丙酮酸钠-1,2-13C2 | 312623-97-5

• 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
• 中文名称: 丙酮酸钠-1,2-13C2
• 中文别名: 丙酮酸-1,2-13C2钠盐
• 英文名称: sodium 1,2-pyruvate-[¹³C₂]
• 英文别名: Sodium pyruvate-1,2-13C2；sodium;2-oxo(1,2-13C2)propanoate
• CAS: 312623-97-5
• 化学式: C₃H₃O₃*Na
• 分子量: 112.023
• InChiKey: DAEPDZWVDSPTHF-MEFQWSPQSA-M

物化性质

• 熔点：
  >300 °C(lit.)
• 稳定性/保质期：
  常温常压下稳定，避免与强氧化物接触。

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
• 储存条件：
  请将容器密封保存，并存放在阴凉、干燥处。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Sodium pyruvate-1,2-13C2
CAS-No. : 312623-97-5
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : Pyruvic acid-1,2-13C2sodium salt
Pyruvic acid-1,2-13C2sodium salt
Formula : 13C2CH3NaO3
Molecular Weight : 112,03 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Store under inert gas. hygroscopic
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: > 300 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  丙酮酸钠-1,2-13C2 在 氘代硫酸 作用下， 以 重水 为溶剂， 以95 %的产率得到
  参考文献：
  名称：

  PHIP 支持的实时丙酮酸化学转化监测

  摘要：

  近年来，仲氢诱导的极化侧臂氢化 (PHIP-SAH) 已应用于超极化 [1- 13 C] 丙酮酸并将其代谢转化为癌细胞中的[1- 13 C] 乳酸。在我们最近的 MINERVA 脉冲序列协议的基础上发展，我们已经实现了 27% [1- 13 C] 丙酮酸盐碳极化，我们展示了 [1,2- 13 C] 丙酮酸盐的超极化（每个13 C 自旋上约 7% 极化)通过PHIP-SAH。通过改变脉冲序列中的单个参数，MINERVA 可以在 [ 1,2-13]中增强 C1 和/或 C2 的信号C] 丙酮酸具有相反的相，允许同时监测具有增强光谱对比度的不同化学反应或通过不同碳位点的相同反应。我们首先展示了通过不同的碳位点在水溶液、体外和细胞内（HeLa 细胞）中监测 7T 下相同的酶促丙酮酸转化为乳酸的能力。在第二组实验中，我们使用 C1 和 C2 碳位置作为同步化学反应的光谱探针：通过 [1,2- 13 C]

  DOI：

  10.1021/jacs.2c13198
• 作为试剂：
  描述：

  chloro(cycloocta-1,5-diene)(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)iridium 、 氢气 、 三苯基膦 在 丙酮酸钠-1,2-13C2 作用下， 以 氘代甲醇 为溶剂， 4.84 ℃ 、300.01 kPa 条件下， 生成 mer-trihydridotris(triphenylphosphine)iridium(III)
  参考文献：
  名称：

  Optimisation of pyruvate hyperpolarisation using SABRE by tuning the active magnetisation transfer catalyst

  摘要：

  SABRE催化剂[Ir(H)₂(η²-丙酮酸根)(亚氧化物)(NCH)]将磁化从对位氢转移到丙酮酸根，产生增强超极化的¹³C NMR信号，增强幅度超过2000倍。催化剂的性质控制效率。

  DOI：

  10.1039/c9cy02498k

文献信息

• 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。
• Production of an Anise- and Woodruff-like Aroma by Monokaryotic Strains of Pleurotus sapidus Grown on Citrus Side Streams
  作者：Friederike Bürger、Maximilian Koch、Marco A. Fraatz、Alejandra B. Omarini、Ralf G. Berger、Holger Zorn

  DOI：10.3390/molecules27030651

  日期：——

  The production of natural flavors by means of microorganisms is of great interest for the food and flavor industry, and by-products of the agro-industry are particularly suitable as substrates. In the present study, Citrus side streams were fermented using monokaryotic strains of the fungus Pleurotus sapidus. Some of the cultures exhibited a pleasant smell, reminiscent of woodruff and anise, as well

