GDP-L-fucose (BioDeep_00001869070)
Main id: BioDeep_00000003567
代谢物信息卡片
GDP-L-fucose
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: CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)O)O)O)O
InChI: InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5+,7+,8+,9+,10+,11-,14+,15+/m0/s1
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:17009
- ChEBI: CHEBI:13332
- KEGG: C00325
- PubChem: 135398655
- ChEMBL: CHEMBL1229250
- MeSH: Guanosine Diphosphate Fucose
- MetaboLights: MTBLC17009
- PubChem: 3619
- PDB-CCD: GFB
- 3DMET: B04668
- NIKKAJI: J272.491J
- RefMet: GDP-L-fucose
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)
0 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
- Cezary Waszczak, Dmitry Yarmolinsky, Marina Leal Gavarrón, Triin Vahisalu, Maija Sierla, Olena Zamora, Ross Carter, Tuomas Puukko, Nina Sipari, Airi Lamminmäki, Jörg Durner, Dieter Ernst, J Barbro Winkler, Lars Paulin, Petri Auvinen, Andrew J Fleming, Mats X Andersson, Hannes Kollist, Jaakko Kangasjärvi. Synthesis and import of GDP-l-fucose into the Golgi affect plant-water relations.
The New phytologist.
2023 Nov; ?(?):. doi:
10.1111/nph.19378. [PMID: 37964509] - René G Feichtinger, Andreas Hüllen, Andreas Koller, Dieter Kotzot, Valerian Grote, Erdmann Rapp, Peter Hofbauer, Karin Brugger, Christian Thiel, Johannes A Mayr, Saskia B Wortmann. A spoonful of L-fucose-an efficient therapy for GFUS-CDG, a new glycosylation disorder.
EMBO molecular medicine.
2021 09; 13(9):e14332. doi:
10.15252/emmm.202114332. [PMID: 34468083] - Li Wan, Yingying Zhu, Wen Li, Wenli Zhang, Wanmeng Mu. Combinatorial Modular Pathway Engineering for Guanosine 5'-Diphosphate-l-fucose Production in Recombinant Escherichia coli.
Journal of agricultural and food chemistry.
2020 May; 68(20):5668-5675. doi:
10.1021/acs.jafc.0c01064. [PMID: 32336091] - Beatriz Gonçalves, Aude Maugarny-Calès, Bernard Adroher, Millán Cortizo, Nero Borrega, Thomas Blein, Alice Hasson, Emilie Gineau, Grégory Mouille, Patrick Laufs, Nicolas Arnaud. GDP-L-fucose is required for boundary definition in plants.
Journal of experimental botany.
2017 12; 68(21-22):5801-5811. doi:
10.1093/jxb/erx402. [PMID: 29186469] - Yiwei Wang, Dan Huang, Kai-Yuan Chen, Min Cui, Weihuan Wang, Xiaoran Huang, Amad Awadellah, Qing Li, Ann Friedman, William W Xin, Luca Di Martino, Fabio Cominelli, Alex Miron, Ricky Chan, James G Fox, Yan Xu, Xiling Shen, Mathew F Kalady, Sanford Markowitz, Ivan Maillard, John B Lowe, Wei Xin, Lan Zhou. Fucosylation Deficiency in Mice Leads to Colitis and Adenocarcinoma.
Gastroenterology.
2017 01; 152(1):193-205.e10. doi:
10.1053/j.gastro.2016.09.004. [PMID: 27639802] - Aline Voxeur, Ludivine Soubigou-Taconnat, Frédéric Legée, Kaori Sakai, Sébastien Antelme, Mylène Durand-Tardif, Catherine Lapierre, Richard Sibout. Altered lignification in mur1-1 a mutant deficient in GDP-L-fucose synthesis with reduced RG-II cross linking.
PloS one.
