ADP-glucose (BioDeep_00000276253)

Main id: BioDeep_00000003528

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Adenosine diphosphate glucose

化学式: C16H25N5O15P2 (589.0822360000001)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)O)O)O)O)O
InChI: InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

描述信息

同义名列表

3 个代谢物同义名

ADP-glucose; Adenosine diphosphate glucose; ADP alpha-D-glucoside dianion



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

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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

  • Maximilian M F F Fünfgeld, Wei Wang, Hirofumi Ishihara, Stéphanie Arrivault, Regina Feil, Alison M Smith, Mark Stitt, John E Lunn, Totte Niittylä. Sucrose synthases are not involved in starch synthesis in Arabidopsis leaves. Nature plants. 2022 05; 8(5):574-582. doi: 10.1038/s41477-022-01140-y. [PMID: 35484201]
  • 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]
  • Goizeder Almagro, Alejandro M Viale, Manuel Montero, Francisco José Muñoz, Edurne Baroja-Fernández, Hirotada Mori, Javier Pozueta-Romero. A cAMP/CRP-controlled mechanism for the incorporation of extracellular ADP-glucose in Escherichia coli involving NupC and NupG nucleoside transporters. Scientific reports. 2018 10; 8(1):15509. doi: 10.1038/s41598-018-33647-w. [PMID: 30341391]
  • Zhong-Wei Zhang, Sha Luo, Gong-Chang Zhang, Ling-Yang Feng, Chong Zheng, Yang-Hong Zhou, Jun-Bo Du, Ming Yuan, Yang-Er Chen, Chang-Quan Wang, Wen-Juan Liu, Xiao-Chao Xu, Yong Hu, Su-Lan Bai, Dong-Dong Kong, Shu Yuan, Yi-Kun He. Nitric oxide induces monosaccharide accumulation through enzyme S-nitrosylation. Plant, cell & environment. 2017 Sep; 40(9):1834-1848. doi: 10.1111/pce.12989. [PMID: 28556250]
  • Bilal Cakir, Shota Shiraishi, Aytug Tuncel, Hiroaki Matsusaka, Ryosuke Satoh, Salvinder Singh, Naoko Crofts, Yuko Hosaka, Naoko Fujita, Seon-Kap Hwang, Hikaru Satoh, Thomas W Okita. Analysis of the Rice ADP-Glucose Transporter (OsBT1) Indicates the Presence of Regulatory Processes in the Amyloplast Stroma That Control ADP-Glucose Flux into Starch. Plant physiology. 2016 Mar; 170(3):1271-83. doi: 10.1104/pp.15.01911. [PMID: 26754668]
  • Ryutaro Morita, Miho Sugino, Tomoko Hatanaka, Shuji Misoo, Hiroshi Fukayama. CO2-responsive CONSTANS, CONSTANS-like, and time of chlorophyll a/b binding protein Expression1 protein is a positive regulator of starch synthesis in vegetative organs of rice. Plant physiology. 2015 Apr; 167(4):1321-31. doi: 10.1104/pp.15.00021. [PMID: 25717036]
  • Derui Liu, Wei Wang, Xiuling Cai. Modulation of amylose content by structure-based modification of OsGBSS1 activity in rice (Oryza sativa L.). Plant biotechnology journal. 2014 Dec; 12(9):1297-307. doi: 10.1111/pbi.12228. [PMID: 25052102]
  • Kentaro Kaneko, Takuya Inomata, Takahiro Masui, Tsutomu Koshu, Yukiho Umezawa, Kimiko Itoh, Javier Pozueta-Romero, Toshiaki Mitsui. Nucleotide pyrophosphatase/phosphodiesterase 1 exerts a negative effect on starch accumulation and growth in rice seedlings under high temperature and CO2 concentration conditions. Plant & cell physiology. 2014 Feb; 55(2):320-32. doi: 10.1093/pcp/pct139. [PMID: 24092883]
