甲(-14C)酸钠盐(1:1) | 2792-70-3

• 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
• 中文名称: 甲(-14C)酸钠盐(1:1)
• 英文名称: sodium [14C]formate
• 英文别名: [¹⁴C]sodium formate；Formic-14C acid, sodium salt (1:1)；sodium;oxo(114C)methanolate
• CAS: 2792-70-3
• 化学式: CHO₂*Na
• 分子量: 69.9965
• InChiKey: HLBBKKJFGFRGMU-DEQYMQKBSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.63
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 危险品运输编号：
  UN 2910 7

反应信息

• 作为反应物：
  描述：

  甲(-14C)酸钠盐(1:1) 在 双氧水 、 碳酸氢钠 、 sodium chloride 、 potassium bromide 、 copper dichloride 作用下， 以 水 为溶剂， 生成 二氧化碳-14C
  参考文献：
  名称：

  Fenton-like copper redox chemistry revisited: Hydrogen peroxide and superoxide mediation of copper-catalyzed oxidant production

  摘要：

  Copper toxicity has been attributed to its potential as a catalyst for oxidative damage to tissues through redox cycling between Cu(I) and Cu(II), particularly in the presence of H2O2, a by-product of oxygen metabolism. In this study, the reactions of nanomolar concentrations of Cu(I) and Cu(II) with H2O2 have been investigated in 2.0 mM NaHCO3 and 0.7 M NaCl at pH 8.0. Measurements of both the formation of the hydroxylated phthalhydrazide chemiluminescent product and the degradation of formate in the absence and presence of compounds with well-known reactivity with HO center dot indicated that the reaction between Cu(I) and H2O2 did not result in the production of HO center dot but involved the formation of a higher oxidation state of copper, Cu(III). The Cu(III) so-formed reacts with the substrates that were present at much slower rates compared to those of HO center dot. The rate of formation of HO center dot from the dissociation of Cu(III) was extremely slow at pH 8.0 with the result that HO center dot is not an important oxidant in this system. The rapid rate of reaction of Cu(III) with Cu(I) contributes significantly to the redox cycle of copper and the associated oxidizing capacity of the Cu(I)/Cu(II)/H2O2/O-2 system with exogenous input of H2O2 and O-2(center dot-) exhibiting the ability to mediate ongoing copper-catalyzed production of the powerful oxidant, Cu(III). (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2013.01.025
• 作为产物：
  描述：

  sodium <14C>bicarbonate 在 钯 氢气 作用下， 以 sodium hydroxide 为溶剂， 生成 甲(-14C)酸钠盐(1:1)
  参考文献：
  名称：

  Spykes, J. W.; Neish, A. C., Canadian Journal of Chemistry, 1952, vol. 30, p. 461 - 465

  摘要：

  DOI：

文献信息

• A convenient synthesis of14C-labelled resveratrol
  作者：Dongli Zeng、Qixi Mi、Hongfang Sun、Haifang Wang

  DOI：10.1002/jlcr.806

  日期：2004.3.15

  Resveratrol (trans-3,4′,5-trihydroxystilbene) is a naturally occurring phytoalexin and polyphenol existing in grapes and various plants. It shows remarkable beneficial bioactivities in the prevention of cancer, inflammation and platelet aggregation, etc. This paper reports the synthesis of [β-14C]-trans-resveratrol using 14C-formic acid (exchanged with sodium 14C-formate) and 3,5-dihydroxybenzoic acid as the starting materials. [14C-formyl]-4-methoxybenzaldehyde and diethyl 3,5-dimethoxy benzylphosphonate reacted following the Wittig–Horner reaction to give trans-3,4′,5-[β-14C]-trimethoxystilbene. The final product was obtained through the demethylation of trans-3,4′,5-[β-14C]-trimethoxystilbene and identified by TLC and UV spectroscopy. Adoption of the whole procedure provided 14C-resveratrol with a specific radioactivity of 40.8 µCi/mmol, chemical yield of 15.3% and radiochemical yield of 12.5%. Copyright © 2004 John Wiley & Sons, Ltd.

  白藜芦醇（反式-3,4',5-三羟基芪）是一种天然植物抗毒素和多酚物质，存在于葡萄和各种植物中。它在预防癌症、炎症和血小板聚集等方面显示出显著的有益生物活性。本文报道了以14C-甲酸（与14C-甲酸钠交换）和3,5-二羟基苯甲酸为原料合成[β-14C]-反式白藜芦醇的方法。[14C-甲酰基]-4-甲氧基苯甲醛和二乙基3,5-二甲氧基苄基膦酸酯通过Wittig-Horner反应得到反式-3,4'-5-[β-14C]-三甲氧基芪。最终产物通过反式-3,4'-5-[β-14C]-三甲氧基芪的脱甲基化获得，并通过TLC和UV光谱鉴定。该方法合成的14C-白藜芦醇比活性为40.8 µCi/mmol，化学产率为15.3%，放射化学产率为12.5%。版权所有 © 2004 John Wiley & Sons, Ltd.
• N-Dealkylation of an <i>N</i>-Cyclopropylamine by Horseradish Peroxidase. Fate of the Cyclopropyl Group
  作者：Christopher L. Shaffer、Martha D. Morton、Robert P. Hanzlik

  DOI：10.1021/ja0111479

  日期：2001.9.1

  which catalyze their oxidative N-dealkylation. A key intermediate in both processes is postulated to be a highly reactive aminium cation radical formed by single electron transfer (SET) oxidation of the nitrogen center, but direct evidence for this has remained elusive. To address this deficiency and identify the fate of the cyclopropyl group lost upon N-dealkylation, we have investigated the oxidation

