[3H-Me]acetic acid | 2845-15-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [3H-Me]acetic acid
• 英文别名: acetic acid；[2-³H]acetic acid；<2-³H>-Essigsaeure；Esssigsaeure-T1；2-Tritioacetic acid
• CAS: 2845-15-0
• 化学式: C₂H₄O₂
• 分子量: 62.0446
• InChiKey: QTBSBXVTEAMEQO-CNRUNOGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [3H-Me]acetic acid 在 sodium azide 、 PPA 作用下， 反应 60.0h， 生成 [3H-Me]methylamine hydrochloride
  参考文献：
  名称：

  Pyridyloxobutylation of Guanine Residues by 4-[(Acetoxymethyl)nitrosamino]-1-(3-pyridyl)-1-butanone Generates Substrates of O⁶-Alkylguanine−DNA Alkyltransferase

  摘要：

  Pyridyloxobutylation of DNA yields adducts that react with O-6-alkylguanine-DNA alkyltransferase (AGT) to prevent the repair of O-6-methylguanine (O-6-mG). The chemical characterization of pyridyloxobutyl adducts has been confounded by their instability under DNA hydrolysis conditions. They decompose to 4-hydroxy-1-(3-pyridyl)-1-butanone (HPB) during the chemical or enzymatic hydrolysis of DNA. The goal of these studies was to determine which bases are pyridyloxobutylated to form AGT-reactive adducts. The model pyridyloxobutylating agent, 4-[(acetoxymethyl)nitrosamino]-1-(3-pyridyl)-1-butanone (NNKOAc), was reacted with either poly(dAdT) or poly(dGdC) to generate DNA substrates for reaction with AGT. Only the pyridyloxobutylated poly(dGdC) was able to prevent the ability of partially purified rat liver AGT to repair O-6-mG. These results paralleled those obtained for the corresponding methylated substrates. These studies are consistent with the pyridyloxobutylation of GC base pairs and not AT base pairs in the DNA to generate a substrate for AGT. In order to distinguish between the formation of reactive adducts at C residues versus G residues, two oligomers were designed that were complementary to one another. One oligomer contained A, T, and G residues, whereas its complement contained T, A, and C residues. Only the dG-containing oligomer reacted with NNKOAc to generate an AGT-reactive adduct, again paralleling the results obtained for a methylating agent; These results demonstrate that pyridyloxobutylation of only guanine residues produces adducts that react with AGT. These AGT-reactive guanine adducts are relatively stable within DNA, with a half-life of 1-2 weeks at 37 degrees C. They represent up to 70% of the total HPB-releasing adducts in the NNKOAc-treated DNA. We postulate that a potential AGT-reactive adduct is an O-6-(pyridyloxobutyl)guanine adduct.

  DOI：

  10.1021/tx960067t
• 作为产物：
  描述：

  lithium acetate 以 not given 为溶剂， 以55.2%的产率得到[3H-Me]acetic acid
  参考文献：
  名称：

  Zielinski, M., Nukleonika, 1962, vol. 7, p. 789 - 792

  摘要：

  DOI：

文献信息

• An improved synthesis of UDP-3-O-acyl-N-[3H-acetyl]glucosamine: a probe for inhibitors of LpxC in gram-negative bacteria
  作者：Brad D. Maxwell、Joel C. Bronstein

  DOI：10.1002/jlcr.1021

  日期：2005.12

  UDP-3-O-(R-3-hydroxydecanoyl)-N-[3H-acetyl]glucosamine, was prepared using a modified procedure for the preparation of carboxamides reported by Kunishima et al. using [3H]CH3CO2Na, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, N-methylmorpholine and UDP-3-O-(R-3-hydroxydecanoyl)glucosamine in 26% overall yield. Full details of the synthesis and the analysis of the product are

  UDP-3-O-(R-3-羟基癸酰基)-N-[3H-乙酰基]葡糖胺是使用由 Kunishima 等人报道的用于制备羧酰胺的改进程序制备的。使用 [3H]CH3CO2Na、4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride、N-甲基吗啉和 UDP-3-O-(R-3-hydroxydecanoyl)葡萄糖胺的总产率为 26%。提供了合成和产品分析的全部细节。版权所有 © 2005 John Wiley & Sons, Ltd.
• Biosynthesis of cantharidin: evidence for the specific incorporation of C-4 and C-11? of farnesol
  作者：Wolf-Dietrich Woggon、Suzanne A. Hauffe、Hans Schmid

  DOI：10.1039/c39830000272

  日期：——

  (E,E)-[11′,12-3H2,2,4-14C]farnesol is specifically incorporated into cantharidin as shown by use of a new degradation involving a Diels–Alder/retro-Diels–Alder sequence; the incorporation of (E,E)-[11′-3H, 14C,2-14C]-farnesol (14) into cantharidin proceeds with 47%3H-retention whereby the 11′-14C label is randomised at C-9 and C-11 in cantharidin and the ratio [2-14C]/[11′-14C] of (14) is retained

  （ê，ë） - [11'，12 3 ħ 2，2,4- 14 C]金合欢醇被特异性地并入斑蝥如图使用涉及狄尔斯-阿尔德/逆狄尔斯-阿尔德序列的新的降解; 的掺入（ë，ë） - [11'- 3 H，14 C，2- 14 C]法呢醇（14）与47％斑蝥前进3由此11'- H-保持14 e标记在随机C-9和C-11中和斑蝥素的比率[2- 14 C] / [11'- 14 C]的（14）保留下来，表明法尼醇在分子内转化为邻苯二酚。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.C4, 6.1.3, page 123 - 125
  作者：

  DOI：——

  日期：——
• ALVAREZ, F. J.;KOVACH, I. M.;SCHOWEN, R. L., J. LABELLED COMPOUNDS AND RADIOPHARM., 1982, 19, N 3, 385-388
  作者：ALVAREZ, F. J.、KOVACH, I. M.、SCHOWEN, R. L.

  DOI：——

  日期：——
• WOLFE, S.;CAMPBELL, P. G. C., TETRAHEDRON LETT., 1982, 23, N 12, 1227-1230
  作者：WOLFE, S.、CAMPBELL, P. G. C.

  DOI：——

  日期：——