2017; 12(9):e0184820. doi:
10.1371/journal.pone.0184820. [PMID: 28961242] - Hongchao Wang, Chen Zhang, Haiqin Chen, Qin Yang, Xin Zhou, Zhennan Gu, Hao Zhang, Wei Chen, Yong Q Chen. Biochemical characterization of an isoform of GDP-D-mannose-4,6-dehydratase from Mortierella alpina.
Biotechnology letters.
2016 Oct; 38(10):1761-8. doi:
10.1007/s10529-016-2153-9. [PMID: 27395065] - Joana Rocha, Félix Cicéron, Daniele de Sanctis, Mickael Lelimousin, Valérie Chazalet, Olivier Lerouxel, Christelle Breton. Structure of Arabidopsis thaliana FUT1 Reveals a Variant of the GT-B Class Fold and Provides Insight into Xyloglucan Fucosylation.
The Plant cell.
2016 10; 28(10):2352-2364. doi:
10.1105/tpc.16.00519. [PMID: 27637560] - Félix Cicéron, Joana Rocha, Sumaira Kousar, Sara Fasmer Hansen, Valérie Chazalet, Emilie Gillon, Christelle Breton, Olivier Lerouxel. Expression, purification and biochemical characterization of AtFUT1, a xyloglucan-specific fucosyltransferase from Arabidopsis thaliana.
Biochimie.
2016 Sep; 128-129(?):183-92. doi:
10.1016/j.biochi.2016.08.012. [PMID: 27580247] - Hongchao Wang, Chen Zhang, Haiqin Chen, Qin Yang, Xin Zhou, Zhennan Gu, Hao Zhang, Wei Chen, Yong Q Chen. Characterization of an fungal l-fucokinase involved in Mortierella alpina GDP-l-fucose salvage pathway.
Glycobiology.
2016 08; 26(8):880-887. doi:
10.1093/glycob/cww032. [PMID: 26957583] - Carsten Rautengarten, Berit Ebert, Lifeng Liu, Solomon Stonebloom, Andreia M Smith-Moritz, Markus Pauly, Ariel Orellana, Henrik Vibe Scheller, Joshua L Heazlewood. The Arabidopsis Golgi-localized GDP-L-fucose transporter is required for plant development.
Nature communications.
2016 07; 7(?):12119. doi:
10.1038/ncomms12119. [PMID: 27381418] - Joana Rocha, Félix Cicéron, Olivier Lerouxel, Christelle Breton, Daniele de Sanctis. The galactoside 2-α-L-fucosyltransferase FUT1 from Arabidopsis thaliana: crystallization and experimental MAD phasing.
Acta crystallographica. Section F, Structural biology communications.
2016 07; 72(Pt 7):564-8. doi:
10.1107/s2053230x16009584. [PMID: 27380374] - Jenny C Mortimer, Xiaolan Yu, Sandra Albrecht, Francesca Sicilia, Mariela Huichalaf, Diego Ampuero, Louise V Michaelson, Alex M Murphy, Toshiro Matsunaga, Samantha Kurz, Elaine Stephens, Timothy C Baldwin, Tadashi Ishii, Johnathan A Napier, Andreas P M Weber, Michael G Handford, Paul Dupree. Abnormal glycosphingolipid mannosylation triggers salicylic acid-mediated responses in Arabidopsis.
The Plant cell.
2013 May; 25(5):1881-94. doi:
10.1105/tpc.113.111500. [PMID: 23695979] - Ming Chang, Li-Ping Bai, Jung-Jie Shan, Rong Jiang, Yang Zhang, Lian-Hong Guo, Ren Zhang, Yuan Li. Biochemical characteristics and function of a fucosyltransferase encoded by ste7 in Ebosin biosynthesis of Streptomyces sp. 139.
Journal of microbiology and biotechnology.