  • Abdellatif Bahaji, Edurne Baroja-Fernández, Angela María Sánchez-López, Francisco José Muñoz, Jun Li, Goizeder Almagro, Manuel Montero, Pablo Pujol, Regina Galarza, Kentaro Kaneko, Kazusato Oikawa, Kaede Wada, Toshiaki Mitsui, Javier Pozueta-Romero. HPLC-MS/MS analyses show that the near-Starchless aps1 and pgm leaves accumulate wild type levels of ADPglucose: further evidence for the occurrence of important ADPglucose biosynthetic pathway(s) alternative to the pPGI-pPGM-AGP pathway. PloS one. 2014; 9(8):e104997. doi: 10.1371/journal.pone.0104997. [PMID: 25133777]
  • Matilda Crumpton-Taylor, Marilyn Pike, Kuan-Jen Lu, Christopher M Hylton, Regina Feil, Simona Eicke, John E Lunn, Samuel C Zeeman, Alison M Smith. Starch synthase 4 is essential for coordination of starch granule formation with chloroplast division during Arabidopsis leaf expansion. The New phytologist. 2013 Dec; 200(4):1064-75. doi: 10.1111/nph.12455. [PMID: 23952675]
  • Paula Ragel, Sebastian Streb, Regina Feil, Mariam Sahrawy, Maria Grazia Annunziata, John E Lunn, Samuel Zeeman, Ángel Mérida. Loss of starch granule initiation has a deleterious effect on the growth of arabidopsis plants due to an accumulation of ADP-glucose. Plant physiology. 2013 Sep; 163(1):75-85. doi: 10.1104/pp.113.223420. [PMID: 23872660]
  • Jun Li, Edurne Baroja-Fernández, Abdellatif Bahaji, Francisco José Muñoz, Miroslav Ovecka, Manuel Montero, María Teresa Sesma, Nora Alonso-Casajús, Goizeder Almagro, Angela María Sánchez-López, Maite Hidalgo, Marta Zamarbide, Javier Pozueta-Romero. Enhancing sucrose synthase activity results in increased levels of starch and ADP-glucose in maize (Zea mays L.) seed endosperms. Plant & cell physiology. 2013 Feb; 54(2):282-94. doi: 10.1093/pcp/pcs180. [PMID: 23292602]
  • Nadja Hädrich, Janneke H M Hendriks, Oliver Kötting, Stéphanie Arrivault, Regina Feil, Samuel C Zeeman, Yves Gibon, Waltraud X Schulze, Mark Stitt, John E Lunn. Mutagenesis of cysteine 81 prevents dimerization of the APS1 subunit of ADP-glucose pyrophosphorylase and alters diurnal starch turnover in Arabidopsis thaliana leaves. The Plant journal : for cell and molecular biology. 2012 Apr; 70(2):231-42. doi: 10.1111/j.1365-313x.2011.04860.x. [PMID: 22098298]
  • Edurne Baroja-Fernández, Francisco José Muñoz, Jun Li, Abdellatif Bahaji, Goizeder Almagro, Manuel Montero, Ed Etxeberria, Maite Hidalgo, María Teresa Sesma, Javier Pozueta-Romero. Sucrose synthase activity in the sus1/sus2/sus3/sus4 Arabidopsis mutant is sufficient to support normal cellulose and starch production. Proceedings of the National Academy of Sciences of the United States of America. 2012 Jan; 109(1):321-6. doi: 10.1073/pnas.1117099109. [PMID: 22184213]
  • Abdellatif Bahaji, Jun Li, Miroslav Ovecka, Ignacio Ezquer, Francisco J Muñoz, Edurne Baroja-Fernández, Jose M Romero, Goizeder Almagro, Manuel Montero, Maite Hidalgo, María T Sesma, Javier Pozueta-Romero. Arabidopsis thaliana mutants lacking ADP-glucose pyrophosphorylase accumulate starch and wild-type ADP-glucose content: further evidence for the occurrence of important sources, other than ADP-glucose pyrophosphorylase, of ADP-glucose linked to leaf starch biosynthesis. Plant & cell physiology. 2011 Jul; 52(7):1162-76. doi: 10.1093/pcp/pcr067. [PMID: 21624897]
  • Christophe Colleoni, Marc Linka, Philippe Deschamps, Michael G Handford, Paul Dupree, Andreas P M Weber, Steven G Ball. Phylogenetic and biochemical evidence supports the recruitment of an ADP-glucose translocator for the export of photosynthate during plastid endosymbiosis. Molecular biology and evolution. 2010 Dec; 27(12):2691-701. doi: 10.1093/molbev/msq158. [PMID: 20576760]
