羧基氨基咪唑核苷酸 | 6001-14-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 羧基氨基咪唑核苷酸
• 英文名称: 5-amino-4-carboxylic acid-1H-imidazol-1-yl ribotide
• 英文别名: carboxyaminoimidazole ribonucleotide；4-carboxy-5-aminoimidazole ribotide；CAIR；5-amino-1-(O⁵-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid；5-Amino-1-(O⁵-phosphono-β-D-ribofuranosyl)-1H-imidazol-4-carbonsaeure；5-Amino-1--imidazol-carbonsaeure-(4)-O^5'-phosphat；Carboxyaminoimidazole ribotide；5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]imidazole-4-carboxylic acid
• CAS: 6001-14-5
• 化学式: C₉H₁₄N₃O₉P
• 分子量: 339.199
• InChiKey: XFVULMDJZXYMSG-ZIYNGMLESA-N

物化性质

• 沸点：
  865.9±75.0 °C(Predicted)
• 密度：
  2.30±0.1 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  198
• 氢给体数：
  6
• 氢受体数：
  11

制备方法与用途

羧氨基咪唑核糖（CAIR）是大肠杆菌的代谢产物，可用于检测大肠杆菌PurE活性位点的独特特征，并参与合成真菌从头嘌呤。

反应信息

• 作为反应物：
  描述：

  羧基氨基咪唑核苷酸 在 rAPid alkaline phosphatase 作用下， 反应 0.25h， 生成 5-amino-1-(β-D-ribofuranosyl)-4-imidazolecarboxylic acid
  参考文献：
  名称：

  The Thiamine Biosynthetic Enzyme ThiC Catalyzes Multiple Turnovers and Is Inhibited by S-Adenosylmethionine (AdoMet) Metabolites

  摘要：

  ThiC (4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate synthase; EC 4.1.99.17) is a radical S-adenosylmethionine (AdoMet) enzyme that uses a [4Fe-4S](+) cluster to reductively cleave AdoMet to methionine and a 5-deoxyadenosyl radical that initiates catalysis. In plants and bacteria, ThiC converts the purine intermediate 5-aminoimidazole ribotide to 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate, an intermediate of thiamine pyrophosphate (coenzyme B1) biosynthesis. In this study, assay conditions were implemented that consistently generated 5-fold molar excess of HMP, demonstrating that ThiC undergoes multiple turnovers. ThiC activity was improved by in situ removal of product 5-deoxyadenosine. The activity was inhibited by AdoMet metabolites S-adenosylhomocysteine, adenosine, 5-deoxyadenosine, S-methyl-5-thioadenosine, methionine, and homocysteine. Neither adenosine nor S-methyl-5-thioadenosine had been shown to inhibit radical AdoMet enzymes, suggesting that ThiC is distinct from other family members. The parameters for improved ThiC activity and turnover described here will facilitate kinetic and mechanistic analyses of ThiC.

  DOI：

  10.1074/jbc.m113.500280
• 作为产物：
  描述：

  N¹-(5-O-phospho-β-D-ribofuranosyl)-4-(ethoxycarbonyl)-5-aminoimidazole 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 生成 羧基氨基咪唑核苷酸
  参考文献：
  名称：

  Alenin, V. V.; Domkin, V. D., Journal of general chemistry of the USSR, 1984, vol. 54, # 10, p. 2114 - 2120

  摘要：

  DOI：

文献信息

• Lukens; Buchanan, Journal of Biological Chemistry, 1959, vol. 234, p. 1799,1800,1801
  作者：Lukens、Buchanan

  DOI：——

  日期：——
• Pathway Analysis of Cell Culture Phenotypes and Uses Thereof
  申请人：Melville Mark

  公开号：US20090186358A1

  公开（公告）日：2009-07-23

  The present invention provides methods for systematically identifying genes, proteins and/or related pathways that regulate or indicative of cell phenotypes. The present invention further provides methods for manipulating the identified genes, proteins and/or pathways to engineer improved cell lines and/or to evaluate or select cell lines with desirable phenotypes.
• Probe Compound for Detecting and Isolating Enzymes and Means and Methods Using the Same
  申请人：Golyshin Peter N.

  公开号：US20120231972A1

  公开（公告）日：2012-09-13

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.
• NOVEL APPLICATIONS OF DISULFIRAM AND DERIVATIVES THEREOF
  申请人：GENEHEAL BIOTECHNOLOGY CO., LTD.

  公开号：US20210008012A1

  公开（公告）日：2021-01-14

  Provided are applications of disulfiram and derivatives thereof. On the basis of existing protein structure data and small molecule structure data, calculations and analysis are performed using software to screen and obtain compounds capable of effectively interfering with PAICS activity, reducing SAICAR synthesis, and ultimately reducing SAICAR accumulation, in order to achieve the goal of treating or reducing ADSL deficiency. A better effect in the treatment or improvement of ADSL deficiency is expected from the joint use of at least two of the described compounds.
• [EN] PROBE COMPOUND FOR DETECTING AND ISOLATING ENZYMES AND MEANS AND METHODS USING THE SAME<br/>[FR] COMPOSÉ SONDE POUR DÉTECTER ET ISOLER DES ENZYMES ET MOYENS ET PROCÉDÉS POUR L'UTILISER
  申请人：HELMHOLTZ INFEKTIONSFORSCHUNG

  公开号：WO2010105851A1

  公开（公告）日：2010-09-23

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.