CAS: 15839-70-0; (((2R,3S,4R,5R)-5-(2-Amino-6-Oxo-3,6-Dihydro-9H-Purin-9-yl)-3,4-Dihydroxytetrahydrofuran-2-yl) Methyl) ((2R,3S,4R,5S,6S)-3,4,5-Trihydroxy-6-Methyltetrahydro-2H-Pyran-2-yl) Dihydrogen Diphosphate

该化合物是核糖,在细胞内的凝胶过程中具有关键作用,是脱氧氧糖的衍生物,是溶胶糖的产物,并参与了对细胞识别,信号和粘合十分重要的氟化甘醇球球菌的生物合成.GGDP-L-Focose的结构由一种与二磷酸组和L-focse糖相连的guanosine modie构成.该化合物通常存在于细胞的细胞细胞图层中,并被各种甘基基基转移酶用于将烟糖残留物转移至接受分子,如甘基蛋白和甘基脂分子.其合成由特定的酶催化,对于各种生物过程的正常运行至关重要,包括免疫反应和发展信号路径.由于其生物意义,GDP-升-Fooce对与细胞生物学,生物化学学和治疗应用有关的研究感兴趣.

结构式图片

上下游产品

CAS号18186-48-6 GDP-4-dehydro-6... | CAS号131897-73-9 2,3,4-tri-O-ben... | CAS号140223-15-0 1,2,3,4-Tetra-O... | CAS号16741-27-8 2,3,4-三-O-乙酰基-6... | CAS号374726-38-2 dibenzylphospho... | CAS号146-91-8 鸟苷-5'-二磷酸 | CAS号79365-98-3 6-O-A-L-FUCOPYR...

合成工艺路线路线简述

  • 合成目标产物 Guanosine 5′-Diphospho-β-L-Fucose 主要起始原料 2,3,4-Tri-O-Benzoylfucopyranosyl Bromide
  • (文献来源)合成步骤主要原料 2,3,4-Tri-O-Benzoylfucopyranosyl Bromide
Guanosine 5'-Diphospho-D-Mannose置于extract From Aerobacter Aerogenes,还原型辅酶ii(Nadph)四钠盐体系中,化学反应生成5`-二磷酸鸟嘌呤核苷-岩藻糖二钠盐
参考文献:从鸟苷二磷酸甘露糖形成鸟苷二磷酸岩藻糖
标题:从鸟苷二磷酸甘露糖形成鸟苷二磷酸岩藻糖
摘要:6-脱氧己糖,L-岩藻糖,作为细菌,植物和动物多糖或寡糖的组成部分在自然界中广泛分布.它的构型与 Lgalactose 相同,向早期的研究人员表明,它可能是通过将 Cl 还原为甲基并将 C-6 氧化为醛而从正半乳糖以生物合成方式形成的.由于某些细菌能够将特异标记的 N-葡萄糖-U4 转化为 L-岩藻糖-Cl4 而不会发生碳链倒置或断裂 (L-3),这一建议变得站不住脚.最近在人(4)中报道了类似的结果.1958 年,一种含有岩藻糖的鸟苷核苷酸,推测为鸟苷 5'-二磷酸-L-岩藻糖,从产气杆菌 (5) 和羊奶 (6) 中独立分离出来.随后通过对产气放气菌粗提物的实验提供了对 L-岩藻糖生物合成机制的深入了解,其中显示鸟苷 5'-二磷酸-N-甘露糖转化为鸟苷 5'-二磷酸-N-岩藻糖(7). 这种复杂的转化需要减少的三磷酸吡啶核苷酸.核苷酸的结构如图 1 所示.本论文涉及鸟苷 5'-二磷酸-L
Doi:10.1021/ja01549A083

专利信息


专利号:US-5714587-A
优先权日:1993-03-31
标 题 :Synthesis of anti-inflammatory compounds, and novel trisaccharides useful in the synthesis of anti-inflammatory compounds
发明人:LAINE ROGER A
权利人:UNIV LOUISIANA STATE; AGRICULTURAL AND MECHANICAL CO
摘要:Anti-inflammatory compounds are useful, for example, in treating arthritis and heart attack patients. Novel oligosaccharides useful in the rapid synthesis of certain anti-inflammatory compounds are disclosed, as is a rapid method of synthesizing the oligosaccharides. Low pH can loosen the acceptor specificity of galactosyltransferase (lactose synthase: EC 2.4.1.22), allowing the rapid synthesis of novel oligosaccharides. The disaccharides cellobiose (β1→4), laminaribiose (β1→3), gentiobiose (β1→6) and maltose (α1→4) acted as acceptors for lactose synthase under low pH conditions. From these four acceptors, the following four novel trisaccharides were synthesized: Gal p (β1→4)Glc p (β1→3) -Glc, Gal p (β1→4)Glc p (β1→4)-Glc, Gal p (β1→4)Glc p (β1→6)-Glc and Gal p (β1→4)Glc p (α1→4)Glc. These trisaccharides, and other oligosaccharides, may be synthesized in a few days with the disclosed technique, as opposed to the several months which would likely have been required with more traditional organic synthetic methods. These trisaccharides may be used as intermediates in the rapid synthesis of anti-inflammatory compounds.

