Mannose 6-phosphate (BioDeep_00000014397)

 

Secondary id: BioDeep_00000229003, BioDeep_00000400316, BioDeep_00000400403, BioDeep_00000405414, BioDeep_00001868677

natural product human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


{[(2R,3S,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid

化学式: C6H13O9P (260.0297178)
中文名称: 甘露糖-6-磷酸, D-甘露糖-6-磷酸
谱图信息: 最多检出来源 Homo sapiens(feces) 0.21%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Mannose 6-phosphate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/mannose_6-phosphate (retrieved 2024-11-05) (BioDeep RN: BioDeep_00000014397). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(C1C(C(C(C(O1)O)O)O)O)OP(=O)(O)O
InChI: InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1

描述信息

Mannose 6-phosphate, also known as alpha-D-mannose-6-p or man-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Mannose 6-phosphate exists in all eukaryotes, ranging from yeast to humans. Within humans, mannose 6-phosphate participates in a number of enzymatic reactions. In particular, mannose 6-phosphate can be converted into fructose 6-phosphate through its interaction with the enzyme mannose-6-phosphate isomerase. In addition, mannose 6-phosphate can be biosynthesized from D-mannose through the action of the enzyme hexokinase-1. Mannose 6-phosphate is a potent competitive inhibitor of pinocytosis of human platelet beta-glucuronidase and it is a necessary component of the recognition marker on the enzyme for pinocytosis by human fibroblasts as well (PMID 908752). In humans, mannose 6-phosphate is involved in fructose intolerance, hereditary.
Mannose-6-phosphate is a potent competitive inhibitor of pinocytosis of human platelet beta-glucuronidase and it is a necessary component of the recognition marker on the enzyme for pinocytosis by human fibroblasts as well (PMID 908752). [HMDB]
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID M008

同义名列表

19 个代谢物同义名

{[(2R,3S,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid; Mannose-6-phosphate sodium salt, (D)-isomer; D-Mannose-6-phosphate barium salt hydrate; D-Mannose-6-phosphate mono sodium salt; Mannose-6-phosphate dilithium salt; Mannose-6-phosphate disodium salt; alpha-delta-Mannose-6-phosphate; alpha-D-Mannose-6-phosphate; delta-Mannose 6-phosphate; Mannose 6-phosphoric acid; alpha-delta-Mannose-6-p; D-Mannose-6-phosphate; D-Mannose 6-phosphate; alpha-D-Mannose-6-p; Mannose-6-phosphate; mannose 6 phosphate; Mannose 6-phosphate; Man-6-p; Mannose 6-phosphate



数据库引用编号

38 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(9)

PlantCyc(0)

代谢反应

163 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(76)

WikiPathways(1)

Plant Reactome(0)

INOH(3)

PlantCyc(69)

COVID-19 Disease Map(0)

PathBank(14)

PharmGKB(0)

