Uridine diphosphate glucose (BioDeep_00000001636)

 

Secondary id: BioDeep_00000400420, BioDeep_00000400444, BioDeep_00000405236, BioDeep_00001868625

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

化学式: C15H24N2O17P2 (566.0550194)
中文名称: UDP-葡萄糖, UDP-葡萄糖, 尿苷-5'-二磷酸葡萄糖 二钠盐 来源于酿酒酵母, 尿苷-5'-二磷酸葡萄糖 二钠盐 来源于酿酒酵母, 尿苷-5'-二磷酸葡萄糖 二钠盐 来源于酿酒酵母
谱图信息: 最多检出来源 Homo sapiens(feces) 0.08%

分子结构信息

SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)O)O)O)O
InChI: InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1

描述信息

Uridine diphosphate glucose, also known as UDP-glucose or UDP-alpha-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphate glucose exists in all living species, ranging from bacteria to plants to humans. Uridine diphosphate glucose is a key intermediate in carbohydrate metabolism. For instance, UDP-glucose is a precursor of glycogen and can be converted into UDP-galactose and UDP-glucuronic acid, which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid. UDP-glucose can also be used as a precursor for the biosynthesis of sucrose, lipopolysaccharides and glycosphingolipids. Within humans, uridine diphosphate glucose participates in a number of enzymatic reactions. In particular, ceramide (D18:1/18:0) and uridine diphosphate glucose can be converted into glucosylceramide (D18:1/18:0) and uridine 5-diphosphate through the action of the enzyme ceramide glucosyltransferase. In addition, glucosylceramide (D18:1/18:0) and uridine diphosphate glucose can be biosynthesized from lactosylceramide (D18:1/18:0) and uridine 5-diphosphate through its interaction with the enzyme Beta-1,4-galactosyltransferase 6.
A key intermediate in carbohydrate metabolism. Serves as a precursor of glycogen, can be metabolized into UDPgalactose and UDPglucuronic acid which can then be incorporated into polysaccharides as galactose and glucuronic acidand is also serves as a precursor of sucrose lipopolysaccharides, and glycosphingolipids.; It is a precursor of glycogen and can be converted into UDP-galactose and UDP-glucuronic acid, which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid.; Uridine diphosphate glucose (uracil-diphosphate glucose, UDP-glucose) is a nucleotide sugar. It is involved in glycosyltransferase reactions in metabolism. Udp-glucose is found in many foods, some of which are skunk currant, black salsify, winter squash, and red algae.
Acquisition and generation of the data is financially supported in part by CREST/JST.
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同义名列表

38 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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid; Uridine 5-(alpha-D-glucopyranosyl pyrophosphate); Uridine 5’-(α-D-glucopyranosyl pyrophosphate); Uridine 5-(α-D-glucopyranosyl pyrophosphate); Uridine-5-diphospho-glucose disodium salt; GLUCOSE-uridine-C1,5-diphosphoric acid; Uridine 5-diphospho-alpha-D-glucose; URIDINE-5-diphosphoric acid-glucose; Uridine diphosphoric acid glucose; Uridine 5’-diphospho-α-D-glucose; GLUCOSE-uridine-C1,5-diphosphATE; Uridine 5-diphospho-α-D-glucose; Uridine 5’-diphosphate glucose; Uridine 5-diphospho-D-glucose; Uridine pyrophosphate-glucose; URIDINE-5-diphosphATE-glucose; Uridine 5-diphosphate glucose; Diphosphate glucose, uridine; Glucose, uridine diphosphate; Uridine diphosphate glucose; Uridine 5’-diphosphoglucose; Uridine diphospho-D-glucose; Uridine 5-diphosphoglucose; UDP-glucose Disodium Salt; Diphosphoglucose, uridine; Uridine diphosphoglucose; UDP-beta-D-galactose; UDP-alpha-D-Glucose; UDP-Α-D-glucose; UDP-a-D-Glucose; UDP-D-Glucose; Glucose, UDP; UDP-Glucose; UDP Glucose; UDPglucose; UDP-GLC; udpg; Uridine diphosphate glucose(UDP-glucose)



数据库引用编号

36 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

13 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(5)

Plant Reactome(3)

INOH(4)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(0)

PharmGKB(0)

