CAS: 6815-91-4; Gdp-L-Galactose

该化合物是一种核糖,在碳水化合物新陈代谢和生物合成中起着关键作用.它是甘蓝的衍生物,一种单沙酸盐,并参与聚沙酸盐和甘蓝蛋白的合成.化合物由两种磷酸组和甘甘蔗的瓜诺西尼组成,后者位于L-配置中. GDP-L-甘蓝在各种甘合反应中充当甘蓝残留物的捐赠者,促进甘蓝向接受分子的转移.这一过程对于形成复杂的碳水化合物至关重要,并且对细胞功能(包括细胞信号和结构完整性)很重要.该化合物通常存在于细胞的细胞细胞表层中,通过特定的酶路径从UDP-甘甘甘糖合成.其在代谢途径中的作用突出其在植物和动物合成系统(特别是合成的胶合)中的重要性.

结构式图片

MSDS等安全信息

    上下游产品

    Guanosine 5'-Diphospho-D-Mannose
    Guanosine 5'-Triphosphate 86-01-1
    Gmp-Morpholidate 7390-53-6

    合成工艺路线路线简述

      📜Guanosine 5'-Diphospho-D-Mannose置于tris-Hcl Buffer,Nicotinamide Adenine Dinucleotide体系中,化学反应生成 Gdp-L-Gulose,[5-(2-氨基-6-氧代-3,6-二氢-9H-嘌呤-9-基)-3,4-二羟基四氢-2-呋喃基]甲基 3,4,5-三羟基-6-(羟基甲基)四氢-2H-吡喃-2-基二氢二磷酸酯
      参考文献:Characterization Of A Gdp-D-Mannose 3'',5''-Epimerase From Rice
      标题:Characterization Of A Gdp-D-Mannose 3'',5''-Epimerase From Rice
      摘要:The Enzymatic Characterization Of Gdp-D-Mannose 3",5"-Epimerase (Gme),A Key Enzyme In The Biosynthesis Of Vitamin C In Plants Is Described. The Gme Gene (Genbank Accession No. Ab 193582) In Rice Was Cloned,And Expressed As A Fusion Protein In Escherichia Coli. Reaction Products From Gdp-D-Mannose,As Produced By Gme Catalysis,Were Separated By Recycling HPLC On An Ods Column,And Were Determined To Be Gdp-L-Galactose And Gdp-L-Gulose,Based On Their NMR Spectra And Sugar Analysis. The Reaction Catalyzed By Gme Was Inhibited By Gdp,And Was Strongly Accelerated By Nad(+) In Contrast To The Case Of Gme From Arabidopsis Thaliana. This Difference In The Effect Of Nad(+) On Gme Activity Can Be Attributed To The Nad Binding Domain Which Is Conserved In The Rice Gene,But Not In The Arabidopsis Thaliana Gene. The Apparent K-M And K(Cat) Were Determined To Be 1.20 X 10(-5) M And 0.127 S(-1),Respectively,In The Presence Of 20 Mu M Nad(+). The Fractions Of Gdp-D-Mannose,Gdp-L-Galactose And Gdp-L-Gulose,At Equilibrium,Were Approximately 0.75,0.20 And 0.05,Respectively. (C) 2005 Elsevier Ltd. All Rights Reserved.
      DOI:10.1016/j.Phytochem.2005.12.003

      海关参考信息

      专利信息


      专利号:US-2002142422-A1
      优先权日:1999-12-16
      标 题 :Moss genes from physcomitrella patens encoding proteins involved in the synthesis of amino acids, vitamins, cofactors, nucleotides and nucleosides
      发明人:LERCHL JENS; RENZ ANDREAS; EHRHARDT THOMAS; REINDL ANDREAS; CIRPUS PETRA; BISCHOFF FRIEDRICH; FRANK MARKUS; FREUND ANNETTE; DUWENIG ELKE; SCHMIDT RALF-MICHAEL; RESKI RALF
      摘要:Isolated nucleic acid molecules, designated MP protein nucleic acid molecules, which encode novel MP proteins from e.g. Phycomitrella patens are described. The invention also provides antisense nucleic acid molecules, recombinant expression vectors containing MP protein nucleic acid molecules, and host cells into which the expression vectors have been introduced. The invention still further provides isolated MP proteins, mutated MP proteins, fusion proteins, antigenic peptides and methods for the improvement of production of a desired compound from transformed cells, organisms or plants based on genetic engineering of MP protein genes in these organisms.

