CAS: 97753-82-7; (2S,3R,4S,5R,6R)-2-((5-Bromo-1H-Indol-3-yl)Oxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol

该化合物是一种铬诱导基质,广泛用于分子生物学和生物化学检测β-galactosidase活动.在酶水解后,该化合物产生一种溶解性蓝色丁二色染色,使其对克隆实验中的蓝白筛查等应用特别有用.该物质对β-galactosidase的高度敏感性和特殊性使得细菌群落,细胞培养和原生化学实验中的酶活动可以精确地定位和量化.该化合物在标准实验室条件下稳定,与各种检测系统相容.其可靠的性能和清晰的视觉读数使得它成为涉及报告人的基因分析和微生物识别的研究的首选.

结构式图片

上下游产品

(N-Acetyl-5-Bromoindol-3-yl)2,3,4,6-Tetra-O-Acetyl-β-D-Galactopyranoside 102262-50-0

合成工艺路线路线简述

  • 1607828-56-7 = 97753-82-7
    反应条件:1.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt1.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C2.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt2.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    1607828-61-4 = 97753-82-7
    反应条件:1.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt1.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C1.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C2.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt2.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    3068-32-4 + 1607828-50-1 = 97753-82-7
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt2.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt2.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C3.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt3.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    106634-15-5 = 97753-82-7
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water2.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt3.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt3.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C3.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C4.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt4.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    1607828-48-7 = 97753-82-7
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C1.2 Reagents: Hydrochloric Acid Solvents: Water2.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt3.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt3.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C4.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt4.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    102262-50-0 = 97753-82-7
    反应条件:1.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt1.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    3068-32-4 + 105488-46-8 = 97753-82-7
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt2.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt2.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C2.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C3.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt3.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    105391-92-2 = 97753-82-7
    反应条件:1.1 Solvents: Methanol; 2 H,40 - 45 °C1.2 Reagents: Water; 2 H,5 °C2.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt2.2 Reagents: Hydrochloric Acid Solvents: Water3.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt4.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt4.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C4.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C5.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt5.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    1607828-45-4 = 97753-82-7
    反应条件:1.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt2.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C2.2 Reagents: Hydrochloric Acid Solvents: Water3.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt4.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt4.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C5.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt5.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    4692-98-2 + 40630-84-0 = 97753-82-7
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt1.2 Overnight,Rt1.3 Reagents: Water2.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt3.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C3.2 Reagents: Hydrochloric Acid Solvents: Water4.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt5.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt5.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C6.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt6.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    4692-98-2 = 97753-82-7
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt1.2 Overnight,Rt1.3 Reagents: Water2.1 Solvents: Methanol; 2 H,40 - 45 °C2.2 Reagents: Water; 2 H,5 °C3.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt3.2 Reagents: Hydrochloric Acid Solvents: Water4.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt5.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt5.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C5.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C6.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt6.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    5794-88-7 = 97753-82-7
    反应条件:1.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C1.2 Reagents: Water2.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt2.2 Overnight,Rt2.3 Reagents: Water3.1 Solvents: Methanol; 2 H,40 - 45 °C3.2 Reagents: Water; 2 H,5 °C4.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt4.2 Reagents: Hydrochloric Acid Solvents: Water5.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt6.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt6.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C6.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C7.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt7.2 Reagents: Amberlite Ir 120; Neutralized1.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C1.2 Reagents: Water2.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt2.2 Overnight,Rt2.3 Reagents: Water3.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt4.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C4.2 Reagents: Hydrochloric Acid Solvents: Water5.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt6.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt6.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C7.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt7.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosidesindoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574]

