CAS: 3767-28-0; (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(4-Nitrophenoxy)Tetrahydro-2H-Pyran-3,4,5-Triol

该化合物是一种合成化合物,通常用作酶实验中的基质,特别是用于检测甘蓝菌活性,其特征是结构结构,由与p-硝基苯组相连的凝胶拉诺氏体组成,通常为白色至黄色的黄色晶状固体,在水和有机溶剂中溶解,使其能用于实验室应用.在通过甘蓝溶液进行水解时,它释放p-nicrophoenol,可量化地测量分光谱,提供测量酶活性的手段.该化合物在正常的实验室条件下稳定,但应储存在远离光的地方,以防止降解.其分子公式反映碳,氢,氮和氧的构成,并且具有特定的分子重量.p-Nitrobety-D-glucoprolatheradide在生物化学研究中广泛使用,特别是在涉及碳水化合物代谢和酶运动学的研究中.

结构式图片

相似化合物

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上下游产品

CAS号14131-42-1 (4-硝基)苯基-2,3,4,... | CAS号115850-12-9 4-nitrophenyl-O... | CAS号66068-37-9 4-硝基苯基aD-麦芽四糖苷 | CAS号66068-38-0 对硝基苯基麦芽五糖 | CAS号100-02-7 对硝基苯酚 | CAS号604-69-3 β-D-葡萄糖五乙酸酯 | CAS号69-79-4 麦芽糖 | CAS号133978-86-6 | CAS号74173-31-2 4-硝基苯基aD-麦芽七糖苷 | CAS号109055-07-4 苯亚甲基-对硝基苯-Alpha... | CAS号492-62-6 α-D-葡萄糖 | CAS号100-02-7 对硝基苯酚 | CAS号14609-74-6 Phenol, 4-nitro... | CAS号250674-88-5 4-硝基苯基4,6-亚苄基-a... | CAS号31302-52-0 对氨基苯基-alpha-D-半乳糖苷 | CAS号3482-57-3 4-硝基苯基-β-D-纤维二糖苷 | CAS号72647-96-2 4-Nitrophenyl 6... | CAS号136632-95-6 (2R,3R,4S,5S,6R... | CAS号66068-38-0 对硝基苯基麦芽五糖 | CAS号71484-85-0 4-硝基苯基-α-D-葡萄糖苷酸

合成工艺路线路线简述

  • 合成目标产物 4-Nitrophenyl-Alpha-D-Glucopyranoside 主要起始原料 (4-Nitro)Phenyl-2,3,4,6-Tetra-O-Acetyl-Alpha-D-Glucopyranoside
  • (文献来源)合成步骤主要原料 (4-Nitro)Phenyl-2,3,4,6-Tetra-O-Acetyl-Alpha-D-Glucopyranoside
Sodium;[(2R,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-2-(4-Nitrophenoxy)Oxan-3-Yl] Sulfate置于abalone Sulfatase体系中,用 Acetate Buffer 用作溶剂,化学反应 75.0H,以28%的收率获得对硝基苯-α-D-葡萄糖吡喃苷
参考文献:Sulfatase-Catalyzed Assembly Of Regioselectively O-Sulfonated P-Nitrophenyl α-D-Gluco-And α-D-Mannopyranosides
标题:Sulfatase-Catalyzed Assembly Of Regioselectively O-Sulfonated P-Nitrophenyl α-D-Gluco-And α-D-Mannopyranosides
摘要:A Chemoenzymic Methodology Is Extended To The Library Synthesis Of Regioselectively O-Sulfonated Pnp D-Gluco And D Mannopyranosides. The Method Involves The Sequential Reactions Of Chemical O-Sulfonation And Sulfatase-Catalyzed O-Desulfonation. Pnp 2,6-Di-O-Suolfo-Alpha-D-Glucopyranoside And Pnp 3,6-Di-O-Sulfo-Alpha-D-Mannopyranoside Were Obtained As Sodium Salts Using Chemical Methods By Way Of Dibutylstannylene Acetals Or Tributylstannyl Ethers. They Were Then Applied To Enzyme Reactions Using Three Molluscan Enzymes (Snail,Limpet,And Abalone). The Sulfatase Reactions Cleaved A Sulfate Group At The Secondary O-2 Or O-3 Position To Yield The Corresponding Pnp 6-O-Sulfo Sugars. Neither Pnp 6-O-Sulfo-Alpha-D-Glucopyranoside Nor 6-O-Sulfo-Alpha-D-Mannopyranoside Became The Enzyme Substrate. Evidently,The Molluscan Sulfatases Have A Tendency To Cleave The Secondary O-Sulfo Group With Assistance From The 6-O-Sulfo Group. (C) 2004 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Carres.2004.03.026

