L-丙氨酸-2-13C | 62656-85-3

• 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: L-丙氨酸-2-13C
• 英文名称: 13C^α-alanine
• 英文别名: <2-13C>-L-alanine；L-<2-13C>alanine；[2-¹³C]alanine；C¹³L-alanine；L-Alanine-2-13C；(2S)-2-amino(213C)propanoic acid
• CAS: 62656-85-3
• 化学式: C₃H₇NO₂
• 分子量: 90.0831
• InChiKey: QNAYBMKLOCPYGJ-JACJRKFSSA-N

物化性质

• 熔点：
  314.5 °C (dec.) (lit.)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : L-Alanine-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. : 62656-85-3
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
Formula : 13CC2H7NO2
Molecular Weight : 90,09 g/mol
CAS-No. : 62656-85-3
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
no data available
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)
A part 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: 314,5 °C - lit.
point Melting point/range: 314,5 °C - dec.
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
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
Inhalation: 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

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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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  L-丙氨酸-2-13C 在 5 wt% ruthenium/carbon 、 氢气 、 重水 作用下， 80.0 ℃ 、101.33 kPa 条件下， 以89%的产率得到
  参考文献：
  名称：

  Late-stage deuteration of¹³C-enriched substrates forT₁prolongation in hyperpolarized¹³C MRI

  摘要：

  在¹³C富集底物上的氘化导致了T₁的增加，从而改善了成像参数。

  DOI：

  10.1039/c8cc02246a
• 作为产物：
  描述：

  丙酮酸-2-¹³C（游离酸） 在 水 、 氢气 、 碳酸氢铵 、 还原型辅酶Ⅰ 作用下， 以> 98 %的产率得到L-丙氨酸-2-13C
  参考文献：
  名称：

  生物催化还原胺化作为获得同位素标记氨基酸的途径，适用于通过 NMR 分析大蛋白质

  摘要：

  我们展示了一种原子效率高且易于使用的 H 2驱动生物催化平台，用于将2 个H 原子对映选择性掺入氨基酸中。通过将生物催化氘化催化剂与能够还原胺化的氨基酸脱氢酶相结合，我们从低成本同位素前体（例如2 H 2 O 和15 NH 4 + ）合成了多重同位素标记的氨基酸库。所选择的方法避免使用预先标记的2 H-还原剂，因此大大简化了产品清理。值得注意的是，该策略使得2 H、15 N 和不对称中心能够在良性条件下以完全选择性的一步引入到分子位点，并且具有接近 100% 的原子经济性。该方法有利于半克规模的氨基酸同位素体的制备。这些氨基酸在分析生命科学中具有广泛的适用性，特别是蛋白质的核磁共振光谱分析。为了证明该方法对蛋白质 NMR 化学家工作流程的好处，我们制备了L -[α- 2 H, 15 N, β- 13 C]-丙氨酸并将其集成到大型 (>400 kDa) 热休克中蛋白质寡聚物，随后可通过甲基-TROSY

  DOI：

  10.1039/d3sc01718d

文献信息

• Advances in solid alanine radiolysis understanding
  作者：J. Raffi、S. Talbi、J.-M. Dolo、T. Garcia、J. Kister

  DOI：10.1016/j.saa.2007.05.040

  日期：2008.3

  obtain different isolated trapped radical spectra where hyperfine coupling constants could be evaluated. For alanine, only two species are identified with relative proportions around 97 and 3% in contradiction with recent published articles. The main species has a particularity on its hyperfine coupling constants when labeled carbons are used. Very high hyperfine coupling constants are observed with

  为了更好地理解丙氨酸ESR辐射光谱的合成特征，对几种简单氨基酸进行了比较研究，以鉴定不同的放射性自由基及其比例。开发了一种结合高效液相色谱（HPLC）的专用自旋捕集方法，并对辐照的丙氨酸，甘氨酸和缬氨酸进行了分析。是否标记。这项研究使我们获得了不同的孤立的自由基光谱，可以在其中评估超精细的耦合常数。对于丙氨酸，仅发现了两种物种，相对比例与最近发表的文章相矛盾，分别为97％和3％。当使用标记的碳时，主要物质在其超精细偶合常数上具有特殊性。
• Late-stage deuteration of¹³C-enriched substrates for<i>T</i>₁prolongation in hyperpolarized¹³C MRI
  作者：Céline Taglang、David E. Korenchan、Cornelius von Morze、Justin Yu、Chloé Najac、Sinan Wang、Joseph E. Blecha、Sukumar Subramaniam、Robert Bok、Henry F. VanBrocklin、Daniel B. Vigneron、Sabrina M. Ronen、Renuka Sriram、John Kurhanewicz、David M. Wilson、Robert R. Flavell

  DOI：10.1039/c8cc02246a

  日期：——

  Deuteration on¹³C-enriched substrates led to increases inT₁, yielding improvements in imaging parameters.

  在¹³C富集底物上的氘化导致了T₁的增加，从而改善了成像参数。
• Biocatalytic reductive amination as a route to isotopically labelled amino acids suitable for analysis of large proteins by NMR
  作者：Jack S. Rowbotham、Jake H. Nicholson、Miguel A. Ramirez、Kouji Urata、Peter M. T. Todd、Gogulan Karunanithy、Lars Lauterbach、Holly A. Reeve、Andrew J. Baldwin、Kylie A. Vincent

  DOI：10.1039/d3sc01718d

  日期：——

  and easy to use H2-driven biocatalytic platform for the enantioselective incorporation of 2H-atoms into amino acids. By combining the biocatalytic deuteration catalyst with amino acid dehydrogenase enzymes capable of reductive amination, we synthesised a library of multiply isotopically labelled amino acids from low-cost isotopic precursors, such as 2H2O and 15NH4+. The chosen approach avoids the use

  我们展示了一种原子效率高且易于使用的 H 2驱动生物催化平台，用于将2 个H 原子对映选择性掺入氨基酸中。通过将生物催化氘化催化剂与能够还原胺化的氨基酸脱氢酶相结合，我们从低成本同位素前体（例如2 H 2 O 和15 NH 4 + ）合成了多重同位素标记的氨基酸库。所选择的方法避免使用预先标记的2 H-还原剂，因此大大简化了产品清理。值得注意的是，该策略使得2 H、15 N 和不对称中心能够在良性条件下以完全选择性的一步引入到分子位点，并且具有接近 100% 的原子经济性。该方法有利于半克规模的氨基酸同位素体的制备。这些氨基酸在分析生命科学中具有广泛的适用性，特别是蛋白质的核磁共振光谱分析。为了证明该方法对蛋白质 NMR 化学家工作流程的好处，我们制备了L -[α- 2 H, 15 N, β- 13 C]-丙氨酸并将其集成到大型 (>400 kDa) 热休克中蛋白质寡聚物，随后可通过甲基-TROSY