2009 Oct; 19(10):1092-7. doi:
10.4014/jmb.0903.3021. [PMID: 19884764] - Floriana Fruscione, Laura Sturla, Garry Duncan, James L Van Etten, Paola Valbuzzi, Antonio De Flora, Eleonora Di Zanni, Michela Tonetti. Differential role of NADP+ and NADPH in the activity and structure of GDP-D-mannose 4,6-dehydratase from two chlorella viruses.
The Journal of biological chemistry.
2008 Jan; 283(1):184-193. doi:
10.1074/jbc.m706614200. [PMID: 17974560] - Dongkyu Park, Kyoung-Seok Ryu, Dongwook Choi, Jaechan Kwak, Chankyu Park. Characterization and role of fucose mutarotase in mammalian cells.
Glycobiology.
2007 Sep; 17(9):955-62. doi:
10.1093/glycob/cwm066. [PMID: 17602138] - Jaana Niittymäki, Pirkko Mattila, Risto Renkonen. Differential gene expression of GDP-L-fucose-synthesizing enzymes, GDP-fucose transporter and fucosyltransferase VII.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica.
2006 Jul; 114(7-8):539-48. doi:
10.1111/j.1600-0463.2006.apm_461.x. [PMID: 16907860] - Laura Huopaniemi, Meelis Kolmer, Jaana Niittymäki, Markku Pelto-Huikko, Risto Renkonen. Inflammation-induced transcriptional regulation of Golgi transporters required for the synthesis of sulfo sLex glycan epitopes.
Glycobiology.
2004 Dec; 14(12):1285-94. doi:
10.1093/glycob/cwh131. [PMID: 15269183] - Arjon J van Hengel, Keith Roberts. Fucosylated arabinogalactan-proteins are required for full root cell elongation in arabidopsis.
The Plant journal : for cell and molecular biology.
2002 Oct; 32(1):105-13. doi:
10.1046/j.1365-313x.2002.01406.x. [PMID: 12366804] - H Höfte. Plant biology. A Baroque residue in red wine.
Science (New York, N.Y.).
2001 Oct; 294(5543):795-7. doi:
10.1126/science.1066242. [PMID: 11679653] - T Lübke, T Marquardt, A Etzioni, E Hartmann, K von Figura, C Körner. Complementation cloning identifies CDG-IIc, a new type of congenital disorders of glycosylation, as a GDP-fucose transporter deficiency.
Nature genetics.
2001 May; 28(1):73-6. doi:
10.1038/ng0501-73. [PMID: 11326280] - C P Bonin, W D Reiter. A bifunctional epimerase-reductase acts downstream of the MUR1 gene product and completes the de novo synthesis of GDP-L-fucose in Arabidopsis.
The Plant journal : for cell and molecular biology.
2000 Mar; 21(5):445-54. doi:
10.1046/j.1365-313x.2000.00698.x. [PMID: 10758496] - C Wulff, L Norambuena, A Orellana. GDP-fucose uptake into the Golgi apparatus during xyloglucan biosynthesis requires the activity of a transporter-like protein other than the UDP-glucose transporter.
Plant physiology.
2000 Mar; 122(3):867-77. doi:
10.1104/pp.122.3.867. [PMID: 10712551] - H Leiter, J Mucha, E Staudacher, R Grimm, J Glössl, F Altmann. Purification, cDNA cloning, and expression of GDP-L-Fuc:Asn-linked GlcNAc alpha1,3-fucosyltransferase from mung beans.
The Journal of biological chemistry.
1999 Jul; 274(31):21830-9. doi:
10.1074/jbc.274.31.21830. [PMID: 10419500] - Y Lamrabet, R A Bellogín, T Cubo, R Espuny, A Gil, H B Krishnan, M Megias, F J Ollero, S G Pueppke, J E Ruiz-Sainz, H P Spaink, P Tejero-Mateo, J Thomas-Oates, J M Vinardell. Mutation in GDP-fucose synthesis genes of Sinorhizobium fredii alters Nod factors and significantly decreases competitiveness to nodulate soybeans.
