1,2,3,4,6-penta-O-(o-xylylene)phosphate-myo-inositol | 1132818-10-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,2,3,4,6-penta-O-(o-xylylene)phosphate-myo-inositol
• CAS: 1132818-10-0
• 化学式: C₄₆H₄₇O₂₁P₅
• 分子量: 1090.74
• InChiKey: AVKGBYHANRTEPD-KJIROIKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.56
• 重原子数：
  72.0
• 可旋转键数：
  10.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  244.03
• 氢给体数：
  1.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4,6-penta-O-(o-xylylene)phosphate-myo-inositol 、 O-benzyl-O-β-cyanoethyl-N,N-diisopropylphosphoramidite 在 四氮唑 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A Scalable Synthesis of the IP₇ Isomer, 5-PP-Ins(1,2,3,4,6)P₅

  摘要：

  The phosphorylated inositol diphosphates, including the diphosphoinositol pentakisphosphate regioisomers, play critical roles in signal transduction and cellular regulation. In particular, the IP7 isomer 5-PP-Ins(1,2,3,4,6)P-5 is implicated in a nonenzymatic phosphate transfer converting a protein serine phosphate residue to a serine diphosphate. A scalable, practical new synthesis of 5-PP-Ins(1,2,3,4,6)P-5 is described that also allows access to a variety Of IP7 and IP8 regioisomers. The identity of the synthetic 5-PP-Ins(1,2,3,4,6)P-5 was validated using IP6K1 to catalyze the conversion of IP7 + ADP to ATP + IP6.

  DOI：

  10.1021/ol900149x
• 作为产物：
  描述：

  5-O-(4-methoxybenzyl)-1,2,3,4,6-enta-O-(o-xylylene)phosphate-D-myo-inositol 在 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 1,2,3,4,6-penta-O-(o-xylylene)phosphate-myo-inositol
  参考文献：
  名称：

  A Scalable Synthesis of the IP₇ Isomer, 5-PP-Ins(1,2,3,4,6)P₅

  摘要：

  The phosphorylated inositol diphosphates, including the diphosphoinositol pentakisphosphate regioisomers, play critical roles in signal transduction and cellular regulation. In particular, the IP7 isomer 5-PP-Ins(1,2,3,4,6)P-5 is implicated in a nonenzymatic phosphate transfer converting a protein serine phosphate residue to a serine diphosphate. A scalable, practical new synthesis of 5-PP-Ins(1,2,3,4,6)P-5 is described that also allows access to a variety Of IP7 and IP8 regioisomers. The identity of the synthetic 5-PP-Ins(1,2,3,4,6)P-5 was validated using IP6K1 to catalyze the conversion of IP7 + ADP to ATP + IP6.

  DOI：

  10.1021/ol900149x

文献信息

• Fluorination Influences the Bioisostery of <i>Myo</i>‐Inositol Pyrophosphate Analogs
  作者：Sarah Hostachy、Huanchen Wang、Guangning Zong、Katy Franke、Andrew M. Riley、Peter Schmieder、Barry V. L. Potter、Stephen B. Shears、Dorothea Fiedler

  DOI：10.1002/chem.202302426

  日期：2023.12

  How do pyrophosphate analogs compare? The synthesis of a fluorinated analog of an inositol pyrophosphate messenger is reported. Comparison of the physicochemical and biochemical properties of a range of closely related analogs showcases that subtle modifications can distinctly influence the behavior of molecules.

  焦磷酸类似物如何比较？报道了肌醇焦磷酸信使的氟化类似物的合成。对一系列密切相关的类似物的物理化学和生化特性的比较表明，细微的修饰可以明显影响分子的行为。