甘油-13C3 | 63346-81-6

• 物质功能分类: 生物化工 - 生化试剂
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 甘油-13C3
• 英文名称: glycerol-¹³C₃
• 英文别名: glycerol；U-¹³C₃-glycerol；[1,2,3-¹³C₃]glycerol；¹³C3-glycerol；Glycerol-13C3；(1,2,3-13C3)propane-1,2,3-triol
• CAS: 63346-81-6
• 化学式: C₃H₈O₃
• 分子量: 95.0617
• InChiKey: PEDCQBHIVMGVHV-VMIGTVKRSA-N

物化性质

• 熔点：
  20 °C (lit.)
• 沸点：
  182 °C (lit.)
• 密度：
  1.302 g/mL at 25 °C
• 闪点：
  320 °F(lit.)
• 溶解度：
  可溶于DMSO（少量）、甲醇（少量）
• 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)：
  -1.8
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 储存条件：
  将贮藏器密封，并将其放入一个紧密的容器中。存放在阴凉、干燥的地方。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Glycerol-13C3
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. : 63346-81-6
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 : 13C3H8O3
Molecular Weight : 95,07 g/mol
CAS-No. : 63346-81-6
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
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
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
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. 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
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
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.
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
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 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
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. 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: liquid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 20 °C - lit.
point
f) Initial boiling point and 182 °C - lit.
boiling range
g) Flash point 160 °C - closed cup
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower Lower explosion limit: 0,9 %(V)
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 1,302 g/mL at 25 °C
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 bases, 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
LD50 Oral - rat - 12.600 mg/kg
LD50 Dermal - rabbit - > 10.000 mg/kg
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
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
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
prolonged or repeated exposure can cause:, Nausea, Headache, Vomiting

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SECTION 12: Ecological information
Toxicity
Toxicity to fish LC50 - Carassius auratus (goldfish) - > 5.000 mg/l
LC50 - Pimephales promelas (fathead minnow) - 44.000 mg/l
LC50 - other fish - > 100.100 mg/l
LC50 - Oncorhynchus mykiss (rainbow trout) - 67.500 mg/l - 96 h
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

制备方法与用途

用途
甘油既用于样品制备，也用于聚丙烯酰胺凝胶电泳中的凝胶形成。加入5-10%的甘油可以增加样品密度，使样品能够沉积在凝胶样本孔底部。此外，甘油还用于制备梯度凝胶、作为蛋白质稳定剂及储存缓冲液的一部分。这里指的是标有标识的产品。

反应信息

• 作为反应物：
  描述：

  甘油-13C3 在 4-氨基-TEMPO 作用下， 反应 22.0h， 生成 二氧化碳-13C
  参考文献：
  名称：

  Hybrid Enzymatic and Organic Electrocatalytic Cascade for the Complete Oxidation of Glycerol

  摘要：

  We demonstrate the complete electrochemical oxidation of the biofuel glycerol to CO2 using a hybrid enzymatic and small-molecule catalytic system. Combining an enzyme, oxalate oxidase, and an organic oxidation catalyst, 4-amino-TEMPO, we are able to electrochemically oxidize glycerol at a carbon electrode, while collecting up to as many as 16 electrons per molecule of fuel. Additionally, we investigate the anomalous electrocatalytic properties that allow 4-amino-TEMPO to be active under the acidic conditions that are required for oxalate oxidase to function.

  DOI：

  10.1021/ja5098379

文献信息

• Glycerol as a Building Block for Prochiral Aminoketone,<i>N</i>-Formamide, and<i>N</i>-Methyl Amine Synthesis
  作者：Xingchao Dai、Jabor Rabeah、Hangkong Yuan、Angelika Brückner、Xinjiang Cui、Feng Shi

  DOI：10.1002/cssc.201600972

  日期：2016.11.23

  Prochiral aminoketones are key intermediates for the synthesis of optically active amino alcohols, and glycerol is one of the main biomass‐based alcohols available in industry. In this work, glycerol was catalytically activated and purposefully converted with amines to generate highly valuable prochiral aminoketones, as well as N‐formamides and N‐methyl amines, over CuNiAlOx catalyst. The catalyst structure

  前手性氨基酮是光学活性氨基醇合成的关键中间体，甘油是工业上可用的主要基于生物质的醇之一。在这项工作中，甘油在CuNiAlO x催化剂上被催化活化，并有意地与胺转化生成高度有价值的前手性氨基酮，以及N-甲酰胺和N-甲基胺。通过形成纳米Cu-Ni合金颗粒，可以将催化剂结构预期为CuAlO x之上或之中的纳米Ni物种。这个概念可能会提出一种新颖而有价值的甘油利用方法。
• Azetidine‐Containing Alkaloids Produced by a Quorum‐Sensing Regulated Nonribosomal Peptide Synthetase Pathway in <i>Pseudomonas aeruginosa</i>
  作者：Zhilai Hong、Arnaud Bolard、Caroline Giraud、Sébastien Prévost、Grégory Genta‐Jouve、Christiane Deregnaucourt、Susanne Häussler、Katy Jeannot、Yanyan Li