Molecular plant-microbe interactions : MPMI.
1999 Mar; 12(3):207-17. doi:
10.1094/mpmi.1999.12.3.207. [PMID: 10065558] - B J Mengeling, S J Turco. A high-yield, enzymatic synthesis of GDP-D-[3H]arabinose and GDP-L-[3H]fucose.
Analytical biochemistry.
1999 Feb; 267(1):227-33. doi:
10.1006/abio.1998.3011. [PMID: 9918676] - I Pastuszak, C Ketchum, G Hermanson, E J Sjoberg, R Drake, A D Elbein. GDP-L-fucose pyrophosphorylase. Purification, cDNA cloning, and properties of the enzyme.
The Journal of biological chemistry.
1998 Nov; 273(46):30165-74. doi:
10.1074/jbc.273.46.30165. [PMID: 9804772] - C Körner, L Lehle, K von Figura. Abnormal synthesis of mannose 1-phosphate derived carbohydrates in carbohydrate-deficient glycoprotein syndrome type I fibroblasts with phosphomannomutase deficiency.
Glycobiology.
1998 Feb; 8(2):165-71. doi:
10.1093/glycob/8.2.165. [PMID: 9451026] - C P Bonin, I Potter, G F Vanzin, W D Reiter. The MUR1 gene of Arabidopsis thaliana encodes an isoform of GDP-D-mannose-4,6-dehydratase, catalyzing the first step in the de novo synthesis of GDP-L-fucose.
Proceedings of the National Academy of Sciences of the United States of America.
1997 Mar; 94(5):2085-90. doi:
10.1073/pnas.94.5.2085. [PMID: 9050909] - H Masutani, H Kimura. Purification and characterization of secretory-type GDP-L-fucose: beta-D-galactoside 2-alpha-L-fucosyltransferase from human gastric mucosa.
Journal of biochemistry.
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The Biochemical journal.
1984 Nov; 224(1):277-84. doi:
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Biochemical and biophysical research communications.
1984 Mar; 119(3):1028-33. doi:
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Clinica chimica acta; international journal of clinical chemistry.
1980 Nov; 108(1):41-8. doi:
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The Biochemical journal.
1979 Mar; 178(3):661-71. doi:
10.1042/bj1780661. [PMID: 454374] - T Taki, Y Hirabayashi, M Matsumoto, K Kojima. Enzymic synthesis of a new type of fucose-containing glycolipid with fucosyltransferase of rat ascites hepatoma cell, AH 7974F.
Biochimica et biophysica acta.
1979 Jan; 572(1):105-12. doi:
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Journal of the National Cancer Institute.
1978 Jul; 61(1):151-62. doi:
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European journal of biochemistry.
1978 Mar; 84(2):363-8. doi:
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European journal of biochemistry.
1978 Mar; 84(1):161-6. doi:
10.1111/j.1432-1033.1978.tb12152.x. [PMID: 77221] - J P Cartron, C Mulet. [Activities of 2-alpha-L-fucosyltransferase in the serum and erythrocyte membranes of 'Bombay' and 'para-Bombay' subjects].
Revue francaise de transfusion et immuno-hematologie.
1978 Feb; 21(1):29-46. doi:
10.1016/s0338-4535(78)80030-0. [PMID: 653210] - P Khilanani, T H Chou, V Ratanatharathorn, D Kessel. Evaluation of two plasma fucosyltransferases as marker enzymes in non-Hodgkin's lymphoma.
Cancer.
1978 Feb; 41(2):701-5. doi:
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Cancer research.
1978 Jan; 38(1):181-4. doi:
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Cancer treatment reports.
1978 Jan; 62(1):147-9. doi:
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Cancer research.
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Clinical biochemistry.
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Journal of the National Cancer Institute.
1977 Jul; 59(1):29-32. doi:
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Biochemical and biophysical research communications.
1976 May; 76(2):488-94. doi:
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European journal of biochemistry.
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