084]
  • J Fevery. The bilirubin diglucuronide controversy. Journal of hepatology. 1985; 1(4):437-42. doi: 10.1016/s0168-8278(85)80781-9. [PMID: 3932512]
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  • C R Faltynek, J E Silbert, L Hof. Xylosylphosphoryldolichol synthesized by chick embryo epiphyses. Not an intermediate in proteoglycan biosynthesis. The Journal of biological chemistry. 1982 May; 257(10):5490-5. doi: 10.1016/s0021-9258(19)83804-8. [PMID: 7068602]
  • T Kondo, Y Motoyama, T Arima. [Bilirubin UDP-glucuronyl and -xylosyl transferase activity in rat and human liver and kidney tissue (author's transl)]. Nihon Shokakibyo Gakkai zasshi = The Japanese journal of gastro-enterology. 1979 Aug; 76(8):1688-90. doi: NULL. [PMID: 119882]
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