5-溴-4-氯-3-吲哚基-D-吡喃葡糖苷 | 108789-36-2

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-溴-4-氯-3-吲哚基-D-吡喃葡糖苷
• 中文别名: 5-溴-4-氯-3-吲哚基-Α-D-吡喃葡萄；5-溴-4-氯-3-吲哚基-ALPHA-D-吡喃葡萄糖苷；5-溴-4-氯-1H-吲哚-3-基ALPHA-D-吡喃葡糖苷；5-溴-4-氯-3-吲哚基-Α-D-吡喃葡萄糖苷；5-溴-4-氯-3-吲哚基-A-D-吡喃葡萄糖苷
• 英文名称: 5-bromo-4-chloro-1H-indol-3-yl alpha-D-glucopyranoside
• 英文别名: (2R,3R,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 108789-36-2
• 化学式: C₁₄H₁₅BrClNO₆
• 分子量: 408.63
• InChiKey: OPIFSICVWOWJMJ-HRNXZZBMSA-N

物化性质

• 沸点：
  674℃
• 密度：
  1.882
• 闪点：
  361℃

安全信息

• WGK Germany：
  3
• 海关编码：
  2934999090

文献信息

• [EN] CHROMOGENIC SUBSTRATES FOR BETA-D-GLUCURONIDASE ACTIVITY AND USE THEREOF FOR MICROBIAL DETECTION<br/>[FR] SUBSTRATS CHROMOGENES POUR L'ACTIVITE DE LA BETA-D-GLUCURONIDASE, ET UTILISATION DE CEUX-CI A DES FINS DE DETECTION MICROBIENNE
  申请人：GLYCOSYNTH LTD

  公开号：WO2015067926A1

  公开（公告）日：2015-05-14

  Chromogenic substrates for β-D-glucuronidase activity comprising monoglucuronides of some 1,2-dihydroxyaromatic derivatives. When cleaved these form soluble coloured conjugates with multivalent metal ions such as iron ions. The substrates may be used in conjunction with chromogenic substrates for other enzymes in microbial detection and identification especially involving liquid media. Microbes can be grown in the presence of the substrates and the compounds providing the metal ion. The substrates are particularly useful for detecting β-D-glucuronidase-positive E. coli. Some of the substrates are new compounds, these having the formula II: wherein X2 is independently selected from the group consisting of H, CH3, C2-C6 alkyl, a metal cation and a non-metal cation; wherein Y2 is independently selected from the group consisting of H, a metal cation and a non-metal cation; wherein R21 is H; wherein R24 is H or NO2; and wherein R22 and R23 are H or one is OH and the other is H, or R22 and R23 together form the group VII: -CR25=CR26-CR27=CR28- VII; wherein R25 to R28 are independently selected from H, OH, C1-C8 alkyl, C1- C8 alkoxy, C1-C8 hydroxyalkyl, halogen, nitro, C2-C24 acyl, C2-C24 acyloxy, C7-C24 aralkyl, C6-C24 aryl, sulfonyl and amido, provided that any vicinal groups R25-R28 are not both OH. Synthetic methods for making the compounds are described.

  β-D-葡萄糖苷酶活性的显色底物包括一些1,2-二羟基芳香衍生物的单葡萄糖醛酸酯。当被裂解时，这些底物会与多价金属离子（如铁离子）形成可溶的有色结合物。这些底物可以与微生物检测和鉴定中的其他酶的显色底物一起使用，尤其涉及液体培养基。微生物可以在存在这些底物和提供金属离子的化合物的情况下生长。这些底物特别适用于检测β-D-葡萄糖苷酶阳性的大肠杆菌。其中一些底物是新化合物，其化学式为II：其中X2独立选择自H、CH3、C2-C6烷基、金属阳离子和非金属阳离子组成；Y2独立选择自H、金属阳离子和非金属阳离子组成；R21为H；R24为H或NO2；R22和R23为H或其中一个为OH，另一个为H，或者R22和R23一起形成组VII：-CR25=CR26-CR27=CR28- VII；R25至R28独立选择自H、OH、C1-C8烷基、C1-C8烷氧基、C1-C8羟基烷基、卤素、硝基、C2-C24酰基、C2-C24酰氧基、C7-C24芳基烷基、C6-C24芳基、磺酰基和酰胺，前提是任何相邻的基团R25-R28均不是两个都是OH。描述了制备这些化合物的合成方法。
• [EN] NOVEL INDICATOR PLATFORM<br/>[FR] NOUVELLE PLATEFORME INDICATRICE
  申请人：BIOSYNTH AG