6 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

  • Zhipeng Yan, Fanpu Ji, Ruijuan Yan, Junzhe Jiao, Wenba Wang, Miaomiao Zhang, Fenhong Li, Yunyu Zhao, Zhanjie Chang, Shuguang Yan, Jingtao Li. Reyanning mixture inhibits M1 macrophage polarization through the glycogen synthesis pathway to improve lipopolysaccharide-induced acute lung injury. Journal of ethnopharmacology. 2024 Jun; 328(?):118005. doi: 10.1016/j.jep.2024.118005. [PMID: 38508433]
  • Obed Jackson Amoah, Samir Bahadur Thapa, Su Yeong Ma, Hue Thi Nguyen, Morshed Md Zakaria, Jae Kyung Sohng. Biosynthesis of Apigenin Glucosides in Engineered Corynebacterium glutamicum. Journal of microbiology and biotechnology. 2024 May; 34(5):1154-1163. doi: 10.4014/jmb.2401.01017. [PMID: 38563097]
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  • Kazutaka Murayama, Miyuki Kato-Murayama, Toshiaki Hosaka, Naoko Okitsu, Yoshikazu Tanaka, Mikako Shirouzu. Molecular basis of ligand recognition specificity of flavone glucosyltransferases in Nemophila menziesii. Archives of biochemistry and biophysics. 2024 Mar; 753(?):109926. doi: 10.1016/j.abb.2024.109926. [PMID: 38346547]
  • Guosi Li, Qilin Xu, Nan Hu, Xinyang Liu, Yiqi Jiang, Hailong Xue, Yongjun Zang, Fucheng Zhu. Highly efficient biosynthesis of salidroside by a UDP-glucosyltransferase-catalyzed cascade reaction. Biotechnology letters. 2024 Jan; ?(?):. doi: 10.1007/s10529-023-03453-0. [PMID: 38184486]
  • Jihye Jung, Hui Liu, Annika J E Borg, Bernd Nidetzky. Solvent Engineering for Nonpolar Substrate Glycosylation Catalyzed by the UDP-Glucose-Dependent Glycosyltransferase UGT71E5: Intensification of the Synthesis of 15-Hydroxy Cinmethylin β-d-Glucoside. Journal of agricultural and food chemistry. 2023 Sep; 71(36):13419-13429. doi: 10.1021/acs.jafc.3c04027. [PMID: 37655961]
  • Ji-Zhou Zhang, Nan-Rui Shi, Jia-Si Wu, Xin Wang, Peter Illes, Yong Tang. UDP-glucose sensing P2Y14R: A novel target for inflammation. Neuropharmacology. 2023 Jul; ?(?):109655. doi: 10.1016/j.neuropharm.2023.109655. [PMID: 37423482]
  • Daniel Decker, Juliette Aubert, Malgorzata Wilczynska, Leszek A Kleczkowski. Exploring Redox Modulation of Plant UDP-Glucose Pyrophosphorylase. International journal of molecular sciences. 2023 May; 24(10):. doi: 10.3390/ijms24108914. [PMID: 37240260]
  • Carrie Hayes Sutter, Shafquat Azim, Anyou Wang, Jyoti Bhuju, Amelia S Simpson, Aayushi Uberoi, Elizabeth A Grice, Thomas R Sutter. Ligand-activation of the aryl hydrocarbon receptor up-regulates epidermal UDP-glucose ceramide glucosyltransferase and glucosylceramides. The Journal of investigative dermatology. 2023 Mar; ?(?):. doi: 10.1016/j.jid.2023.03.1662. [PMID: 37004877]
  • Xiaomeng Zhang, Jingcong Xie, Shiping Cao, Haiyan Zhang, Jianjun Pei, Su Bu, Linguo Zhao. Efficient production of the glycosylated derivatives of baicalein in engineered Escherichia coli. Applied microbiology and biotechnology. 2023 Mar; ?(?):. doi: 10.1007/s00253-023-12464-w. [PMID: 36930276]
  • Mohanna Mollavali, Frederik Börnke. Characterization of Trehalose-6-Phosphate Synthase and Trehalose-6-Phosphate Phosphatase Genes of Tomato (Solanum lycopersicum L.) and Analysis of Their Differential Expression in Response to Temperature. International journal of molecular sciences. 2022 Sep; 23(19):. doi: 10.3390/ijms231911436. [PMID: 36232739]
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  • Yuncong Xu, Shiqiang Liu, Liuyun Bian, Zhenlin Li, Chen Luo, Yijun Chen, Xuri Wu. Engineering of a UDP-Glycosyltransferase for the Efficient Whole-Cell Biosynthesis of Siamenoside I in Escherichia coli. Journal of agricultural and food chemistry. 2022 Feb; 70(5):1601-1609. doi: 10.1021/acs.jafc.1c07699. [PMID: 35099964]
  • Shaobin Guo, Mingdi Wang, Wen Xu, Fuxian Zou, Jingjing Lin, Qin Peng, Wei Xu, Shaohua Xu, Xianai Shi. Rapid screening of glycosyltransferases in plants using a linear DNA expression template based cell-free transcription-translation system. Phytochemistry. 2022 Jan; 193(?):113007. doi: 10.1016/j.phytochem.2021.113007. [PMID: 34768185]
