甘氨酸-d5 | 4896-77-9

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 甘氨酸类衍生物
• 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: 甘氨酸-d5
• 中文别名: 甘氨酸D5
• 英文名称: glycine-d5
• 英文别名: Glycin-d(5)；perdeuterioglycine；epsilon Glycine-d5；2,2-dideuterio-2-(trideuterioazaniumyl)acetate
• CAS: 4896-77-9
• 化学式: C₂H₅NO₂
• 分子量: 80.0275
• InChiKey: DHMQDGOQFOQNFH-LGLHGEJLSA-N

物化性质

• 熔点：
  240 °C (dec.)(lit.)
• 溶解度：
  少量溶于甲醇和水
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料、热源、湿空气或水分直接接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  1
• 储存条件：
  密封储存于阴凉、干燥的库房，并常使用氮气进行保护。

SDS

Name:	Glycine-D5 98+ Atom % D Material Safety Data Sheet
Synonym:	None
CAS:	4896-77-9

Section 1 - Chemical Product MSDS Name:Glycine-D5 98+ Atom % D Material Safety Data Sheet
Synonym:None

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4896-77-9	Glycine-D5	ca 100	225-518-6

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Contact may cause transient eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. Low hazard for usual industrial handling.
The toxicological properties of this material have not been fully investigated.
Ingestion:
Ingestion of large amounts may cause gastrointestinal irritation.
Low hazard for usual industrial handling. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. Low hazard for usual industrial handling. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Get medical aid if irritation or symptoms occur.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation. Do not get water inside containers.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Keep under a nitrogen blanket. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4896-77-9: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: brown - white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Decomposes
Freezing/Melting Point: 248 deg C dec
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: > 248 deg C
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C2D5NO2
Molecular Weight: 80.11

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, moisture, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4896-77-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Glycine-D5 - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 4896-77-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4896-77-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4896-77-9 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

甘氨酸-d5是一种氘标记的甘氨酸。甘氨酸是中枢神经系统中的抑制性神经递质，也与谷氨酸共同作用，促进N-甲基-D-天冬氨酸（NMDA）受体的兴奋电位。

反应信息

• 作为反应物：
  描述：

  甘氨酸-d5 在 butyltriphenylphosphonium dichromate 、 对甲苯磺酸 作用下， 以 溶剂黄146 为溶剂， 生成 deuterio-dideuteriomethylene-amine
  参考文献：
  名称：

  Panday, Dinesh; Dilsha; Kothari, Seema, Journal of the Indian Chemical Society, 2009, vol. 86, # 8, p. 816 - 821

  摘要：

  DOI：
• 作为产物：
  描述：

  甘氨酸-N,N,O-d3 在 platinum(IV) oxide 氘 作用下， 反应 72.0h， 生成 甘氨酸-d5
  参考文献：
  名称：

  Deuteron chemical shift and EFG tensors in α-glycine

  摘要：

  DOI：

  10.1016/0022-2364(84)90100-8

文献信息

• Hydrogen‐Borrowing Alkylation of 1,2‐Amino Alcohols in the Synthesis of Enantioenriched γ‐Aminobutyric Acids
  作者：Christopher J. J. Hall、William R. F. Goundry、Timothy J. Donohoe

  DOI：10.1002/anie.202100922

  日期：2021.3.22

  For the first time we have been able to employ enantiopure 1,2‐amino alcohols derived from abundant amino acids in C−C bond‐forming hydrogen‐borrowing alkylation reactions. These reactions are facilitated by the use of the aryl ketone Ph*COMe. Racemisation of the amine stereocentre during alkylation can be prevented by the use of sub‐stoichiometric base and protection of the nitrogen with a sterically

  我们首次能够在 C-C 键形成借氢烷基化反应中使用源自丰富氨基酸的对映体纯 1,2-氨基醇。使用芳基酮 Ph*COMe 可以促进这些反应。通过使用亚化学计量的碱并用位阻三苯甲烷（三苯甲基）或苄基保护氮，可以防止烷基化过程中胺立构中心的外消旋化。 Ph* 和三苯甲基在一锅中即可轻松裂解，得到 γ-氨基丁酸 (GABA) 盐酸盐产品，无需进一步纯化。这两个步骤可以依次进行，无需分离借氢中间体，从而无需柱色谱法。
• 2 H magic-angle spinning NMR and powder diffraction study of deuterated paramagnetic copper(II) glycinato complexes. Information on crystallographic symmetries, stereo-isomerism, and molecular mobility available from ssNMR spectra
  作者：Gábor Szalontai、Róbert Csonka、József Kaizer、Petra Bombicz、Jasmina Sabolović