  • N K Uhlmann, D M Beckles. Storage products and transcriptional analysis of the endosperm of cultivated wheat and two wild wheat species. Journal of applied genetics. 2010; 51(4):431-47. doi: 10.1007/bf03208873. [PMID: 21063061]
  • Yasuko S Nagai, Chotipa Sakulsingharoj, Gerald E Edwards, Hikaru Satoh, Thomas W Greene, Beth Blakeslee, Thomas W Okita. Control of starch synthesis in cereals: metabolite analysis of transgenic rice expressing an up-regulated cytoplasmic ADP-glucose pyrophosphorylase in developing seeds. Plant & cell physiology. 2009 Mar; 50(3):635-43. doi: 10.1093/pcp/pcp021. [PMID: 19208694]
  • Francisco José Muñoz, Edurne Baroja-Fernández, Miroslav Ovecka, Jun Li, Toshiaki Mitsui, María Teresa Sesma, Manuel Montero, Abdellatif Bahaji, Ignacio Ezquer, Javier Pozueta-Romero. Plastidial localization of a potato 'Nudix' hydrolase of ADP-glucose linked to starch biosynthesis. Plant & cell physiology. 2008 Nov; 49(11):1734-46. doi: 10.1093/pcp/pcn145. [PMID: 18801762]
  • Hugo A Valdez, Maria V Busi, Nahuel Z Wayllace, Gustavo Parisi, Rodolfo A Ugalde, Diego F Gomez-Casati. Role of the N-terminal starch-binding domains in the kinetic properties of starch synthase III from Arabidopsis thaliana. Biochemistry. 2008 Mar; 47(9):3026-32. doi: 10.1021/bi702418h. [PMID: 18260645]
  • Philippe Deschamps, Christophe Colleoni, Yasunori Nakamura, Eiji Suzuki, Jean-Luc Putaux, Alain Buléon, Sophie Haebel, Gerhard Ritte, Martin Steup, Luisa I Falcón, David Moreira, Wolfgang Löffelhardt, Jenifer Nirmal Raj, Charlotte Plancke, Christophe d'Hulst, David Dauvillée, Steven Ball. Metabolic symbiosis and the birth of the plant kingdom. Molecular biology and evolution. 2008 Mar; 25(3):536-48. doi: 10.1093/molbev/msm280. [PMID: 18093994]
  • Sławomir Orzechowski. Starch metabolism in leaves. Acta biochimica Polonica. 2008; 55(3):435-45. doi: 10.18388/abp.2008_3049. [PMID: 18787712]
  • Dongwook Kim, Seon-Kap Hwang, Thomas W Okita. Subunit interactions specify the allosteric regulatory properties of the potato tuber ADP-glucose pyrophosphorylase. Biochemical and biophysical research communications. 2007 Oct; 362(2):301-6. doi: 10.1016/j.bbrc.2007.07.162. [PMID: 17707339]
  • Hyojin Ko, Ingrid Fricks, Andrei A Ivanov, T Kendall Harden, Kenneth A Jacobson. Structure-activity relationship of uridine 5'-diphosphoglucose analogues as agonists of the human P2Y14 receptor. Journal of medicinal chemistry. 2007 May; 50(9):2030-9. doi: 10.1021/jm061222w. [PMID: 17407275]
  • Francisco José Muñoz, Edurne Baroja-Fernández, María Teresa Morán-Zorzano, Nora Alonso-Casajús, Javier Pozueta-Romero. Cloning, expression and characterization of a Nudix hydrolase that catalyzes the hydrolytic breakdown of ADP-glucose linked to starch biosynthesis in Arabidopsis thaliana. Plant & cell physiology. 2006 Jul; 47(7):926-34. doi: 10.1093/pcp/pcj065. [PMID: 16774931]
  • Edurne Baroja-Fernandez, Ed Etxeberria, Francisco José Muñoz, María Teresa Morán-Zorzano, Nora Alonso-Casajús, Pedro Gonzalez, Javier Pozueta-Romero. An important pool of sucrose linked to starch biosynthesis is taken up by endocytosis in heterotrophic cells. Plant & cell physiology. 2006 Apr; 47(4):447-56. doi: 10.1093/pcp/pcj011. [PMID: 16434435]