海关参考信息

专利信息


专利号:US-2003138880-A1
优先权日:2001-08-24
标 题:Solid-phase synthesis of oligosaccharides and glycopeptides using glycosynthases
发明人:WITHERS STEPHEN G; JENSEN KNUD J; PETERSEN LARS; TOLBORG JAKOB L
权利人:UNIV BRITISH COLUMBIA
摘要:The present invention provides materials and methods for the solid-phase synthesis of oligosaccharides and glycopeptides. Such materials and methods include mutant glycosidase enzymes, or “glycosynthases,â€? chemically-derivatized acceptor molecules, and specific solid support matrices.

专利号:US-11473116-B2
优先权日:2018-02-23
标题 :Synthesis of glucan comprising alpha-1,3 glycosidic linkages with phosphorylase enzymes
发明人:YU ZHEYONG; KRALJ SLAVKO; ZHANG ZHENGHONG; HOWE LAURIE A
权利人:NUTRITION & BIOSCIENCES USA 4 INC
摘要:Reaction compositions are disclosed herein comprising at least water, beta-glucose -1-phosphate (beta-G1P), an acceptor molecule, and an alpha-1,3-glucan phosphorylase enzyme. These reactions can synthesize oligosaccharides and polysaccharides with alpha-1,3 glycosidic linkages. Further disclosed are alpha-1,3-glucan phosphorylase enzymes and methods of use thereof.

专利号:US-2007004010-A1
优先权日:2002-09-12
标题 :Engineered Enzymes and Their Use for Synthesis of Thioglycosides
发明人:WITHERS STEPHEN G; JAHN MICHAEL
权利人:UNIV BRITISH COLUMBIA
摘要:Mutant glycosidases in which the amino acid in the active site that serves as the acid, base or acid/base-catalyst is converted from a carboxylic acid to some other amino acid (for example to a simple alkyl, as in alanine or glycine) can catalyze the reaction of a thiosugar acceptor and an activated donor to form a thioglycoside. The “thioglycoligasesâ€? represent a novel class of mutant enzymes, and represent a first aspect of the invention. Thioglycoligases can be used in accordance with the method of the invention to couple a thiosugar acceptor and an activated donor to form a thioglycoside. By selection of the donor and acceptor species, as well as the specific enzyme employed, thioglycosides of different structure and stereochemistry can be obtained.

专利号:US-5663342-A
优先权日:1994-03-08
标 题 :2-chloro and 2-bromo derivatives of 1,5-iminosugars
发明人:BARTA THOMAS E; MUELLER RICHARD A
权利人:SEARLE & CO
摘要:Novel 2-chloro and 2-bromo derivatives of 1,5-iminosugars are disclosed, especially such derivatives of 1,5-dideoxy-1,5-imino-D-glucitol. These compounds are useful inhibitors of glucosidase enzymes and also are useful as antiviral agents and as intermediates for the synthesis of other enzyme inhibitors and antiviral compounds.

专利号:US-8809023-B2
优先权日:2009-08-19
标题 :Variants of glucoamylase
发明人:DEGN PETER EDVARD; BOTT RICHARD; VROEMEN CASPER WILLEM; SCHEFFERS MARTIJN SILVAN; AEHLE WOLFGANG
权利人:DEGN PETER EDVARD; BOTT RICHARD; VROEMEN CASPER WILLEM; SCHEFFERS MARTIJN SILVAN; AEHLE WOLFGANG; DANISCO US INC
摘要:The present invention relates to combinatorial variants of a parent glucoamylase that have altered properties for reducing the synthesis of condensation products during hydrolysis of starch. Accordingly the variants of a parent glucoamylase are suitable such as for use within brewing and glucose syrup production. Also disclosed are DNA constructs encoding the variants and methods of producing the glucoamylase variants in host cells.