专利号:US-5866378-A
优先权日:1995-10-06
标 题:Process for the synthesis of nucleotide-6-deoxy-D-xylo-4-hexuloses
发明人:MARQUARDT RUEDIGER; HOERSCH BRIGITTE; SEIFFERT-STOERIKO ANDREAS; STEIN ANDREAS; ZERVOSEN ASTRID; ELLING LOTHAR; KULA MARIA REGINA; VERSECK STEFAN; DISTLER JUERGEN; PIEPERSBERG WOLFGANG
权利人:HOECHST AG
摘要:The present invention relates to processes for the enzymatic synthesis of nucleotide-6-deoxy-D-xylo-4-hexuloses starting from a nucleoside monophosphate (NMP). These processes comprise simultaneous incubation of the following substances in a buffer solution: n (a) substrates comprising a nucleoside monophosphate, phosphoenolpyruvate, adenosine triphosphate, and sucrose; and n (b) enzymes comprising pyruvate kinase, nucleoside-monophosphate kinase, sucrose synthase and deoxythymidine-D-glucose 4,6dehydratase.

专利号:WO-9616071-A1
优先权日:1994-11-21
标题:PROCESSES FOR THE SYNTHESIS OF 3'-SUBSTITUTED LEWISx COMPOUNDS
发明人:SRIVASTAVA OM; IPPOLITO ROBERT; SRIVASTAVA GEETA; SZWEDA ROMAN; OHUCHI TOSHIO
权利人:GLYCOMED INC; SRIVASTAVA OM; IPPOLITO ROBERT; SRIVASTAVA GEETA; SZWEDA ROMAN; OHUCHI TOSHIO
摘要:Disclosed are processes for the chemical synthesis of 3'-substituted Lewis-OR compounds where R is an aglycon of at least one carbon atom. One particular compound prepared by the processes of this invention is 8-methoxycarbonyl-octyl-2-acetamido-3-O-( alpha -L-fucopyranosyl)-4-O-[3-O-sulfo- beta -D-galactopyranosyl]-2-deoxy- beta -D-glucopyranoside.

专利号:US-5352670-A
优先权日:1991-06-10
标题:Methods for the enzymatic synthesis of alpha-sialylated oligosaccharide glycosides
发明人:VENOT ANDRE P; UNGER FRANK M; KASHEM MOHAMMED A; BIRD PAUL; MAZID M ABDUL
权利人:ALBERTA RES COUNCIL
摘要:Disclosed are methods for the enzymatic synthesis of alpha-sialylated oligosaccharide glycosides. Specifically, in the disclosed methods, sialyltransferase is activated to transfer an analogue of sialic acid, employed as its CMP-nucleotide derivative, to an oligosaccharide glycoside. The analogue of sialic acid and the oligosaccharide employed in this method are selected to be compatible with the sialyltransferase employed.

专利号:US-2014228554-A1
优先权日:2011-03-18
标 题:Synthesis of new fucose-containing carbohydrate derivatives
发明人:CHAMPION ELISE; DEKANY GYULA; HEDEROS MARKUS; AGOSTON KAROLY
权利人:GLYCOM AS; GLYCOM AS
摘要:A method for the synthesis of a fucooligosaccharide glycosides by reacting a fucosyl donor with H-A-R 1 or a salt thereof, wherein A and R 1 are as defined herein, under the catalysis of an enzyme capable of transferring fucose is provided. The fucooligosaccharid glycoside compounds, or derivatives thereof, their use in the manufacture of human milk oligosaccharides, and a method of manufacture of human milk oligosaccharides, are also provided.

专利号:US-2008145899-A1
优先权日:2004-09-17
标题 :Production of Oligosaccharides By Microorganisms
发明人:JOHNSON KARL; BYRNE NOEL J; DEFREES SHAWN
权利人:NEOSE TECHNOLOGIES INC
摘要:The present invention relates to the enzymatic synthesis of oligosaccharides, including sialylated product saccharides. In particular, it relates to the use of recombinant cells to take up low cost precursors such as glucose, pyruvate and N-actyl-glucosamine, and to synthesize activated sugar moieties that are used in oligosaccharide synthesis. The methods make possible the synthesis of many oligosaccharides using microorganisms and readily available, relatively inexpensive starting materials.
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合成参考文献


参考文献:10.1016/s0021-9258(19)70796-0
摘要:Beyer TA, Hill RL. Enzymatic properties of the beta-galactoside alpha 1 leads to 2 fucosyltransferase from porcine submaxillary gland. Journal of Biological Chemistry. 1980 Jun;255(11):5373–9. doi: 10.1016/s0021-9258(19)70796-0.
参考文献:10.1074/jbc.274.31.21830
摘要:Leiter H, Mucha J, Staudacher E, Grimm R, Glössl J, Altmann F. Purification, cDNA cloning, and expression of GDP-L-Fuc:Asn-linked GlcNAc alpha1,3-fucosyltransferase from mung beans. J Biol Chem. 1999 Jul 30;274(31):21830–9. doi: 10.1074/jbc.274.31.21830.
参考文献:10.1074/jbc.m107849200
摘要:Wang Y, Shao L, Shi S, Harris RJ, Spellman MW, Stanley P, Haltiwanger RS. Modification of epidermal growth factor-like repeats with O-fucose. Molecular cloning and expression of a novel GDP-fucose protein O-fucosyltransferase. J Biol Chem. 2001 Oct 26;276(43):40338–45. doi: 10.1074/jbc.m107849200.
参考文献:10.1016/s0006-291x(05)81472-x
摘要:Koszdin KL, Bowen BR. The cloning and expression of a human α-1,3 fucosyltransferase capable of forming the E-selectin ligand. Biochemical and Biophysical Research Communications. 1992 Aug;187(1):152–7. doi: 10.1016/s0006-291x(05)81472-x.
参考文献:10.1016/s0014-5793(99)01489-1
摘要:van Tetering A, Schiphorst WE, van den Eijnden DH, van Die I. Characterization of a core alpha1-->3-fucosyltransferase from the snail Lymnaea stagnalis that is involved in the synthesis of complex-type N-glycans. FEBS Lett. 1999 Nov 19;461(3):311–4. doi: 10.1016/s0014-5793(99)01489-1.
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