  • Francisco José Muñoz, Edurne Baroja-Fernández, María Teresa Morán-Zorzano, Alejandro Miguel Viale, Ed Etxeberria, Nora Alonso-Casajús, Javier Pozueta-Romero. Sucrose synthase controls both intracellular ADP glucose levels and transitory starch biosynthesis in source leaves. Plant & cell physiology. 2005 Aug; 46(8):1366-76. doi: 10.1093/pcp/pci148. [PMID: 15951568]
  • H Ekkehard Neuhaus, Rainer E Häusler, Uwe Sonnewald. No need to shift the paradigm on the metabolic pathway to transitory starch in leaves. Trends in plant science. 2005 Apr; 10(4):154-6; author reply 156. doi: 10.1016/j.tplants.2005.02.002. [PMID: 15817414]
  • Jean-Philippe Ral, Evelyne Derelle, Conchita Ferraz, Fabrice Wattebled, Benoit Farinas, Florence Corellou, Alain Buléon, Marie-Christine Slomianny, David Delvalle, Christophe d'Hulst, Stephane Rombauts, Hervé Moreau, Steven Ball. Starch division and partitioning. A mechanism for granule propagation and maintenance in the picophytoplanktonic green alga Ostreococcus tauri. Plant physiology. 2004 Oct; 136(2):3333-40. doi: 10.1104/pp.104.044131. [PMID: 15448195]
  • Edurne Baroja-Fernández, Francisco José Muñoz, Aitor Zandueta-Criado, María Teresa Morán-Zorzano, Alejandro Miguel Viale, Nora Alonso-Casajús, Javier Pozueta-Romero. Most of ADP x glucose linked to starch biosynthesis occurs outside the chloroplast in source leaves. Proceedings of the National Academy of Sciences of the United States of America. 2004 Aug; 101(35):13080-5. doi: 10.1073/pnas.0402883101. [PMID: 15326306]
  • Nicola J Patron, Boris Greber, Brendan F Fahy, David A Laurie, Mary L Parker, Kay Denyer. The lys5 mutations of barley reveal the nature and importance of plastidial ADP-Glc transporters for starch synthesis in cereal endosperm. Plant physiology. 2004 Aug; 135(4):2088-97. doi: 10.1104/pp.104.045203. [PMID: 15299120]
  • Joanna M Cross, Maureen Clancy, Janine R Shaw, Thomas W Greene, Robert R Schmidt, Thomas W Okita, L Curtis Hannah. Both subunits of ADP-glucose pyrophosphorylase are regulatory. Plant physiology. 2004 May; 135(1):137-44. doi: 10.1104/pp.103.036699. [PMID: 15122037]
  • Ian J Tetlow, Robin Wait, Zhenxiao Lu, Rut Akkasaeng, Caroline G Bowsher, Sergio Esposito, Behjat Kosar-Hashemi, Matthew K Morell, Michael J Emes. Protein phosphorylation in amyloplasts regulates starch branching enzyme activity and protein-protein interactions. The Plant cell. 2004 Mar; 16(3):694-708. doi: 10.1105/tpc.017400. [PMID: 14973170]
  • Corbin J Zea, Stephen W MacDonell, Nicola L Pohl. Discovery of the archaeal chemical link between glycogen (starch) synthase families using a new mass spectrometry assay. Journal of the American Chemical Society. 2003 Nov; 125(45):13666-7. doi: 10.1021/ja037298o. [PMID: 14599197]
  • Edurne Baroja-Fernández, Francisco José Muñoz, Takayo Saikusa, Milagros Rodríguez-López, Takashi Akazawa, Javier Pozueta-Romero. Sucrose synthase catalyzes the de novo production of ADPglucose linked to starch biosynthesis in heterotrophic tissues of plants. Plant & cell physiology. 2003 May; 44(5):500-9. doi: 10.1093/pcp/pcg062. [PMID: 12773636]
  • Diego F Gómez-Casati, Sonia Cortassa, Miguel A Aon, Alberto A Iglesias. Ultrasensitive behavior in the synthesis of storage polysaccharides in cyanobacteria. Planta. 2003 Apr; 216(6):969-75. doi: 10.1007/s00425-002-0949-4. [PMID: 12687364]