  环丙胺使催化其氧化性 N-脱烷基化的细胞色素 P450 酶失活。两个过程中的一个关键中间体被假定为通过氮中心的单电子转移 (SET) 氧化形成的高活性胺阳离子自由基，但对此的直接证据仍然难以捉摸。为了解决这一缺陷并确定 N-脱烷基化后环丙基丢失的命运，我们研究了辣根过氧化物酶（一种众所周知的 SET 酶）对 N-环丙基-N-甲基苯胺 (3) 的氧化。为了比较，类似的研究与 N-异丙基-N-甲基苯胺 (9) 和 N,N-二甲基苯胺 (8) 平行进行。在标准过氧化条件下（HRP、H(2)O(2)、空气），HRP 在 15-30 分钟内将 8 完全氧化为 N-甲基苯胺 (4) 加甲醛，而 9 氧化得更慢（< 10% 在 60 分钟内）只产生 N-异丙基苯胺 (10) 和甲醛（不形成丙酮和 4）。与 9 的结果相反，3 的氧化在 <60 分钟内完成并提供 4（20% 产率）加上痕量苯胺。通过使用
• Advanced precursors in marine biosynthetic study. Part 3: The biosynthesis of dichloroimines in the tropical marine sponge Stylotella aurantium
  作者：Andreas Brust、Mary J Garson

  DOI：10.1016/s0040-4039(02)02524-8

  日期：2003.1

  The biosynthetic origins of the dichloroimine group in the stylotellanes A and B 1, 2 have been investigated by incorporation of [14C]-labeled farnesyl isocyanide 7 and farnesyl isothiocyanate 3 into the sponge Stylotella aurantium.

  该dichloroimine组的生物合成起源于stylotellanes A和B 1，2已经由[掺入研究14 C] -标记的法呢基胩7和法尼基异硫氰酸酯3到海绵Stylotella枳壳。
• Biosynthetic pathways to dichloroimines; precursor incorporation studies on terpene metabolites in the tropical marine sponge Stylotella aurantium
  作者：Jamie S. Simpson、Andreas Brust、Mary J. Garson

  DOI：10.1039/b315895k

  日期：——

  farnesyl isothiocyanate (2). A time course experiment with [(14)C]-cyanide revealed that the specific activity for farnesyl isothiocyanate decreases over time, but increases for stylotellane B (4), consistent with the rapid formation of farnesyl isothiocyanate (2) from inorganic precursors followed by a slower conversion to stylotellane B (4). The advanced precursors farnesyl isothiocyanate (2) and

  通过使用[（14）C]标记的前体实验，探查了海洋海绵萜烯代谢产物stylotellanes A（3）和B（4）中二氯亚胺官能团的生物合成来源。用[[14] C]标记的氰化物或硫氰酸盐对海绵金缕鱼进行培养，会产生放射性萜烯，其中放射性标记通过水解化学降解显示出与二氯亚胺碳特别相关。另外，将来自两种前体的标记掺入异硫氰酸法呢酯（2）。含[（14）C]-氰化物的时程实验表明，法呢基异硫氰酸酯的比活度随时间降低，但对于stylotellane B则增加（4），这与从无机前体快速形成法呢基异硫氰酸酯（2），然后缓慢转化为苯乙烯（苯乙烯）B（4）一致。将先进的前体异硫氰酸法呢基酯（2）和异法呢基法呢基（5）提供给金黄色葡萄球菌，并显示它们已被有效地掺入到stylotellane A（3）和B（4）中。与[（14）C]-法呢基异氰酸酯（5）相比，[（14）C]-法呢基异硫氰酸酯（2）的进料导致标记的掺入
• Synthesis of a delta opioid agonist in [2H6], [2H4], [11C], and [14C] labeled forms
  作者：Charles S. Elmore、Kelly Brush、Magnus Schou、William Palmer、Peter N. Dorff、Mark E. Powell、Valerie Hoesch、James E. Hall、Thomas Hudzik、Christer Halldin、Cathy L. Dantzman

  DOI：10.1002/jlcr.1939

  日期：2011.12

  In support of a program to develop a treatment for depression, four labeled forms of a delta opioid agonist were prepared. The [2H4] labeled form was prepared using a relatively straightforward conversion of [2H4]bromoethanol to [2H4]N-methyl-2-hydroxyethylamine. The key step in the synthesis of the [2H6] labeled form involved the Pd-catalyzed exchange in D2O of 8-quinolin-8-ol to give [2H6] 8-quinolin-8-ol. The C-14 labeled form was synthesized in one step using [14C]carbonylation, and the C-11 labeled form was prepared in two steps from 11CH3I. Copyright © 2011 John Wiley & Sons, Ltd.

  为了支持开发抑郁症治疗方案，制备了四种标记形式的δ阿片激动剂。其中，[2H4]标记形式是通过相对简单的转化，将[2H4]溴乙醇转化为[2H4]N-甲基-2-羟基乙胺。合成[2H6]标记形式的关键步骤是利用钯催化剂在D2O中对8-喹啉-8-醇进行交换，从而得到[2H6] 8-喹啉-8-醇。C-14标记形式是通过[14C]羰基化在一步中合成的，而C-11标记形式则是通过11CH3I进行两步合成的。版权 © 2011 John Wiley & Sons, Ltd.