  DOI：10.1002/anie.201809981

  日期：2019.3.4

  inactivation, feeding experiments, and biochemical characterization in vitro, which involves a new S‐adenosylmethionine‐dependent enzyme to produce azetidine 2‐carboxylic acid as an unusual building block of NRPS. The mutants of P. aeruginosa unable to produce azetidomonamides had an advantage in growth at high cell density in vitro and displayed rapid virulence in Galleria mellonella model, inferring

  铜绿假单胞菌显示出令人印象深刻的代谢多功能性，从而确保其在各种环境中的生存。本文报道的是鉴定自铜绿假单胞菌PAO1的罕见的含氮杂环丁烷的生物碱，称为氮杂环丁烷酰胺，其衍生自保守的，群体感应调节的非核糖体肽合成酶（NRPS）途径。氮杂环丁烷基序的生物合成已通过基因灭活，进食实验和体外生化表征得以阐明，其中涉及一种新的S-腺苷甲硫氨酸依赖性酶，以生成氮杂环丁烷2-羧酸，这是NRPS的一个不常见的组成部分。铜绿假单胞菌的突变体不能产生azetidomonamides具有生长优势在体外高细胞密度和在显示快速毒力大蜡螟模型，推断azetidomonamides的功能作用在宿主适应。这项工作为研究氮杂环磷酰胺和相关化合物在致病性和环境细菌中的生物学功能开辟了道路。
• Recombinant oxalate decarboxylase: enhancement of a hybrid catalytic cascade for the complete electro-oxidation of glycerol
  作者：Sofiene Abdellaoui、David P. Hickey、Andrew R. Stephens、Shelley D. Minteer

  DOI：10.1039/c5cc06131h

  日期：——

  The complete electro-oxidation of glycerol to CO₂is performed through an electro-oxidation cascade using a hybrid catalytic system combining an organic oxidation catalyst, 4-amino-TEMPO and a recombinant enzyme, oxalate decarboxylase fromBacillus subtilis.

  将甘油完全电化学氧化为CO₂是通过使用混合催化系统进行电化学氧化级联反应来实现的，该系统结合了有机氧化催化剂4-氨基TEMPO和重组酶，来自Bacillus subtilis的草酸脱羧酶。
• 一种稳定同位素标记的展青霉素及其合成方法
  申请人：上海海关动植物与食品检验检疫技术中心

  公开号：CN113004300B

  公开（公告）日：2023-06-27

  本发明公开了一种稳定同位素标记的展青霉素及其合成方法，以稳定同位素13C标记的丙三醇‑13C3作为起始原料，经过端位羟基保护反应、中间位羟基氧化成酮羰基反应、端位羟基脱保护反应、端位羟基和乙酸酐的酯化反应和叶立德反应，然后关环得到4‑羟甲基‑5H‑呋喃‑2‑酮‑13C5并进行羟基保护，在二异丙基胺基锂的作用下和苄氧基乙醛‑13C2反应，得到的产物经过羟基和特戊酰氯的酯化反应、羟基脱保护反应、羟基氧化成醛基反应、三氯化硼脱苄基反应、羟醛缩合反应和脱酰基反应得到展青霉素‑13C7。本发明首次通过全合成法得到稳定同位素13C标记的展青霉素‑13C7，产率高，化学纯度与稳定同位素丰度均达到98％以上。
• Structure and Biosynthesis of Cetoniacytone A, a Cytotoxic Aminocarba Sugar Produced by an Endosymbiontic Actinomyces.
  作者：OLIVER SCHLÖRKE、PHILIPP KRASTEL、ILKA MÜLLER、ISABEL USÓN、KONRAD DETTNER、AXEL ZEECK

  DOI：10.7164/antibiotics.55.635

  日期：——

  Cetoniacytone A (1) and some related minor components (2, 6, 7) were produced by Actinomyces sp. (strain Lu 9419), which was isolated from the intestines of a rose chafer (Cetonia aureata). The structures of the novel metabolites were established by detailed spectroscopic analysis. The absolute configuration of 1 was determined by X-ray analysis and derivatisation with chiral acids. 1 exhibits a significant

  放线菌属sp。产生了Cetoniacytonene A（1）和一些相关的次要成分（2、6、7）。（菌株Lu 9419），其从玫瑰金龟子（Cetonia aureata）的肠中分离。通过详细的光谱分析确定了新型代谢物的结构。1的绝对构型通过X射线分析和手性酸衍生化来确定。图1显示出对所选肿瘤细胞系的显着细胞毒性。通过进料13 C标记的前体来研究1的生物合成。结果表明，氨基戊糖的特征性p-C7N骨架是通过戊糖磷酸途径，通过将庚糖磷酸中间体环化而形成的。