  • Philip E Johnson, Nicola J Patron, Andrew R Bottrill, Jason R Dinges, Brendan F Fahy, Mary L Parker, Darren N Waite, Kay Denyer. A low-starch barley mutant, risø 16, lacking the cytosolic small subunit of ADP-glucose pyrophosphorylase, reveals the importance of the cytosolic isoform and the identity of the plastidial small subunit. Plant physiology. 2003 Feb; 131(2):684-96. doi: 10.1104/pp.013094. [PMID: 12586892]
  • Steven G Ball, Matthew K Morell. From bacterial glycogen to starch: understanding the biogenesis of the plant starch granule. Annual review of plant biology. 2003; 54(?):207-33. doi: 10.1146/annurev.arplant.54.031902.134927. [PMID: 14502990]
  • M J Emes, C G Bowsher, C Hedley, M M Burrell, E S F Scrase-Field, I J Tetlow. Starch synthesis and carbon partitioning in developing endosperm. Journal of experimental botany. 2003 Jan; 54(382):569-75. doi: 10.1093/jxb/erg089. [PMID: 12508067]
  • Karsten Fischer, Andreas Weber. Transport of carbon in non-green plastids. Trends in plant science. 2002 Aug; 7(8):345-51. doi: 10.1016/s1360-1385(02)02291-4. [PMID: 12167329]
  • Rupendra Mukerjea, Liangli Yu, John F Robyt. Starch biosynthesis: mechanism for the elongation of starch chains. Carbohydrate research. 2002 Jun; 337(11):1015-22. doi: 10.1016/s0008-6215(02)00067-8. [PMID: 12039542]
  • Yves Gibon, Helene Vigeolas, Axel Tiessen, Peter Geigenberger, Mark Stitt. Sensitive and high throughput metabolite assays for inorganic pyrophosphate, ADPGlc, nucleotide phosphates, and glycolytic intermediates based on a novel enzymic cycling system. The Plant journal : for cell and molecular biology. 2002 Apr; 30(2):221-35. doi: 10.1046/j.1365-313x.2001.01278.x. [PMID: 12000458]
  • E Baroja-Fernández, F J Muñoz, T Akazawa, J Pozueta-Romero. Reappraisal of the currently prevailing model of starch biosynthesis in photosynthetic tissues: a proposal involving the cytosolic production of ADP-glucose by sucrose synthase and occurrence of cyclic turnover of starch in the chloroplast. Plant & cell physiology. 2001 Dec; 42(12):1311-20. doi: 10.1093/pcp/pce175. [PMID: 11773523]
  • I Loef, M Stitt, P Geigenberger. Increased levels of adenine nucleotides modify the interaction between starch synthesis and respiration when adenine is supplied to discs from growing potato tubers. Planta. 2001 Apr; 212(5-6):782-91. doi: 10.1007/s004250000461. [PMID: 11346952]
  • E M Farré, P Geigenberger, L Willmitzer, R N Trethewey. A possible role for pyrophosphate in the coordination of cytosolic and plastidial carbon metabolism within the potato tuber. Plant physiology. 2000 Jun; 123(2):681-8. doi: 10.1104/pp.123.2.681. [PMID: 10859198]
  • K Denyer, D Waite, S Motawia, B L Møller, A M Smith. Granule-bound starch synthase I in isolated starch granules elongates malto-oligosaccharides processively. The Biochemical journal. 1999 May; 340 ( Pt 1)(?):183-91. doi: 10.1042/bj3400183. [PMID: 10229673]
  • M A Ballicora, Y Fu, J B Frueauf, J Preiss. Heat stability of the potato tuber ADP-glucose pyrophosphorylase: role of Cys residue 12 in the small subunit. Biochemical and biophysical research communications. 1999 Apr; 257(3):782-6. doi: 10.1006/bbrc.1999.0469. [PMID: 10208860]
  • J M Imparl-Radosevich, D J Nichols, P Li, A L McKean, P L Keeling, H Guan. Analysis of purified maize starch synthases IIa and IIb: SS isoforms can be distinguished based on their kinetic properties. Archives of biochemistry and biophysics. 1999 Feb; 362(1):131-8. doi: 10.1006/abbi.1998.1028. [PMID: 9917337]
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