丙酮酸钠-2-13C | 87976-70-3

• 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-2-13C
• 英文名称: sodium [2-13C]pyruvate
• 英文别名: sodium pyruvate-2-¹³C；Sodium pyruvate-2-13C；sodium;2-oxo(213C)propanoate
• CAS: 87976-70-3
• 化学式: C₃H₃O₃*Na
• 分子量: 111.034
• InChiKey: DAEPDZWVDSPTHF-CGOMOMTCSA-M

物化性质

• 熔点：
  >300 °C (lit.)
• 溶解度：
  可微溶于水
• 稳定性/保质期：

  避免使用强氧化剂

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：
  请将贮藏器保持密封，并存放在阴凉、干燥的地方。同时，确保工作环境有良好的通风或排气设施。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Sodium pyruvate-2-13C
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 87976-70-3
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
Chemical characterization : Isotopically labeled
Synonyms : Pyruvic acid-2-13Csodium salt
Formula : 13CC2H3NaO3
Molecular Weight : 111,04 g/mol
CAS-No. : 87976-70-3
No components need to be disclosed according to the applicable regulations.

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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
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
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 vapours, mist or gas.
For personal protection see section 8.
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.
For precautions see section 2.2.
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 use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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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).
Control of environmental exposure
Do not let product enter drains.

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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
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration 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) Auto-ignition 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
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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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 sensitisation
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
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
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
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  N-acetyl-D-mannosamine 、 丙酮酸钠-2-13C 在 E_. coli sialic acid aldolase 、 水 作用下， 生成 [2-13C]-N-acetyl-neuraminic acid
  参考文献：
  名称：

  绿色小单孢菌唾液酸酶催化水解的去糖基化会限制周转率：Michaelis 复合物的构象意义

  摘要：

  基于核心结构 7-(5-acetamido-3,5-dideoxy-d-glycero-α-d-galacto-non-2-ulopyranosylonic acid)-(2→6) 的一组七种同位素取代的唾液酸苷天然底物类似物)-β-D-吡喃半乳糖氧基)-8-氟-4-甲基香豆素 (1, Neu5Acα2,6GalβFMU) 已被合成并用于探测 M. viridifaciens 唾液酸酶转换的限速步骤。环氧 ((18)V)、离去基团氧 ((18)V)、异头碳 ((13)V)、C3-碳 ((13) V)、C3-R 氘 ((D)V(R))、C3-S 氘 ((D)V(S)) 和 C3-双氘 ((D)(2)V) 为 0.986 ± 0.003、1.003分别为 ± 0.005、1.021 ± 0.006、1.001 ± 0.008、1.029 ± 0.007、0.891 ± 0.008 和 0.890

  DOI：

  10.1021/ja109199p

文献信息

• A convenient method for the preparation of a variety of 13 C-substituted d -fructose phosphates using readily available enzymes of the glycolytic pathway
  作者：Kah T. Kuan、Denise S. Weber、Laura Sottile、Warren J. Goux

  DOI：10.1016/0008-6215(92)80044-2

  日期：1992.2

  available enzymes and cofactors of the glycolytic pathway. Since it has previously been shown that a wide variety of aldehydes serve as acceptable substrates for the final rabbit muscle aldolase-catalyzed condensation step, the method can potentially be applied to prepare a wide variety of 13C-substituted sugars and sugar phosphates.

  提出了用于从13 C-取代的丙酮酸或L-丙氨酸制备在任何单个碳位或在任何两个对称布置的碳位上13 C-取代的多种D-果糖磷酸的方法。已经证明，在13C-取代的前体与市售酶和糖酵解途径的辅因子“一锅”孵育后，可以高收率获得毫摩尔量的产物。由于先前已经表明，各种各样的醛可以作为最终兔肌肉醛缩酶催化的缩合步骤的可接受底物，因此该方法可以潜在地用于制备各种各样的13 C-取代的糖和糖磷酸酯。
• 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。
• The Role of Phosphate in a Multistep Enzymatic Reaction: Reactions of the Substrate and Intermediate in Pieces
  作者：Svetlana A. Kholodar、C. Leigh Allen、Andrew M. Gulick、Andrew S. Murkin

  DOI：10.1021/ja512911f

  日期：2015.2.25

  nonreacting phosphoryl group to accelerate catalysis. Evidence for the involvement of the phosphodianion in transition state formation has come from reactions of the substrate in pieces, in which reaction of a truncated substrate lacking its phosphorylmethyl group is activated by inorganic phosphite. What has remained unknown until now is how the phosphodianion group influences the reaction energetics

  几种机械无关的酶利用其底物非反应性磷酰基的结合能来加速催化。磷酸二价阴离子参与过渡态形成的证据来自底物的碎片反应，其中缺少磷酰甲基的截短底物的反应被无机亚磷酸酯激活。直到现在仍然未知的是磷酸二价阴离子基团如何影响反应坐标上不同点的反应能量。1-脱氧-d-木酮糖-5-磷酸 (DXP) 还原异构酶 (DXR) 催化 DXP 异构化为 2-C-甲基-d-赤藓糖 4-磷酸 (MEsP) 和随后的 NADPH 依赖性还原解决这一问题的独特机会。之前，我们已经报道了共价连接的磷酸盐对 DXP 转换能量的影响。通过使用化学合成的 MEsP 及其磷酸截短的类似物 2-C-甲基-d-甘油醛，目前的研究表明截断时动态屏障稳定性损失 6.1 kcal/mol，其中 4.4 kcal/mol 重新获得在亚磷酸酯二价阴离子的存在下。在反应的中间阶段，亚磷酸酯的活化作用伴随着其在活性位点内相互作用的明显收紧，表明磷酸
• 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。
• 5-Hydroxypentane-2,3-dione (laurencione), a bacterial metabolite of 1-deoxy-D- threo -pentulose
  作者：Surya Rosa Putra、Lionel Charon、Knut Danielsen、Catherine Pale-Grosdemange、Luisa-Maria Lois、Narciso Campos、Albert Boronat、Michel Rohmer

  DOI：10.1016/s0040-4039(98)01301-x

  日期：1998.8