  公开号：WO2010128120A1

  公开（公告）日：2010-11-11

  A novel indicator platform comprises a plurality of 1 H-lndol-3-yl indicator compounds that are capable of converting to a signalophore compound in response to an external stimulus. In one class of indicator compounds, the resulting signalophores are 2-benzylideneindoline compounds that are formed by an intermolecular Aldol-type process; in a further class of indicator compounds, the resulting signalophores are 10H-indolo[1,2-a]indole compounds that are formed by an intramolecular Aldol-type process. The indicators can be used in a wide array of applications relating, for example, to biological systems or optical data storage.

  一种新颖的指示剂平台包括多种1H-吲哚-3-基指示化合物，这些化合物能够在外部刺激作用下转化为信号体化合物。在一类指示化合物中，产生的信号体是通过分子间Aldol型过程形成的2-苄基亚甲基吲哚化合物；在另一类指示化合物中，产生的信号体是通过分子内Aldol型过程形成的10H-吲哚[1,2-a]吲哚化合物。这些指示剂可用于涉及生物系统或光学数据存储等各种应用中。
• Chromogenic enzyme substrates
  申请人：Burton Michael

  公开号：US20050124556A1

  公开（公告）日：2005-06-09

  This invention provides novel chromogenic enzyme substrates which are indoxyl β-D-ribofuranosides. A process for their production is provided. Methods for detecting β-D-ribofuranosidase activity are given. The advantages of these novel compounds includes: detecting β-D-ribofuranosidase activity with high sensitivity and low substrate concentrations and use with other enzyme indicators in situations where a plurality of enzyme activities is to be visualized simultaneously e.g. for identifying bacteria growth on solid growth media. The synthesis and use of 5-bromo-4-chloro-3-indolyl-β-D-ribofuranoside is exemplified.

  本发明提供了新型的色团酶底物，即吲哚基β-D-核糖苷。同时提供了一种生产这些底物的方法，并给出了检测β-D-核糖苷酶活性的方法。这些新化合物的优点包括：高灵敏度和低底物浓度下检测β-D-核糖苷酶活性，并可与其他酶指示剂一起使用，用于同时可视化多种酶活性的情况，例如用于识别固体培养基上的细菌生长。其中以5-溴-4-氯-3-吲哚基-β-D-核糖苷的合成和使用为例。
• Mittel und Verfahren zum Nachweis antimikrobiell wirksamer Substanzen
  申请人：MERCK PATENT GmbH

  公开号：EP0174477A1

  公开（公告）日：1986-03-19

  Die Erfindung betrifft Mittel und Verfahren zum Nachweis von antimikrobiell wirksamen Substanzen in einer Probe. Das Mittel besteht aus Mikroorganismensporen, einem Nährmedium, einem Indikator, einem Puffersystem und gegebenenfalls einem Detergenz. Es ist dadurch gekennzeichnet, daß der Indikator ein chromogenes oder fluorogenes Enzymsubstrat für Hydrolasen ist.

  本发明涉及检测样品中抗菌活性物质的手段和方法。药剂由微生物孢子、培养基、指示剂、缓冲系统和可选的洗涤剂组成。其特征在于，指示剂是水解酶的发色或发荧光酶底物。
• Flavor and fragrance enhancing enzymes
  申请人：YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM

  公开号：EP0307071A2

  公开（公告）日：1989-03-15

  Enzymes of Aspergillus niger B1 are capable of enhancing flavour or fragrance of plants, plant extracts, or fermentation products. The enzymes include an anthocyanase, a tannase, and/or an endo-­beta-glucosidase. The endo-beta-glucosidase is capable of hydrolysing a glucosyl bond in a glucosyl or glycosyl derivative of a flavour-important monoterpene.

  黑曲霉 B1 的酶能够增强植物、植物提取物或发酵产品的味道或香味。这些酶包括花青素酶、单宁酶和/或内-β-葡萄糖苷酶。内-β-葡萄糖苷酶能够水解重要风味单萜的葡糖基或糖基衍生物中的葡糖基键。