  通过微生物生产天然香料对食品和香料工业具有重要意义，农业工业的副产品特别适合作为基质。在本研究中，柑橘侧流使用真菌 Pleurotus sapidus 的单核菌株发酵。一些文化表现出令人愉快的气味，让人联想到芫荽和茴香，以及草本气息。为了评估整体香气的组成，制备了选定单核体的浸没培养物的液/液提取物，并通过溶剂辅助风味蒸发分离挥发物。香气提取物稀释分析显示，对茴香醛（甜味、茴香味和木香样）具有 218 的风味稀释因子作为特征影响化合物。椰子状，草本，和被鉴定为 (2S)-hydroxy-1-(4-methoxyphenyl)-1-propanone 的甜味 acyloin 也有助于整体香气，并被描述为一种香气活性物质，在空气中的气味阈值为 0.2 ng L-1首次达到 2.4 ng L-1。用同位素取代的 l-酪氨酸补充培养基阐明了这种酚氨基酸作为对茴香醛和 (2S)-羟基-1-(4-甲氧基苯基)-1-丙酮的前体。通过
• Mechanistic insight into novel sulfoxide containing SABRE polarisation transfer catalysts
  作者：Ben. J. Tickner、Jennifer S. Lewis、Richard O. John、Adrian C. Whitwood、Simon B. Duckett

  DOI：10.1039/c9dt02951f

  日期：——

  [Ir(H)2(carbene)(substrate)3]Cl complexes to catalytically transfer magnetisation from para-hydrogen derived hydride ligands to coordinated substrates. Here, we explore the reactivity of a novel class of such catalysts based on sulfoxide containing [IrCl(H)2(carbene)(DMSO)2], which are involved in the hyperpolarisation of pyruvate using SABRE. We probe the reactivity of this species by NMR and DFT and upon reaction

  可逆交换信号放大 (SABRE) 是一种超极化技术，通常使用 [Ir(H)2(carbene)(substrate)3]Cl 配合物将磁化从对氢衍生的氢化物配体催化转移到配位的底物。在这里，我们探索了基于含有 [IrCl(H)2(carbene)(DMSO)2] 的亚砜的新型此类催化剂的反应性，其参与使用 SABRE 的丙酮酸超极化。我们通过 NMR 和 DFT 探测该物种的反应性，并在与丙酮酸钠反应后形成 [Ir(H)2(η2-丙酮酸)(DMSO)(IMes)] 的两种异构体。用 NMR 和 X 射线衍射表征的相关草酸二钠产率 [Ir2(H)4(IMes)2(DMSO)2(η2-κ2-Oxalate)] 的研究。
• Optimisation of pyruvate hyperpolarisation using SABRE by tuning the active magnetisation transfer catalyst
  作者：Ben. J. Tickner、Olga Semenova、Wissam Iali、Peter J. Rayner、Adrian C. Whitwood、Simon B. Duckett

  DOI：10.1039/c9cy02498k

  日期：——

  SABRE catalysts [Ir(H)₂(η²-pyruvate)(sulfoxide)(NCH) transfer magnetisation from para-hydrogen to pyruvate yielding hyperpolarised ¹³C NMR signals enhanced by >2000-fold. Properties of the catalyst control efficiency.

  SABRE催化剂[Ir(H)₂(η²-丙酮酸根)(亚氧化物)(NCH)]将磁化从对位氢转移到丙酮酸根，产生增强超极化的¹³C NMR信号，增强幅度超过2000倍。催化剂的性质控制效率。
• Real-Time Pyruvate Chemical Conversion Monitoring Enabled by PHIP
  作者：Gabriele Stevanato、Yonghong Ding、Salvatore Mamone、Anil P. Jagtap、Sergey Korchak、Stefan Glöggler

  DOI：10.1021/jacs.2c13198

  日期：2023.3.15

  enables the signal enhancement of C1 and/or C2 in [1,2-13C]pyruvate with the opposite phase, which allows for the simultaneous monitoring of different chemical reactions with enhanced spectral contrast or for the same reaction via different carbon sites. We first demonstrate the ability to monitor the same enzymatic pyruvate to lactate conversion at 7T in an aqueous solution, in vitro, and in-cell (HeLa

  近年来，仲氢诱导的极化侧臂氢化 (PHIP-SAH) 已应用于超极化 [1- 13 C] 丙酮酸并将其代谢转化为癌细胞中的[1- 13 C] 乳酸。在我们最近的 MINERVA 脉冲序列协议的基础上发展，我们已经实现了 27% [1- 13 C] 丙酮酸盐碳极化，我们展示了 [1,2- 13 C] 丙酮酸盐的超极化（每个13 C 自旋上约 7% 极化)通过PHIP-SAH。通过改变脉冲序列中的单个参数，MINERVA 可以在 [ 1,2-13]中增强 C1 和/或 C2 的信号C] 丙酮酸具有相反的相，允许同时监测具有增强光谱对比度的不同化学反应或通过不同碳位点的相同反应。我们首先展示了通过不同的碳位点在水溶液、体外和细胞内（HeLa 细胞）中监测 7T 下相同的酶促丙酮酸转化为乳酸的能力。在第二组实验中，我们使用 C1 和 C2 碳位置作为同步化学反应的光谱探针：通过 [1,2- 13 C]