L-丙氨酸-3-13C | 131157-42-1

• 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-3-13C
• 英文名称: <3-13C>-L-alanine
• 英文别名: L-<3-13C>alanine；3-¹³C alanine；13C₃-alanine；[3-(13)C]-L-alanine；[3-(13)C]-alanine；[3-13C]-L-alanine；L-Alanine-3-13C；(2S)-2-amino(313C)propanoic acid
• CAS: 131157-42-1；133665-48-2；65163-25-9
• 化学式: C₃H₇NO₂
• 分子量: 90.0831
• InChiKey: QNAYBMKLOCPYGJ-IJGDANSWSA-N

物化性质

• 熔点：
  314.5 °C (dec.) (lit.)

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
Product identifiers
Product name : D-Alanine-3-13C
CAS-No. : 133665-48-2
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
Formula : 13CC2H7NO2
Molecular Weight : 90,09 g/mol
Component Concentration
D-Alanine-3-13C
CAS-No. 133665-48-2 -

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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. FIRE-FIGHTING 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 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: 291 °C - lit.
point Melting point/range: 291 °C - dec.
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
Other decomposition products - no data available

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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：

  L-丙氨酸-3-13C 以 水 为溶剂， 反应 2.5h， 生成 L-谷氨-2-13C酸
  参考文献：
  名称：

  通过碳13核磁共振波谱直接监测体内13C标记化合物的代谢和代谢率。

  摘要：

  碳13核磁共振波谱已用于观察[1-13C] -D-葡萄糖向[1,1'-13C2] -D-海藻糖和[3-13C] -L-丙氨酸向[[ Gryllodes sigillatus的生物体内的2-13C] -L-谷氨酸。[3-13C] -D-丙氨酸未代谢。发现[1-13C] -D-葡萄糖的代谢速率通过事先注入硼酸而改变。

  DOI：

  10.1248/cpb.39.210
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以0.83 g的产率得到L-丙氨酸-3-13C
  参考文献：
  名称：

  An asymmetric synthesis ofl-[3-13C]alanine

  摘要：

  使用由[2-13C]溴乙酸苯酯和(S)-2-苯基甘氨醇制备的 Dellaria 恶嗪酮作为手性甘氨酸等价物，从[13C]碘甲烷合成1-[3-13C]丙氨酸。恶嗪酮与[13C]甲基碘的烷基化以高非对映选择性实现。水解并除去烷基化恶嗪酮的手性助剂，得到1-[3-13C]丙氨酸。版权所有 © 2003 约翰·威利父子有限公司

  DOI：

  10.1002/jlcr.800

文献信息

• The metabolic and biochemical impact of glucose 6-sulfonate (sulfoquinovose), a dietary sugar, on carbohydrate metabolism
  作者：Juliana L. Sacoman、Lauren N. Badish、Thomas D. Sharkey、Rawle I. Hollingsworth

  DOI：10.1016/j.carres.2012.09.014

  日期：2012.11

  the metabolism of this sugar through three main carbohydrate processing pathways and how this could influence its biological activity. Using (13)C NMR spectroscopy and enzyme assays, we showed that glucose 6-sulfonate cannot enter the pentose phosphate pathway, hence decreasing pentose and nucleotide biosyntheses. In glycolysis, glucose 6-sulfonate only provides one pyruvate per monosaccharide molecule

