GDP-6-deoxy-L-mannose (BioDeep_00000016234)
代谢物信息卡片
GDP-6-deoxy-L-mannose
化学式: C16H25N5O15P2 (589.0822)
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
7 个数据库交叉引用编号
- ChEBI: CHEBI:27886
- KEGG: C05386
- PubChem: 135410864
- PubChem: 135398715
- MeSH: Guanosine Diphosphate Fucose
- PubChem: 7760
- 3DMET: B01852
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。
| 亚细胞结构定位 | 关联基因列表 |
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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] - 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] - 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] - 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] - 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] - 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] - 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] - 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] - J D Zieske, I A Bernstein. Epidermal fucosylation of cell surface glycoprotein.
Biochemical and biophysical research communications.
1984 Mar; 119(3):1028-33. doi:
10.1016/0006-291x(84)90877-5. [PMID: 6712661] - J R Green, D H Northcote. Polyprenyl phosphate sugars synthesized during slime-polysaccharide production by membranes of the root-cap cells of maize (Zea mays).
The Biochemical journal.
1979 Mar; 178(3):661-71. doi:
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