(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(quinolin-8-yloxy)tetrahydro-2H-pyran-2-carboxylic acid | 14683-61-5

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(quinolin-8-yloxy)tetrahydro-2H-pyran-2-carboxylic acid
• 英文别名: (2S,3S,4S,5R)-3,4,5-trihydroxy-6-quinolin-8-yloxyoxane-2-carboxylic acid
• CAS: 14683-61-5
• 化学式: C₁₅H₁₅NO₇
• 分子量: 321.28
• InChiKey: DPEGQJDYRIQRHI-HXMBFPRCSA-N

物化性质

• 沸点：
  639.9±55.0 °C(Predicted)
• 密度：
  1.626±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  129
• 氢给体数：
  4
• 氢受体数：
  8

文献信息

• Synthesis of chlorophenol red glucuronic acid
  申请人：——

  公开号：US20020115128A1

  公开（公告）日：2002-08-22

  This invention provides &bgr;-D-Glucuronidase substrates of the formula: 1 wherein R 1 , R 2 , and R 7 -R 12 are independently selected from the group consisting of: hydrogen, fluorine, chlorine, bromine, iodine, alkyl, hydroxyl, alkoxy, carboxyl and nitro groups; R 3 -R 6 are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, iodine, nitro and amino; and M + is selected from the group consisting of: proton, lithium, sodium, potassium, magnesium, calcium, barium, and ammonium ion.

  这项发明提供了β-D-葡萄糖醛酸酶底物的结构式如下：其中R1、R2和R7-R12分别独立地选择自氢、氟、氯、溴、碘、烷基、羟基、烷氧基、羧基和硝基基团组成的群体；R3-R6分别独立地选择自氢、氟、氯、溴、碘、硝基和氨基组成的群体；以及M+选择自质子、锂、钠、钾、镁、钙、钡和铵离子组成的群体。
• [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。
• Chromogenic chemical substrates for identification of microbial colonies
  申请人：Rambach, Alain

  公开号：EP0025467A1

  公开（公告）日：1981-03-25

  Chromogenic substrate member for identifying Escherichia coli bacteria. It comprises a growing medium for said bacteria and container means (1) for the growing medium (4) and a liquid sample to be tested. The container means also contains a chromogenic reagent compound consisting in 8-hydroxyquinoline-β-D glucuronide and an activator compound consisting in X-glucuronide where X is selected from the group consisting in alkyl, aryl or indoxyl radical, the halogeno substitutes and the nitro substitutes thereof.

  用于鉴定大肠杆菌的致色底物部件。它包括一个供所述细菌生长的培养基和一个容器装置（1），用于盛放生长培养基（4）和待测液体样品。容器装置还包含由 8-羟基喹啉-β-D-葡萄糖醛酸组成的发色试剂化合物和由 X-葡萄糖醛酸组成的活化剂化合物，其中 X 选自烷基、芳基或吲哚基、其卤代物和硝基代物组成的组。
• Agents and methods for spectrometric analysis
  申请人：Morpho Detection, Inc.

  公开号：EP2192408A1

  公开（公告）日：2010-06-02

  Disclosed herein are agents, methods, and kits for determining the presence or concentration of a target, or multiple targets, in a sample, in a uniplexed or multiplexed fashion. In general, the methods enable the analysis of small molecules produced or consumed in liquid-phase that may be analyzed using gas or vapor phase detection methods.

  本文公开了以单复用或多复用方式确定样品中目标或多个目标的存在或浓度的制剂、方法和试剂盒。一般来说，这些方法可以分析在液相中产生或消耗的小分子，这些小分子可以使用气相或气相检测方法进行分析。
• Electrochemical detection of microorganisms
  申请人：NANYANG TECHNOLOGICAL UNIVERSITY

  公开号：US10179927B2

  公开（公告）日：2019-01-15

  The present invention provides a method for determining the presence of a microorganism in a sample using an electrochemically active reporter, wherein the method comprises (a) contacting the sample with an electrochemically active reporter, wherein the electrochemically active reporter is a conjugate comprising a sugar moiety and a redox active reporter moiety that are covalently linked such that the covalent bond can be enzymatically cleaved in the presence of the microorganism by an enzyme expressed by the microorganism, wherein the redox active reporter moiety is selected from the group consisting of resorufin and compounds of formula (I) as defined herein, under conditions that allow enzymatic cleavage of the covalent bond between the sugar moiety and the redox active reporter moiety and reduction of the redox active report moiety in the presence of the microorganism; (b) electrochemically determining the released redox active reporter moiety; and (c) determining the presence of the microorganism and, optionally, number of the microorganisms in the sample based on the determined released redox active reporter moiety. Also encompassed are the electrochemically active reporters used in the described methods and their use for determination of the presence of microorganisms in a sample.

  本发明提供了一种使用电化学活性报告物确定样品中是否存在微生物的方法，其中该方法包括 (a) 将样品与电化学活性报告物接触，其中电化学活性报告物是一种共轭物，该共轭物包括共价连接的糖分子和氧化还原活性报告物分子，该共价键可在微生物存在的情况下由微生物表达的酶酶解、其中氧化还原活性报告分子选自由本文定义的 Resorufin 和式 (I) 化合物组成的组，在微生物存在的条件下，允许酶裂解糖分子和氧化还原活性报告分子之间的共价键并还原氧化还原活性报告分子；(b) 电化学测定释放的氧化还原活性报告分子；以及 (c) 根据测定的释放的氧化还原活性报告分子，确定样品中是否存在微生物以及微生物的数量。此外，还包括所述方法中使用的电化学活性报告子及其在确定样品中是否存在微生物时的用途。