      专利号:US-2006156431-A1
      优先权日:2003-07-18
      标题 :L-gulose dependent vitamin C synthesis
      发明人:WOLUCKA BEATA
      权利人:UNIV GENT
      摘要:The present invention relates to L-gulose dependent vitamin C synthesis. More specifically, the present invention relates to a synthesis pathway of vitamin C, comprising the formation of GDP-L-gulose by GDP-mannose 3″,5″-epimerase, and subsequent transformation into L-gulose and L-ascorbic acid.

      专利号:WO-02103001-A1
      优先权日:2001-06-15
      标 题 :Gdp-mannose-3',5'-epimerase and methods of use thereof
      发明人:WOLUCKA BEATA
      权利人:VLAAMS INTERUNIV INST BIOTECH; WOLUCKA BEATA
      摘要:The identification of a new key enzyme in vitamin C synthesis, and its use to modulate vitamin C synthesis in eukaryotic cells are disclosed. Specifically, the isolation of a multimeric GDP-mannose-3',5'-epimerase, the identification, cloning and expression of a nucleic acid sequence encoding GDP-mannose-3',5'-epimerase, methods of producing GDP-mannose-3',5'-epimerase, transgenic plants and microorganisms that express the GDP-mannose-3',5'-epimerase, and methods of production of ascorbic acid using the GDP-mannose-3',5'-epimerase are disclosed.

      专利号:US-2015225758-A1
      优先权日:2011-11-08
      标 题 :Genetically modified cells and methods for making activated sugar-nucleotides
      发明人:BAR-PELED MAOR; YANG TING
      权利人:UNIV GEORGIA
      摘要:This disclosure generally relates to genetically engineered cells and methods of making and using such genetically engineered cells. Generally, the genetically engineered cells exhibit an increase in synthesis of an activated sugar-nucleotide compared to a wild type control. In some embodiments, the activated sugar-nucleotide produced by the genetically engineered cell is an activated sugar-nucleotide that is not natively synthesized by wild type, un-engineered cell. In some embodiments, the activated sugar-nucleotide is an activated uridine diphosphate sugar nucleotide. In other embodiments, the activated sugar-nucleotide is an activated cysteine monophosphate sugar nucleotide. In still other embodiments, the activated sugar-nucleotide is an activated guanosine diphosphate sugar nucleotide. In some embodiments, the activated sugar-nucleotide includes an isotopic label.

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      ✅ COA系统入驻 | 共享模式

      主要参考文献

      参考标题:Chemoenzymatic Synthesis Of L-Galactosylated Dimeric Sialyl Lewis X Structures Employing α-1,3-Fucosyltransferase V
      作者:Arno Düffels,Luke G. Green,Roman Lenz,Steven V. Ley,Stephane P. Vincent,Chi-Huey Wong |发布日期:2000.10
      摘要:L-Galactosylated Dimeric Sialyl Lewis X (Slex) Has Been Prepared Employing A Combination Of Chemical And Enzymatic Synthetic Methods. Gdp-L-Galactose Has Been Chemically Synthesised. Enzymatic Transfer Of L-Galactose Onto The Acceptor (Sia-Alpha2,3-Gal-Beta1,4-Glcnac-Beta1,3/6)2-Man-Alpha1-Ome Was Achieved Using The Human Alpha-1,3-Fucosyltransferase V.

      合成参考文献


      参考文献:10.1007/s11103-008-9350-4
      摘要:Müller-Moulé P. An expression analysis of the ascorbate biosynthesis enzyme VTC2. Plant Mol Biol. 2008 Sep;68(1-2):31–41. doi: 10.1007/s11103-008-9350-4.
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