    38985-79-4 = 97753-82-7
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 4 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,Rt2.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C2.2 Reagents: Water3.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt3.2 Overnight,Rt3.3 Reagents: Water4.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt5.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C5.2 Reagents: Hydrochloric Acid Solvents: Water6.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt7.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt7.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C8.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt8.2 Reagents: Amberlite Ir 120; Neutralized1.1 Reagents: Sodium Hydroxide Solvents: Water; 4 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,Rt2.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C2.2 Reagents: Water3.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt3.2 Overnight,Rt3.3 Reagents: Water4.1 Solvents: Methanol; 2 H,40 - 45 °C4.2 Reagents: Water; 2 H,5 °C5.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt5.2 Reagents: Hydrochloric Acid Solvents: Water6.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt7.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt7.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C7.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C8.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt8.2 Reagents: Amberlite Ir 120; Neutralized
    标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosidesindoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides
    作者:Boettcher,Stephan; Et Al Boettcher,Stephan; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574
📜5-溴靛红酸酐置于吗啉,四(三苯基膦)钯,Potassium Tert-Butylate,Sodium Methylate,Silver(I) Acetate,四丁基硫酸氢铵,Sodium Hydride,Potassium Carbonate体系中,用 四氢呋喃,甲醇,乙醚,二氯甲烷,水,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 9.58H,反应生成 5-溴-3-吲哚基-Beta-D-吡喃半乳糖苷
参考文献:吲哚乙酸酯作为吲哚氧基糖苷的方便中间体
标题:吲哚乙酸酯作为吲哚氧基糖苷的方便中间体
摘要:使用可扩展的路线以极好的收率获得了具有不同卤化物取代模式的吲哚酸甲酯和烯丙酯.这些关键中间体的相转移糖基化是用各种糖基卤化物进行的.随后温和的银介导的脱羧作用,然后是 Zemplen 脱乙酰作用,以非常好的总产率得到吲哚酚苷.吲哚酚苷是酶筛选和酶活性监测的成熟和广泛使用的工具.过去,它们的合成一直很困难,因此这种新方法导致了各种有用的结构.
DOI:10.1002/ejoc.201301198

海关参考信息

专利信息


专利号:US-8816106-B2
优先权日:2006-08-29
标 题:Synthesis of fatty acids
发明人:DAMCEVSKI KATHERINE; GLOVER KAREN; GREEN ALLAN; HARITOS VICTORIA S; HORNE IRENE; SINGH SURINDER PAL; WOOD CRAIG C; ZHOU XUE-RONG
权利人:DAMCEVSKI KATHERINE; GLOVER KAREN; GREEN ALLAN; HARITOS VICTORIA S; HORNE IRENE; SINGH SURINDER PAL; WOOD CRAIG C; ZHOU XUE-RONG; COMMW SCIENT IND RES ORG; GRAINS RES & DEV CORP
摘要:The present invention relates to enzymes which possess desaturase, conjugase, epoxidase and/or hydroxylase activity that can be used in methods of synthesizing fatty acids.

专利号:US-8623625-B2
优先权日:2002-03-04
标 题 :Sulfotransferase, peptide thereof and DNA encoding the same
发明人:NARIMATSU HISASHI; SUGIOKA SHIGEMI; MOCHIZUKI HIDEO
权利人:NARIMATSU HISASHI; SUGIOKA SHIGEMI; MOCHIZUKI HIDEO; SEIKAGAKU KOGYO CO LTD
摘要:A glycosaminoglycan sulfotransferase, a peptide thereof, a nucleic acid comprising a nucleotide sequence encoding the same, an enzyme agent for the synthesis of a glycosaminoglycan, which comprises the above-described enzyme or polypeptide, and a process for producing a glycosaminoglycan, which uses the enzyme agent.

专利号:AU-2007291937-A1
优先权日:2006-08-29
标题 :Synthesis of fatty acids

专利号:AU-2007291937-B2
优先权日:2006-08-29
标题 :Synthesis of fatty acids

专利号:US-2011190521-A1
优先权日:2006-08-29
标题 :Synthesis of fatty acids

专利号:US-2015045567-A1
优先权日:2006-08-29
标题:Synthesis of fatty acids

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品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Markarian AN, Voznyĭ IaV, Dzantiev BB, Egorov AM. [Determination of beta-galactosidase activity on nitrocellulose plates using 5-bromo-3-indolyl-beta-D-galactopyranoside and tetrazolium salts]. Bioorg Khim. 1987 Feb;13(2):263–5.
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