专利号:US-11806363-B1
优先权日:2023-03-20
标题 :Green synthesis of silver nanoparticles using euphorbia dendroides aqueous extract
发明人:EL-MOATY HEBA IBRAHIM ABD; ABU-KHUDIR RASHA; KHALIL MOSTAFA M H; SOLIMAN NADIA A
权利人:UNIV KING FAISAL
摘要:Euphorbia dendroides silver nanoparticles can have a crystalline structure and an average particle size ranging from about 7 nm to about 13 nm. The Euphorbia dendroides silver nanoparticles may be synthesized by providing a Euphorbia dendroides extract and combining the Euphorbia dendroides extract with silver nitrate. The resultant Euphorbia dendroides silver nanoparticles may be useful in treating a variety of conditions including bacterial infections, diabetes, inflammation, and cancer.
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主要参考文献

[参考文献]: Binder Tp, Et, Al. P-Nitrophenyl Alpha-D-Glucopyranoside, A New Substrate For Glucansucrases. Carbohydr Res. 1983 Dec 23;124(2):287-99.
[参考文献]: Zeng L, Et, Al. Inhibitory Mechanism Of Morin On α-Glucosidase And Its Anti-Glycation Properties. Food Funct. 2016 Sep 14;7(9):3953-63.
[参考文献]: P S Unnikrishnan, Et Al. Alpha-Amylase Inhibition And Antioxidant Activity Of Marine Green Algae And Its Possible Role In Diabetes Management. Pharmacogn Mag. 2015 Oct;11(Suppl 4):S511-5.
[参考文献]: Suphongphan Srisurichan, Et Al. Pregnane-Type Steroidal Glycosides From Gymnema Griffithii Craib. Phytochemistry. 2014 Oct:106:197-206.

合成参考文献


参考文献:10.2174/092986611796378747
摘要:Yan S, Wu G. Prediction of Michaelis-Menten constant of beta-glucosidases using nitrophenyl-beta-D-glucopyranoside as substrate. Protein Pept Lett. 2011 Oct;18(10):1053–7. doi: 10.2174/092986611796378747.
参考文献:10.1007/s10126-017-9728-x
摘要:Carneiro RF, Torres RC, Chaves RP, de Vasconcelos MA, de Sousa BL, Goveia AC, Arruda FV, Matos MN, Matthews-Cascon H, Freire VN, Teixeira EH, Nagano CS, Sampaio AH. Purification, Biochemical Characterization, and Amino Acid Sequence of a Novel Type of Lectin from Aplysia dactylomela Eggs with Antibacterial/Antibiofilm Potential. Mar Biotechnol (NY). 2017 Feb;19(1):49–64. doi: 10.1007/s10126-017-9728-x.
参考文献:10.1186/s12906-017-1610-x
摘要:Ablat A, Halabi MF, Mohamad J, Hasnan MHH, Hazni H, Teh S, Shilpi JA, Mohamed Z, Awang K. Antidiabetic effects of Brucea javanica seeds in type 2 diabetic rats. BMC Complementary Medicine and Therapies. 2017 Feb 06;17(1):94. doi: 10.1186/s12906-017-1610-x.
参考文献:10.1016/s1016-8478(23)15059-x
摘要:Choi S, Joo Youn H, Yu J. Enzymatic Characterization of Glycosidase Antibodies Raised against a Chair Transition State Analog and the Retained Catalytic Activity from the Expressed Single Chain Antibody Fragments. Molecules and Cells. 2002 Jun;13(3):463–9. doi: 10.1016/s1016-8478(23)15059-x.
参考文献:10.1007/s00792-006-0021-6
摘要:Jorge CD, Sampaio MM, Hreggvidsson GO, Kristjánson JK, Santos H. A highly thermostable trehalase from the thermophilic bacterium Rhodothermus marinus. Extremophiles. 2007 Jan;11(1):115–22. doi: 10.1007/s00792-006-0021-6.
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