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6-hydroxymethylpterin monophosphate | 49754-41-8

中文名称
——
中文别名
——
英文名称
6-hydroxymethylpterin monophosphate
英文别名
6-Hydroxymethyl-pterin-monophosphat;phosphoric acid mono-(2-amino-4-oxo-3,4-dihydro-pteridin-6-ylmethyl) ester;Pterin-6-Yl-Methyl-Monophosphate;(2-amino-4-oxo-3H-pteridin-6-yl)methyl dihydrogen phosphate
6-hydroxymethylpterin monophosphate化学式
CAS
49754-41-8
化学式
C7H8N5O5P
mdl
——
分子量
273.145
InChiKey
AJXFJEHKGGCFNM-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    -3.3
  • 重原子数:
    18
  • 可旋转键数:
    3
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.14
  • 拓扑面积:
    160
  • 氢给体数:
    4
  • 氢受体数:
    8

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为产物:
    描述:
    2-氨基-4-羟基蝶啶-6-甲醛 在 sodium tetrahydroborate 、 磷酸 作用下, 反应 4.0h, 生成 6-hydroxymethylpterin monophosphate
    参考文献:
    名称:
    Bisubstrate Analogue Inhibitors of 6-Hydroxymethyl-7,8-dihydropterin Pyrophosphokinase:  Synthesis and Biochemical and Crystallographic Studies
    摘要:
    6-Hydroxymethyl-7,8-dihydropterin pyrophosphokinase (HPPK) catalyzes the transfer of pyrophosphate from ATP to 6-hydroxymethyl-7,8-dihydropterin (HP), leading to the biosynthesis of folate cofactors. Like other enzymes in the folate pathway, HPPK is an ideal target for the development of antimicrobial agents because the enzyme is essential for microorganisms but is absent from human and animals. Three bisubstrate analogues have been synthesized for HPPK and characterized by biochemical and X-ray crystallographic analyses. All three bisubstrate analogues consist of a pterin, an adenosine moiety, and a link composed of 2-4 phosphoryl groups. P-1-(6-Hydroxymethylpterin)-P-2-(5 ' -adenosyl)diphosphate (HP(2)A, 5) shows little affinity and inhibitory activity for E. coli HPPK, P-1-(6-Hydroxymethylpterin)-P-4-(5 ' -adenosyl)triphosphate (H(P)3A, 6) shows moderate affinity and inhibitory activity with K-d = 4.25 muM in the presence of Mg2+ and IC50 = 1.27 muM. P-1-(6-Hydroxymethylpterin)-P-4-(5 ' -adenosyl)tetraphosphate (HP(4)A, 7) shows the highest affinity and inhibitory activity with K-d = 0.47 muM in the presence of Mg2+ and IC50 = 0.44 muM The affinity of MgHP(4)A for HPPK is similar to 116 and 76 times higher than that of MgADP and 6-hydroxymethylpterin, respectively. The crystal structure of HPPK in complex with 7 (HPPK MgHP4A) has been determined at 1.85 Angstrom resolution with a crystallographic R factor of 0.185. The crystal structure shows that 7 occupies both HP- and ATP-binding sites and induces significant conformational changes in HPPK. The biochemical and structural studies of the bisubstrate analogues indicate that the bisubstrate analogue approach can produce more potent inhibitors for HPPK and the minimum length of the link for a bisubstrate analogue is similar to7 Angstrom.
    DOI:
    10.1021/jm0004493
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文献信息

  • Advanced drug development and manufacturing
    申请人:Los Alamos National Security, LLC
    公开号:EP2511844A2
    公开(公告)日:2012-10-17
    There is described an apparatus for measuring protein characteristics comprising an X-ray fluorescence (XRF) spectrometer comprising a source of polychromatic X-rays, an X-ray detector, a protein, a molecule that has been exposed to and at least weakly binds to the protein, a plurality of X-ray fluorescence signal data obtained by irradiating chemical elements in the protein and molecule with the polychromatic X-rays and a security system for maintaining records for the data from the plurality of X-ray fluorescence signal measurements. There is also described an x-ray microscope for measuring a sample.
    描述了一种测量蛋白质特性的仪器,该仪器包括一个 X 射线荧光 (XRF) 光谱仪,其中包括一个多色 X 射线源、一个 X 射线探测器、一个蛋白质、一个已暴露于该蛋白质并至少与该蛋白质弱结合的分子、通过用多色 X 射线照射蛋白质和分子中的化学元素而获得的多个 X 射线荧光信号数据,以及一个用于维护多个 X 射线荧光信号测量数据记录的安全系统。此外,还介绍了一种用于测量样品的 X 射线显微镜。
  • ADVANCED DRUG DEVELOPMENT AND MANUFACTURING
    申请人:Los Alamos National Security, LLC
    公开号:EP2084519A2
    公开(公告)日:2009-08-05
  • X-RAY FLUORESCENCE ANALYSIS METHOD
    申请人:Los Alamos National Security, LLC
    公开号:EP2084519B1
    公开(公告)日:2012-08-01
  • X-ray microscope
    申请人:XRpro Sciences, Inc.
    公开号:EP2511844B1
    公开(公告)日:2015-08-12
  • METHODS OF DETECTION USING X-RAY FLUORESCENCE
    申请人:Icagen, Inc.
    公开号:EP3681504A1
    公开(公告)日:2020-07-22
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