sodium pyruvate-1-¹³C | 87976-71-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: sodium pyruvate-1-¹³C
• 英文别名: sodium [1-¹³C]pyruvate；Sodium pyruvate-1-13C；sodium;2-oxo(113C)propanoate
• CAS: 87976-71-4
• 化学式: C₃H₃O₃*Na
• 分子量: 111.034
• InChiKey: DAEPDZWVDSPTHF-FJUFCODESA-M

物化性质

• 熔点：
  >300 °C (lit.)
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解，未有已知危险反应。<?xml:namespace prefix = o ns = "urn:schemas-microsoft-com:office:office" />

计算性质

• 辛醇/水分配系数(LogP)：
  -4.67
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  sodium pyruvate-1-¹³C 在 盐酸 、 水 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以76.2%的产率得到丙酮酸-1-13C（游离酸）
  参考文献：
  名称：

  [EN] METHOD FOR PRODUCING PYRUVIC ACID
  [FR] PROCEDE DE PRODUCTION DE L'ACIDE PYRUVIQUE

  摘要：

  本发明涉及一种生产丙酮酸的方法。

  公开号：

  WO2006038811A1
• 作为产物：
  描述：

  丙酮酸-1-13C（游离酸） 在 OX63 、 sodium hydroxide 、 三羟甲基氨基甲烷 作用下， 以 水 为溶剂， 反应 2.0h， 生成 sodium pyruvate-1-¹³C
  参考文献：
  名称：

  [EN] METHOD OF PRODUCING A COMPOSITION, COMPOSITION AND ITS USE
  [FR] PROCEDE DE FABRICATION D'UNE COMPOSITION, COMPOSITION ET UTILISATION ASSOCIEE

  摘要：

  本发明涉及一种制备含有超极化13C-丙酮酸盐的组合物的方法，以及该组合物作为MR成像的成像剂的用途。

  公开号：

  WO2006011809A1

文献信息

• Hyperpolarising Pyruvate through Signal Amplification by Reversible Exchange (SABRE)
  作者：Wissam Iali、Soumya S. Roy、Ben J. Tickner、Fadi Ahwal、Aneurin J. Kennerley、Simon B. Duckett

  DOI：10.1002/anie.201905483

  日期：2019.7.22

  sensitivity gains that allow disease tracking and interrogation of cellular metabolism by magnetic resonance. Here, we communicate how signal amplification by reversible exchange (SABRE) can provide strong 13 C pyruvate signal enhancements in seconds through the formation of the novel polarisation transfer catalyst [Ir(H)2 (η2 -pyruvate)(DMSO)(IMes)]. By harnessing SABRE, strong signals for [1-13 C]- and [2-13

  预磁化丙酮酸等试剂的超极化方法目前受到极大关注，因为它们产生的灵敏度增益允许通过磁共振进行疾病跟踪和细胞代谢询问。在这里，我们介绍了如何通过可逆交换放大信号 (SABRE) 通过形成新型极化转移催化剂 [Ir(H)2 (η2 -丙酮酸)(DMSO)(IMes)] 在几秒钟内提供强大的 13 C 丙酮酸信号增强。通过利用 SABRE，除了 [1,2-13 C2 ] 形式的长寿命单线态之外，还可以轻松产生 [1-13 C]- 和 [2-13 C]丙酮酸的强信号；后者可以在初始超极化步骤后五分钟观察到。我们还展示了这一进展如何有助于未来的化学反应性研究。
• Synthesis of isotopically labeled alpha-keto acids and esters
  申请人：Martinez Rodolfo Antonio

  公开号：US20080161593A1

  公开（公告）日：2008-07-03

  Isotopically labeled alpha-keto acids and esters are disclosed herein. Also disclosed are methods of synthesizing isotopically labeled alpha-keto acids and esters.

  本文揭示了同位素标记的α-酮酸和酯。同时还揭示了合成同位素标记的α-酮酸和酯的方法。
• Synthesis of [1-13C]pyruvic acid], [2-13C]pyruvic acid], [3-13C]pyruvic acid] and combinations thereof
  申请人：Martinez A. Rodolfo

