2-苯并噻唑甲硫醇 | 28808-07-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: 2-苯并噻唑甲硫醇
• 英文名称: estriol 3- glucuronide
• 英文别名: Estriol 3-glucuronide；Estriol-3 glucuronide；estriol-3-glucuronide；Estriol glucuronide；estriol-glucuronide；(2S,3S,4S,5R)-6-[[(8R,9S,13S,14S,16R,17R)-16,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 28808-07-3
• 化学式: C₂₄H₃₂O₉
• 分子量: 464.513
• InChiKey: UZKIAJMSMKLBQE-SUPAOECSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  uridine 5'-diphosphoglucuronic acid triammonium salt 、 雌三醇 在 human UDP-glucuronosyltransferase1A₁₀ 、 magnesium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成 2-苯并噻唑甲硫醇
  参考文献：
  名称：

  Phenylalanine 93 of the human UGT1A10 plays a major role in the interactions of the enzyme with estrogens

  摘要：

  Little is currently known about the substrate binding site of the human UDP-glucuronosyltransferases (UGTs) and the structural elements that affect their complex substrate selectivity. In order to further understand and extend our earlier findings with phenylalanines 90 and 93 of UGT1A10, we have replaced each of them with Gly, Ala, Val, Leu, Ile or Tyr, and tested the activity of the resulting 12 mutants toward eight different substrates. Apart from scopoletin glucuronidation, the F90 mutants other than F90L were nearly inactive, while the F93 mutants' activity was strongly substrate dependent. Hence, F93L displayed high entacapone and 1-naphthol glucuronidation rates, whereas F93G, which was nearly inactive in entacapone glucuronidation, was highly active toward estradiol, estriol and even ethinylestradiol, a synthetic estrogen that is a poor substrate for the wild-type UGT1A10. Kinetic analyses of 4-nitrophenol, estradiol and ethinylestradiol glucuronidation by the mutants that catalyzed the respective reactions at considerable rates, revealed increased K-m, values for 4-nitrophenol and estradiol in all the mutants, whilst the K-m values of F93G and F93A for ethinylestradiol were lower than in control UGT1A10. Based on the activity results and a new molecular model of UGT1A10, it is suggested that both F90 and F93 are located in a surface helix at the far end of the substrate binding site. Nevertheless, only F93 directly affects the selectivity of UCT1A10 toward large and rigid estrogens, particularly those with substitutions at the D ring. The effects of F93 mutations on the glucuronidation of smaller or less rigid substrates are indirect, however. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2011.07.017

文献信息

• Alkaline phosphatase labeled steroid hormone glucoronides
  申请人：ABBOTT LABORATORIES

  公开号：EP0114615A2

  公开（公告）日：1984-08-01

  57 The present invention relates to a novel class of enzyme labeled steroid hormone glucuronides useful as tracers in enzyme immunoassays. More specifically, the present invention provides a class of tracers comprising steroid hormone glucuronides covalently attached to alkaline phosphatase and characterized by substantially possessing the enzymatic activity of alkaline phosphatase alone and the immunological activity of steroid hormone glucuronide alone.

  57 本发明涉及一类新型酶标记类固醇激素葡糖醛酸，可用作酶免疫分析中的示踪剂。更具体地说，本发明提供了一类示踪剂，包括与碱性磷酸酶共价连接的类固醇激素葡糖醛酸，其特点是基本上具有碱性磷酸酶单独的酶活性和类固醇激素葡糖醛酸单独的免疫活性。
• Determination of steroid hormone glucuronides
  申请人：ABBOTT LABORATORIES

  公开号：EP0114614A2

  公开（公告）日：1984-08-01

  The present invention relates generally to the quantitative determination of steroid hormone glucuronides. More specifically, the invention provides a novel immunological assay procedure for quantifying specific steroid hormone glucuronides utilizing a tracer comprising a steroid hormone glucuronide covalently bound to an enzyme.