  • Jinzhu Zhang, Minghai Tang, Yujie Chen, Dan Ke, Jie Zhou, Xinyu Xu, Wenxian Yang, Jianxiong He, Haohao Dong, Yuquan Wei, James H Naismith, Yi Lin, Xiaofeng Zhu, Wei Cheng. Catalytic flexibility of rice glycosyltransferase OsUGT91C1 for the production of palatable steviol glycosides. Nature communications. 2021 12; 12(1):7030. doi: 10.1038/s41467-021-27144-4. [PMID: 34857750]
  • Yaping Mao, Zhuo Chen, Yuhong Ren, Yuwei Sun, Yong Wang. Whole-Cell Biocatalyst for Rubusoside Production in Saccharomyces cerevisiae. Journal of agricultural and food chemistry. 2021 Nov; 69(44):13155-13163. doi: 10.1021/acs.jafc.1c04873. [PMID: 34699718]
  • Matěj Šimek, Kristina Nešporová, Anna Kocurková, Tereza Foglová, Gabriela Ambrožová, Vladimír Velebný, Lukáš Kubala, Martina Hermannová. How the molecular weight affects the in vivo fate of exogenous hyaluronan delivered intravenously: A stable-isotope labelling strategy. Carbohydrate polymers. 2021 Jul; 263(?):117927. doi: 10.1016/j.carbpol.2021.117927. [PMID: 33858586]
  • Yiyi Gong, Panpan Zhang, Zheng Liu, Jieqiong Li, Hui Lu, Yujie Wang, Bintao Qiu, Mu Wang, Yunyun Fei, Hua Chen, Linyi Peng, Jing Li, Jiaxin Zhou, Qun Shi, Xuan Zhang, Min Shen, Xiaofeng Zeng, Fengchun Zhang, Wen Zhang. UPLC-MS based plasma metabolomics and lipidomics reveal alterations associated with IgG4-related disease. Rheumatology (Oxford, England). 2021 07; 60(7):3252-3261. doi: 10.1093/rheumatology/keaa775. [PMID: 33341881]
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  • Anna Ciarkowska, Maciej Ostrowski, Anna Kozakiewicz. Biochemical Characterization of Recombinant UDPG-Dependent IAA Glucosyltransferase from Maize (Zea mays). International journal of molecular sciences. 2021 Mar; 22(7):. doi: 10.3390/ijms22073355. [PMID: 33805949]
  • Zhu Qiao, Edwin R Lampugnani, Xin-Fu Yan, Ghazanfar Abbas Khan, Wuan Geok Saw, Patrick Hannah, Feng Qian, Jacob Calabria, Yansong Miao, Gerhard Grüber, Staffan Persson, Yong-Gui Gao. Structure of Arabidopsis CESA3 catalytic domain with its substrate UDP-glucose provides insight into the mechanism of cellulose synthesis. Proceedings of the National Academy of Sciences of the United States of America. 2021 03; 118(11):. doi: 10.1073/pnas.2024015118. [PMID: 33729990]
  • Nuriyah Inda Kurniah, Widhi Dyah Sawitri, Muhammad Saifur Rohman, Yudhi Nugraha, Toshiharu Hase, Bambang Sugiharto. Mutation of UDP-glucose binding motif residues lead to increased affinity for ADP-glucose in sugarcane sucrose phosphate synthase. Molecular biology reports. 2021 Feb; 48(2):1697-1706. doi: 10.1007/s11033-021-06181-8. [PMID: 33528727]
  • Takuya Honda, Kaisei Motoyoshi, Junya Kasahara, Kazuyuki Yamagata, Hiromasa Takahashi, Hiroyuki Nakamura, Toshihiko Murayama. Tyrosine-phosphorylation and activation of glucosylceramide synthase by v-Src: Its role in survival of HeLa cells against ceramide. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2021 01; 1866(1):158817. doi: 10.1016/j.bbalip.2020.158817. [PMID: 32980536]
  • Rui-Juan Ren, Pei Wang, Li-Na Wang, Jing-Ping Su, Lin-Jing Sun, Yue Sun, De-Fu Chen, Xi-Wen Chen. Os4BGlu14, a monolignol β-Glucosidase, negatively affects seed longevity by influencing primary metabolism in rice. Plant molecular biology. 2020 Nov; 104(4-5):513-527. doi: 10.1007/s11103-020-01056-1. [PMID: 32833149]
  • Nuria Orive-Milla, Tom Delmulle, Marjan de Mey, Magda Faijes, Antoni Planas. Metabolic engineering for glycoglycerolipids production in E. coli: Tuning phosphatidic acid and UDP-glucose pathways. Metabolic engineering. 2020 09; 61(?):106-119. doi: 10.1016/j.ymben.2020.05.010. [PMID: 32492511]
  • Takao Koeduka, Yukiko Ueyama, Sakihito Kitajima, Toshiyuki Ohnishi, Kenji Matsui. Molecular cloning and characterization of UDP-glucose: Volatile benzenoid/phenylpropanoid glucosyltransferase in petunia flowers. Journal of plant physiology. 2020 Sep; 252(?):153245. doi: 10.1016/j.jplph.2020.153245. [PMID: 32750644]
  • Yafei Sun, Ajay Jain, Yong Xue, Xiaowen Wang, Gengmao Zhao, Lu Liu, Zhi Hu, Siwen Hu, Xing Shen, Xiuli Liu, Hao Ai, Guohua Xu, Shubin Sun. OsSQD1 at the crossroads of phosphate and sulfur metabolism affects plant morphology and lipid composition in response to phosphate deprivation. Plant, cell & environment. 2020 07; 43(7):1669-1690. doi: 10.1111/pce.13764. [PMID: 32266981]
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