2'-O-monosuccinylguanosine cyclic 3',5'-phosphate | 39118-26-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: 2'-O-monosuccinylguanosine cyclic 3',5'-phosphate
• 英文别名: Guanosine cyclic 3',5'-(hydrogen phosphate) 2'-(hydrogen succinate)；4-[[(4aR,6R,7R,7aR)-6-(2-amino-6-oxo-1H-purin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl]oxy]-4-oxobutanoic acid
• CAS: 39118-26-8
• 化学式: C₁₄H₁₆N₅O₁₀P
• 分子量: 445.282
• InChiKey: JXBAIDPTIVEYLH-MSTPSEHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  214
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 2'-O-monosuccinylguanosine cyclic 3',5'-phosphate 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 Succinic acid (4aR,6R,7R,7aR)-6-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-hydroxy-2-oxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl ester 2,5-dioxo-pyrrolidin-1-yl ester
  参考文献：
  名称：

  Enzyme immunoassays of adenosine cyclic 3',5'-monophosphate and guanosine cyclic 3',5'-monophosphate using acetylcholinesterase

  摘要：

  The pure tetrameric form of acetylcholinesterase (EC 3.1.1.7) from the electric eel Electrophorus electricus has been covalently coupled to 2'-O-succinyl-cAMP tyrosine methyl ester and 2'-O-succinyl-cGMP. Both enzymatic conjugates have been used as tracers in a classical heterogeneous competitive enzyme immunoassay allowing the determination of cAMP and cGMP, respectively. The test was performed in 96-well microtiter plates coated with a mouse monoclonal anti-rabbit Immunoglobulin antibody in order to ensure separation between bound and free moieties of the tracer. Acetylcholinesterase activity bound to the solid phase was measured by colorimetric assay. When standards or samples were first acetylated by treatment with acetic anhydride, the sensitivity of both assays appeared very good since minimum detectable concentration close to 0.04 pmol/mL (2 fmol/well) could be calculated for each assay. Precision was also very satisfying since the coefficient of variation was less than 5% in the 0.2-10 pmol/mL range. Good correlation was noted between enzymoimmunological and radioimmunological measurements of cAMP performed for different biological samples (urine, serum, or tissue extracts).

  DOI：

  10.1021/ac00180a014