  主要碳水化合物途径（糖酵解，磷酸戊糖和己糖胺生物合成途径）活性的增加是诸如癌症等新陈代谢疾病的标志之一。磺基喹喔基二酰基甘油脂是人类饮食中发现的一种磺基糖脂，具有抗癌活性，而其碳水化合物部分（葡萄糖6磺酸盐或磺基喹诺夫糖）被去除时就不存在。这项工作使用细菌系统通过三个主要的碳水化合物加工途径进一步了解了这种糖的代谢，以及这如何影响其生物活性。使用（13）C NMR光谱和酶分析，我们表明6-磺酸葡萄糖不能进入戊糖磷酸途径，因此减少了戊糖和核苷酸的生物合成。在糖酵解过程中，葡萄糖6磺酸盐只能为每个单糖分子提供一个丙酮酸，与6-磷酸葡萄糖相比，该途径的流量减少了一半。葡萄糖6-磺酸盐可通过产生葡萄糖胺6-磺酸盐进入己糖胺生物合成途径，后者是一种竞争性抑制己糖胺产生的抗菌剂。所有这些与碳水化合物途径的相互作用都可能有助于解释观察到的6-磺酸葡萄糖在体外具有的抗癌活性。这增加了我们对富含6-磺酸葡萄
• Formation of Furan and Methylfuran by Maillard-Type Reactions in Model Systems and Food
  作者：Anita Limacher、Josef Kerler、Tomas Davidek、Frank Schmalzried、Imre Blank

  DOI：10.1021/jf800268t

  日期：2008.5.1

  The formation of furan and 2-methylfuran was studied in model systems based on sugars and selected amino acids. Both compounds were preferably formed under roasting conditions in closed systems yielding up to 330 micromol of furan and 260 micromol of 2-methylfuran per mol of precursor. The amounts obtained under pressure cooking conditions were much lower, usually below 20 micromol/mol, except for

  在基于糖和选定氨基酸的模型系统中研究了呋喃和2-甲基呋喃的形成。两种化合物优选在封闭条件下的焙烧条件下形成，每摩尔前体产生高达330微摩尔的呋喃和260微摩尔的2-甲基呋喃。在压力蒸煮条件下获得的量要低得多，通常低于20微摩尔/摩尔，除了2-呋喃醛可产生70-100微摩尔/摩尔的呋喃。标记研究表明两种呋喃的两个主要形成途径：（i）来自完整糖骨架和（ii）通过反应性C（2）和/或C（3）片段的重组。在没有氨基酸的烘烤条件下，呋喃主要由完整的糖骨架形成。甲酸和乙酸被确定为糖降解的副产物，表示从己糖中分离出C（1）和/或C（2）单元。丙氨酸，苏氨酸或丝氨酸的存在通过C（2）片段如乙醛和乙醇醛的重组促进了呋喃的形成，乙醛和乙醇醛可能来源于糖和氨基酸。在水溶液中，糖片段的重组产生了大约一半的呋喃。2-甲基呋喃优选在氨基酸存在下通过C（2）和C（3）片段与丙醛作为关键中间体苏氨酸的Strecker醛的
• 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。
• 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
• Formation of 4-Hydroxy-2,5-dimethyl-3(2<i>H</i>)-furanone and 4-Hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2<i>H</i>)-furanone through Maillard Reaction Based on Pentose Sugars
  作者：Imre Blank、Laurent B. Fay

  DOI：10.1021/jf950439o

  日期：1996.1.1

  The caramel-like smelling compounds 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF) and 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF) were identified by GC-MS and GC-MS/MS in Maillard reaction systems based on pentoses. The reaction was performed in a phosphate buffer by heating xylose, ribose, or arabinose with glycine or L-alanine at 90 degrees C for 1 h. HEMF was detected in the system pentose/alanine. HDMF was formed in both pentose/glycine and pentose/alanine systems as well as directly from pentoses. Experiments using C-13-labeled glycine and alanine suggest the incorporation of the Strecker degradation products formaldehyde and acetaldehyde into the pentose moiety, forming the furanones HDMF and HEMF, respectively. The presence of C-12-HDMF, which was approximately 30% of the total HDMF amount found in xylose/glycine, indicates that HDMF is partly formed by sugar fragmentation. The proposed mechanism for the formation of the furanones is based on decomposition of the Amadori compound via 2,3-enolization, chain elongation by the Strecker aldehydes, and reduction of the resulting acetylformoin-type intermediates to the target molecules.