2 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

  • Nan Zhao, Gang Deng, Pei-Xin Yuan, Ya-Fen Zhang, Lu-Yi Jiang, Xiaolu Zhao, Bao-Liang Song. TMEM241 is a UDP-N-acetylglucosamine transporter required for M6P modification of NPC2 and cholesterol transport. Journal of lipid research. 2023 Oct; ?(?):100465. doi: 10.1016/j.jlr.2023.100465. [PMID: 37890669]
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  • Junfeng Huang, Danqing Wang, Richard David Shipman, Zexin Zhu, Yuan Liu, Lingjun Li. Simultaneous enrichment and separation of neutral and sialyl glycopeptides of SARS-CoV-2 spike protein enabled by dual-functionalized Ti-IMAC material. Analytical and bioanalytical chemistry. 2021 Dec; 413(29):7295-7303. doi: 10.1007/s00216-021-03433-1. [PMID: 34155551]
  • Olga A Mareninova, Eszter T Vegh, Natalia Shalbueva, Carli Jm Wightman, Dustin L Dillon, Sudarshan Malla, Yan Xie, Toshimasa Takahashi, Zoltan Rakonczay, Samuel W French, Herbert Y Gaisano, Fred S Gorelick, Stephen J Pandol, Steven J Bensinger, Nicholas O Davidson, David W Dawson, Ilya Gukovsky, Anna S Gukovskaya. Dysregulation of mannose-6-phosphate-dependent cholesterol homeostasis in acinar cells mediates pancreatitis. The Journal of clinical investigation. 2021 08; 131(15):. doi: 10.1172/jci146870. [PMID: 34128834]
  • Basudeb Mondal, Tahiti Dutta, Sayam Sen Gupta. Dual enzyme responsive mannose-6-phosphate based vesicle for controlled lysosomal delivery. Chemical communications (Cambridge, England). 2021 Jan; 57(1):109-112. doi: 10.1039/d0cc06169g. [PMID: 33290458]
  • Giorgia Di Lorenzo, Renata Voltolini Velho, Dominic Winter, Melanie Thelen, Shiva Ahmadi, Michaela Schweizer, Raffaella De Pace, Kerstin Cornils, Timur Alexander Yorgan, Saskia Grüb, Irm Hermans-Borgmeyer, Thorsten Schinke, Sven Müller-Loennies, Thomas Braulke, Sandra Pohl. Lysosomal Proteome and Secretome Analysis Identifies Missorted Enzymes and Their Nondegraded Substrates in Mucolipidosis III Mouse Cells. Molecular & cellular proteomics : MCP. 2018 08; 17(8):1612-1626. doi: 10.1074/mcp.ra118.000720. [PMID: 29773673]
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  • Abigail Cline, Ningguo Gao, Heather Flanagan-Steet, Vandana Sharma, Sabrina Rosa, Roberto Sonon, Parastoo Azadi, Kirsten C Sadler, Hudson H Freeze, Mark A Lehrman, Richard Steet. A zebrafish model of PMM2-CDG reveals altered neurogenesis and a substrate-accumulation mechanism for N-linked glycosylation deficiency. Molecular biology of the cell. 2012 Nov; 23(21):4175-87. doi: 10.1091/mbc.e12-05-0411. [PMID: 22956764]
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  • Alberto Ramírez-Mata, Colette Michalak, Guillermo Mendoza-Hernández, Alfonso León-Del-Río, Alfonso González-Noriega. Annexin VI is a mannose-6-phosphate-independent endocytic receptor for bovine β-glucuronidase. Experimental cell research. 2011 Oct; 317(16):2364-73. doi: 10.1016/j.yexcr.2011.05.025. [PMID: 21672540]
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  • Eline van Meel, Marielle Boonen, Haibo Zhao, Viola Oorschot, F Patrick Ross, Stuart Kornfeld, Judith Klumperman. Disruption of the Man-6-P targeting pathway in mice impairs osteoclast secretory lysosome biogenesis. Traffic (Copenhagen, Denmark). 2011 Jul; 12(7):912-24. doi: 10.1111/j.1600-0854.2011.01203.x. [PMID: 21466643]
  • Katrin Marschner, Katrin Kollmann, Michaela Schweizer, Thomas Braulke, Sandra Pohl. A key enzyme in the biogenesis of lysosomes is a protease that regulates cholesterol metabolism. Science (New York, N.Y.). 2011 Jul; 333(6038):87-90. doi: 10.1126/science.1205677. [PMID: 21719679]