  本发明一般涉及类固醇激素葡糖醛酸的定量测定。更具体地说，本发明提供了一种新颖的免疫学检测程序，利用由与酶共价结合的类固醇激素葡糖醛酸组成的示踪剂来定量检测特定的类固醇激素葡糖醛酸。
• Total estriol fluorescence polarization immunoassay
  申请人：ABBOTT LABORATORIES

  公开号：EP0200960A1

  公开（公告）日：1986-11-12

  The present invention is directed to a homogeneous fluorescence polarization immunoassay for determining total estriol content in body fluids, to the various components needed for preparing and carrying out such an assay, and to methods of making these components. Specifically, tracers, immunogens and antibodies are disclosed, as well as methods for preparing them. The assay is conducted by measuring the degree of polarization of plane polarized light that has been passed through a sample containing antiserum and tracer. The combination of antiserum and tracer used will possess excellent cross-reactivity to estriol-3-sulfate, eliminating the need for enzyme hydrolysis of this conjugate to free estriol.

  本发明涉及一种测定体液中总雌三醇含量的均相荧光偏振免疫测定法，涉及制备和进行这种测定所需的各种成分，以及制备这些成分的方法。 具体地说，本发明公开了示踪剂、免疫原和抗体，以及制备它们的方法。 该测定法是通过测量穿过含有抗血清和示踪剂的样品的平面偏振光的偏振程度来进行的。 所使用的抗血清和示踪剂的组合将对雌三醇-3-硫酸盐具有极好的交叉反应性，从而无需用酶水解这种共轭物来生成游离雌三醇。
• Monitoring methods and devices for use therein
  申请人：UNIPATH LIMITED

  公开号：EP0703454A1

  公开（公告）日：1996-03-27

  Methods, devices and test kits for monitoring the ovulation cycle, involve testing the body fluid, e.g. urinary, concentration of one or more analytes. Preferably estrone-3-glucuronide and luteinizing hormone are both measured, and a reference concentration for E3G is established at about day 6 of the current cycle. Preferably, disposable testing devices are used, in conjunction with a relatively permanent electronic reader/monitor. The number of "daily" tests required per month can be minimised.

  监测排卵周期的方法、装置和检测试剂盒包括检测体液（如尿液）中一种或多种分析物的浓度。最好同时检测雌酮-3-葡萄糖醛酸和促黄体生成素，并在当前周期的第 6 天左右确定雌酮-3-葡萄糖醛酸的参考浓度。最好使用一次性检测设备和相对固定的电子阅读器/监测器。这样可以最大限度地减少每月所需的 "每日 "检测次数。
• Monitoring methods, devices and test kits
  申请人：UNIPATH LIMITED

  公开号：EP0983748A2

  公开（公告）日：2000-03-08

  A method of monitoring the status of a current ovulation cycle of an individual female mammalian (generally human) subject, involving repeated testing of the body fluid concentration of at least one analyte, preferably estrone-3-glucuronide (E3G) of significance in relation to the status of the ovulation cycle, during at least the pre-ovulation phase of the current ovulation cycle of the individual subject, wherein testing for said analyte concentration during the current ovulation cycle conducted at least once during the interval spanning days 1 to 7 inclusive following the onset of menses, to establish a reference concentration value for analyte in the current cycle, and then testing is conducted repeatedly during a plurality of days, preferably commencing at least 5 numerical days in advance of the mean numerical day on which actual ovulation has occurred over one or more previous ovulation cycles in the same individual subject, analyte concentration values obtained during said repeated testing being compared with the reference concentration value to determine whether a concentration change indicative of imminent ovulation is occurring or has occurred since the previous test. The method can be based solely on E3G measurements.

  一种监测个体雌性哺乳动物（一般为人类）当前排卵周期状态的方法，包括在个体受试者当前排卵周期的至少排卵前阶段，重复检测至少一种分析物的体液浓度，优选与排卵周期状态有关的重要分析物雌酮-3-葡萄糖醛酸（E3G），其中在当前排卵周期中，在月经来潮后第1天至第7天（包括第7天）的间隔期间至少检测一次所述分析物浓度、将所述重复检测期间获得的分析物浓度值与参考浓度值进行比较，以确定表明即将排卵的浓度变化是否正在发生或自上次检测以来已经发生。该方法可完全基于 E3G 测量。