  公开号：US20060178534A1

  公开（公告）日：2006-08-10

  The present invention is directed to labeled compounds, of the formulae wherein C* is each independently selected from the group consisting of 13 C and 12 C with the proviso that at least one C* is 13 C, each hydrogen of the methylene group can independently be either hydrogen or deuterium, the methyl group includes either zero or three deuterium atoms, Q is from the group of sulfide, sulfinyl, and sulfone, Z is an aryl group from the group of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently from the group of hydrogen, a C 1 -C 4 lower alkyl, a halogen, and an amino group from the group of NH 2 , NHR and NRR′ where R and R′ are each independently from the group of a C 1 -C 4 lower alkyl, a phenyl, and an alkoxy group, and the methyl group can include either zero or three deuterium atoms. The present invention is also directed to labeled compounds of the formula where X is from the group of —NR 6 R 7 and —OR 8 where R 6 and R 7 are each independently selected from the group of C 1 -C 4 lower alkyl, alkoxy and aryl and R 8 is from the group of C 1 -C 4 lower alkyl, alkoxy and aryl, T is from the group of —CH 3 , —CD 3 , —CH 2 —S—R 9 , —CH 2 —S(O)—R 9 , and —CH 2 —(O)S(O)—R 9 , J is from the group of —CH(OH)—CH 2 —S—R 9 , —CH(OH)—CH 2 —S(O)—R 9 , and —CH(OH)—CH 2 —(O)S(O)—R 9 where R 9 is an aryl group from the group of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently from the group of hydrogen, a C 1 -C 4 lower alkyl, a halogen, and an amino group from the group of NH 2 , NHR and NRR′ where R and R′ are each independently from the group of a C 1 -C 4 lower alkyl, a phenyl, and an alkoxy group, and C* are each independently selected from the group consisting of 13 C and 12 C with the proviso that at least one C* is 13 C.

  本发明涉及标记化合物，其化学式为C*的其中一个，独立地选自由13C和12C组成的群体，但至少有一个C*为13C，甲基烷基中的每个氢可以独立地是氢或氘，甲基基团包括零个或三个氘原子，Q来自硫化物、亚砜和磺酰基的群体，Z是选自1-萘基、取代的1-萘基、2-萘基、取代的2-萘基和苯基团的芳基基团，其结构为其中R1、R2、R3、R4和R5每个独立地来自氢、C1-C4低烷基、卤素和NH2、NHR和NRR′的氨基团组成的群体，其中R和R′每个独立地来自C1-C4低烷基、苯基和烷氧基的群体，甲基基团可以包括零个或三个氘原子。 本发明还涉及化学式为X的标记化合物，其中X来自—NR6R7和—OR8的群体，其中R6和R7每个独立地选自C1-C4低烷基、烷氧基和芳基，R8选自C1-C4低烷基、烷氧基和芳基，T来自—CH3、—CD3、—CH2—S—R9、— —S(O)—R9和— —(O)S(O)—R9的群体，J来自—CH(OH)— —S—R9、—CH(OH)— —S(O)—R9和—CH(OH)— —(O)S(O)—R9的群体，其中R9是选自1-萘基、取代的1-萘基、2-萘基、取代的2-萘基和苯基团的芳基基团，其结构为其中R1、R2、R3、R4和R5每个独立地来自氢、C1-C4低烷基、卤素和NH2、NHR和NRR′的氨基团组成的群体，其中R和R′每个独立地来自C1-C4低烷基、苯基和烷氧基的群体，C*的每个独立地选自由13C和12C组成的群体，但至少有一个C*为13C。
• A SERIES OF CATALYSTS FOR THE HYPERPOLARISATION OF SUBSTRATES
  申请人：UNIVERSITY OF YORK

  公开号：US20220009854A1

  公开（公告）日：2022-01-13

  There is described a method for the preparation of a hyperpolarised agent, wherein said agent comprises at least one —N − , —O − or —S − moiety (optionally protonated) and a secondary binding site; said method comprising: (i) preparing a fluid containing a polarisation transfer precatalyst and parahydrogen; (ii) introducing a co-ligand to interact with the transfer precatalyst to form a polarisation transfer catalyst; (iii) applying a magnetic field or radio frequency excitation to (ii), such that hyperpolarisation is transferred from parahydrogen to a target molecule; (iv) introducing a target molecule containing at least at least one —N − , —O − or —S − moiety, in conjunction with a secondary binding to form a hyperpolarised agent; wherein the co-ligand is selected from the group consisting of one or more of a sulfoxide, a thioester, a phosphine, an amine, CO, an isonitrile and a nitrogen heterocycle.

  本文描述了一种制备超极化试剂的方法，其中该试剂包括至少一个—N−、—O−或—S−基团（可选择质子化）和一个次级结合位点；该方法包括：(i)制备一个含有极化转移预催化剂和顺磁氢的流体；(ii)引入一个共配体与转移预催化剂相互作用形成极化转移催化剂；(iii)对(ii)施加磁场或射频激发，从顺磁氢向靶分子转移超极化；(iv)引入一个含有至少一个—N−、—O−或—S−基团的靶分子，结合次级结合形成超极化试剂；其中共配体选自以下组中的一个或多个：亚砜、硫酸酯、膦、胺、CO、异腈和氮杂环化合物。
• Biosynthesis of the Tetramic Acids Sch210971 and Sch210972
  作者：Thomas B. Kakule、Shuwei Zhang、Jixun Zhan、Eric W. Schmidt

  DOI：10.1021/acs.orglett.5b00715

  日期：2015.5.15

  A biosynthetic pathway to fungal polyketide-nonribosomal peptide natural products, Sch210971 (1a) and Sch210972 (1b) from Hapsidospora irregularis, was characterized by reconstitution and heterologous expression in Fusarium heterosporum. Using genetic, biochemical, and feeding experiments, we show that the incorporated amino acid 4-hydroxyl-4-methyl glutamate (HMG) is synthesized by an aldolase, probably using pyruvate as the precursor.