  DOI：10.1016/j.ica.2017.05.071

  日期：2018.3

  on the 2 H magic-angle spinning (MAS) NMR spectra of the paramagnetic Cu(II) glycinato complexes have been investigated. The reliability of information obtained from the spectra, such as symmetry relations within a molecule, number of chemical sites or molecules found in the asymmetric units, was confirmed by previously published X-ray crystal and molecular structures. From the 2 H MAS spectra, complemented

  摘要研究了立体化学，多晶型，晶体堆积和固相迁移率对顺磁性Cu（II）甘氨酸复合物的2 H幻角旋转（MAS）NMR谱的影响。由光谱获得的信息的可靠性，例如分子内的对称关系，在不对称单元中发现的化学位点或分子的数量，已由先前发表的X射线晶体和分子结构得到证实。从2 H MAS谱图，再加上合成的双（glycinato- d 4）铜（II）配合物的粉末衍射图，我们可以鉴定出三个固相，即顺水和非水形式以及反式非水晶体。第四个样品被鉴定为八面体铜（II）络合物链，在八面体建筑单元中具有双齿甘氨酸和NO 3配体。揭示了观察到的顺磁位移的符号和大小与连接实际2 H原子核和顺磁中心的键数和/或二面角之间的相关性，这在结构分配中很有用。2 H MAS NMR光谱信息与可用的晶体衍射数据的一致性也预测了它们在NMR晶体学工作中的适用性。
• Deuterium-Substituted Oxazepin Compounds
  申请人：Auspex Pharmaceuticals, Inc.

  公开号：US20180064726A1

  公开（公告）日：2018-03-08

  Described are deuterium-substituted oxazepin compounds of structural Formula I, which are inhibitors/blockers of the late sodium current. Also described are pharmaceutical compositions comprising the deuterium-substituted oxazepin compounds, and methods of use thereof.

  描述了结构式I的氘代氧杂环庚烷化合物，它们是晚期钠电流的抑制剂/阻滞剂。还描述了包含这些氘代氧杂环庚烷化合物的药物组合物，以及它们的使用方法。
• Detection of Amines and Unprotected Amino Acids in Aqueous Conditions by Formation of Highly Fluorescent Iminium Ions
  作者：Ellen K. Feuster、Timothy E. Glass

  DOI：10.1021/ja036434m

  日期：2003.12.1

  coumarin aldehydes can be used to detect amines and amino acids under neutral, high ionic strength conditions by the formation of highly fluorescent iminium ions. The fluorescence of one sensor increases by 26-fold upon the addition of glycine. This strong florescent response is attributed to hydrogen bonding of the chromophore carbonyl by the acidic iminium proton.

  适当取代的香豆素醛可通过形成高荧光亚胺离子，在中性、高离子强度条件下检测胺和氨基酸。添加甘氨酸后，一个传感器的荧光增加了 26 倍。这种强烈的荧光响应归因于酸性亚胺鎓质子与生色团羰基的氢键。
• Hydride-Transfer Domino Rearrangement of Glycine-Containing Dioxa-azawurtzitane
  作者：Hiroshi Izumi、Shigeru Futamura

  DOI：10.1021/jo011088h

  日期：2002.3.1

  The novel synthetic method for dioxa-azawurtzitanes to selectively cap amino groups in amino acids or peptides is described. Mixing the CH3CN solution of cis, cis-1,3,5-triformyl-1,3,5-trimethylcyclohexane (2) with the aqueous solution of the equimolar amounts of glycine and NaHCO3 yields glycine-containing dioxa-azawurtzitane 7-Na. Dioxa-azawurtzitane 7-Na almost quantitatively isomerizes to lactone-imine 9-Na through the hydride-transfer rearrangement in CH3CN/H2O. Lactone-imine 9-Na also isomerizes to lactam-aldehyde 12-Na in DMSO.