3,4,5-Trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,5-Trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid
• 英文别名: 3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid
• 化学式: C₁₂H₁₄O₈
• 分子量: 286.23
• InChiKey: ICPYZFZFSLTYID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

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。
• CHROMOGENIC SUBSTRATES FOR BETA-D-GLUCURONIDASE ACTIVITY AND USE THEREOF FOR MICROBIAL DETECTION
  申请人：Glycosynth Limited

  公开号：EP3066107B1

  公开（公告）日：2017-02-01
• CHROMOGENIC GLUCURONIDASE SUBSTRATES AND USES
  申请人：GLYCOSYNTH LIMITED

  公开号：US20160281127A1

  公开（公告）日：2016-09-29

  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 . Synthetic methods for making the compounds are described.
• US9879303B2
  申请人：——

  公开号：US9879303B2

  公开（公告）日：2018-01-30