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  • Russell Dahl, Yalda Bravo, Vandana Sharma, Mie Ichikawa, Raveendra-Panickar Dhanya, Michael Hedrick, Brock Brown, Justin Rascon, Michael Vicchiarelli, Arianna Mangravita-Novo, Li Yang, Derek Stonich, Ying Su, Layton H Smith, Eduard Sergienko, Hudson H Freeze, Nicholas D P Cosford. Potent, selective, and orally available benzoisothiazolone phosphomannose isomerase inhibitors as probes for congenital disorder of glycosylation Ia. Journal of medicinal chemistry. 2011 May; 54(10):3661-8. doi: 10.1021/jm101401a. [PMID: 21539312]
  • Coralie Bernon, Yoann Carré, Elina Kuokkanen, Marie-Christine Slomianny, Anne-Marie Mir, Frédéric Krzewinski, René Cacan, Pirkko Heikinheimo, Willy Morelle, Jean-Claude Michalski, François Foulquier, Sandrine Duvet. Overexpression of Man2C1 leads to protein underglycosylation and upregulation of endoplasmic reticulum-associated degradation pathway. Glycobiology. 2011 Mar; 21(3):363-75. doi: 10.1093/glycob/cwq169. [PMID: 20978011]
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  • Jai Prakash, Leonie Beljaars, Akshay K Harapanahalli, Mieke Zeinstra-Smith, Alie de Jager-Krikken, Martin Hessing, Herman Steen, Klaas Poelstra. Tumor-targeted intracellular delivery of anticancer drugs through the mannose-6-phosphate/insulin-like growth factor II receptor. International journal of cancer. 2010 Apr; 126(8):1966-1981. doi: 10.1002/ijc.24914. [PMID: 19795464]
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  • Marielle Boonen, Peter Vogel, Kenneth A Platt, Nancy Dahms, Stuart Kornfeld. Mice lacking mannose 6-phosphate uncovering enzyme activity have a milder phenotype than mice deficient for N-acetylglucosamine-1-phosphotransferase activity. Molecular biology of the cell. 2009 Oct; 20(20):4381-9. doi: 10.1091/mbc.e09-05-0398. [PMID: 19710420]
  • Feng-Qian Li, Hua Su, Xu Chen, Xian-Ju Qin, Ji-Yong Liu, Quan-Gang Zhu, Jin-Hong Hu. Mannose 6-phosphate-modified bovine serum albumin nanoparticles for controlled and targeted delivery of sodium ferulate for treatment of hepatic fibrosis. The Journal of pharmacy and pharmacology. 2009 Sep; 61(9):1155-61. doi: 10.1211/jpp/61.09.0004. [PMID: 19703364]
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  • Friedemann Laube. Mannose-6-phosphate/insulin-like growth factor-II receptor in human melanoma cells: effect of ligands and antibodies on the receptor expression. Anticancer research. 2009 Apr; 29(4):1383-8. doi: NULL. [PMID: 19414391]
  • Aya Higashidani, Lars Bode, Atsushi Nishikawa, Hudson H Freeze. Exogenous mannose does not raise steady state mannose-6-phosphate pools of normal or N-glycosylation-deficient human fibroblasts. Molecular genetics and metabolism. 2009 Apr; 96(4):268-72. doi: 10.1016/j.ymgme.2008.12.005. [PMID: 19157945]
  • Ningning Yang, Zhaoyang Ye, Feng Li, Ram I Mahato. HPMA polymer-based site-specific delivery of oligonucleotides to hepatic stellate cells. Bioconjugate chemistry. 2009 Feb; 20(2):213-21. doi: 10.1021/bc800237t. [PMID: 19133717]
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  • Xiang Fei, Christopher M Connelly, Richard G MacDonald, David B Berkowitz. A set of phosphatase-inert 'molecular rulers' to probe for bivalent mannose 6-phosphate ligand-receptor interactions. Bioorganic & medicinal chemistry letters. 2008 May; 18(10):3085-9. doi: 10.1016/j.bmcl.2007.11.094. [PMID: 18068981]
  • Meiqian Qian, David E Sleat, Haiyan Zheng, Dirk Moore, Peter Lobel. Proteomics analysis of serum from mutant mice reveals lysosomal proteins selectively transported by each of the two mannose 6-phosphate receptors. Molecular & cellular proteomics : MCP. 2008 Jan; 7(1):58-70. doi: 10.1074/mcp.m700217-mcp200. [PMID: 17848585]
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