5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedinone 5'-phosphate | 71491-01-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedinone 5'-phosphate
• 英文别名: 5-amino-6-(5-phospho-D-ribitylamino)uracil；5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate；[(2R,3S,4S)-5-[(5-amino-2,4-dioxo-1H-pyrimidin-6-yl)amino]-2,3,4-trihydroxypentyl] dihydrogen phosphate
• CAS: 71491-01-5
• 化学式: C₉H₁₇N₄O₉P
• 分子量: 356.229
• InChiKey: RQRINYISXYAZKL-RPDRRWSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  224
• 氢给体数：
  9
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedinone 5'-phosphate 在 calf intestinal alkaline phosphatase 作用下， 生成 5-氨基-6-核糖基氨基-2,4-(1H,3H)嘧啶二酮
  参考文献：
  名称：

  Biosynthetic Versatility and Coordinated Action of 5′-Deoxyadenosyl Radicals in Deazaflavin Biosynthesis

  摘要：

  Coenzyme F-420 is a redox cofactor found in methanogens and in various actinobacteria. Despite the major biological importance of this cofactor, the biosynthesis of its deazaflavin core (8-hydroxy-5-deazaflavin, F-o) is still poorly understood. F-o synthase, the enzyme involved, is an unusual multidomain radical SAM enzyme that uses two separate 5'-deoxyadenosyl radicals to catalyze F-o formation. In this paper, we report a detailed mechanistic study on this complex enzyme that led us to identify (1) the hydrogen atoms abstracted from the substrate by the two radical SAM domains, (2) the second tyrosine-derived product, (3) the reaction product of the CofH-catalyzed reaction, (4) the demonstration that this product is a substrate for CofG, and (5) a stereochemical study that is consistent with the formation of a p-hydroxybenzyl radical at the CofH active site. These results enable us to propose a mechanism for F-o synthase and uncover a new catalytic motif in radical SAM enzymology involving the use of two 5'-deoxyadenosyl radicals to mediate the formation of a complex heterocycle.

  DOI：

  10.1021/ja513287k
• 作为产物：
  描述：

  D-Ribamin 在 palladium on activated charcoal dipotassium hydrogenphosphate 、 氢气 、 chlorophosphoric acid 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedinone 5'-phosphate
  参考文献：
  名称：

  Nielsen, P.; Bacher, A., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1988, vol. 43, # 10, p. 1358 - 1364

  摘要：

  DOI：

文献信息

• Methods for indentifying compounds that modulate an enzyme in the coenzyme a biosynthetic pathway in a pathogenic microoganism
  申请人：Schechter M. Alan

  公开号：US20060094075A1

  公开（公告）日：2006-05-04

  A method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in a metabolic pathway by inhibiting the conversion of substrate to produce the penultimate or ultimate product particularly by inhibiting the activity of one or more of the enzymes in the pathway, and compounds and pharmaceutical compositions for inhibiting infections of pathogenic microorganisms by inhibiting such enzymes.

  一种通过抑制代谢途径中一个或多个酶的活性，抑制底物转化为产生次终产物或终产物的过程，特别是通过抑制途径中一个或多个酶的活性，来识别和治疗病原微生物感染的方法，以及用于抑制这些酶而抑制病原微生物感染的化合物和药物组合物。
• Method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in an essential metabolic pathway
  申请人：Pyro Pharmaceuticals, Inc.

  公开号：US20030180830A1

  公开（公告）日：2003-09-25

  A method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in a metabolic pathway by inhibiting the conversion of substrate to produce the penultimate or ultimate product particularly by inhibiting the activity of one or more of the enzymes in the pathway

  一种通过抑制代谢途径中一个或多个酶的活性，从而抑制底物转化产生次终产物或最终产物，特别是通过抑制代谢途径中一个或多个酶的活性来识别和治疗病原微生物感染的方法。
• Method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in an essential metabolic pathway and compounds and pharmaceutical compositions useful therefor
  申请人：Pyro Pharmaceuticals, Inc.

  公开号：US20040006040A1

  公开（公告）日：2004-01-08

  A method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in a metabolic pathway by inhibiting the conversion of substrate to produce the penultimate or ultimate product particularly by inhibiting the activity of one or more of the enzymes in the pathway, and compounds and pharmaceutical compositions for inhibiting infections of pathogenic microorganisms by inhibiting such enzymes.

  一种通过抑制代谢途径中的一个或多个酶，抑制底物转化为产生次终产物或终产物的方法，特别是通过抑制途径中一个或多个酶的活性，用于鉴定和治疗病原微生物感染，以及用于抑制这些酶的化合物和制药组合物，用于抑制病原微生物感染。
• Methods for indentifying compounds that modulate an enzyme involved in reductive carboxylation in a pathogenic microorganism
  申请人：Schechter M. Alan

  公开号：US20060178321A1

  公开（公告）日：2006-08-10

  A method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in a metabolic pathway by inhibiting the conversion of substrate to produce the penultimate or ultimate product particularly by inhibiting the activity of one or more of the enzymes in the pathway, and compounds and pharmaceutical compositions for inhibiting infections of pathogenic microorganisms by inhibiting such enzymes.

  一种通过抑制代谢途径中的一个或多个酶来抑制底物转化为产生次终产物或终产物的方法，特别是通过抑制途径中一个或多个酶的活性，用于鉴定和治疗病原微生物感染，以及用于抑制这些酶的化合物和制药组合物以抑制病原微生物感染的方法。
• Methods for indentifying compounds that modulate an enzyme involved in riboflavin metabolism in a pathogenic microorganism
  申请人：Schechter M. Alan

  公开号：US20060178322A1

  公开（公告）日：2006-08-10

  A method for the identification and treatment of pathogenic microorganism infections by inhibiting one or more enzymes in a metabolic pathway by inhibiting the conversion of substrate to produce the penultimate or ultimate product particularly by inhibiting the activity of one or more of the enzymes in the pathway, and compounds and pharmaceutical compositions for inhibiting infections of pathogenic microorganisms by inhibiting such enzymes.

  一种通过抑制代谢途径中的一个或多个酶，抑制底物转化为产生次终产物或终产物的方法，特别是通过抑制途径中一个或多个酶的活性，以识别和治疗致病微生物感染，以及用于抑制这些酶而抑制致病微生物感染的化合物和制药组合物。