(2S)-2-amino-3-carbamoylpropanoic acid

• ChemBase编号: 59
• 分子式: C4H8N2O3
• 平均质量: 132.11792
• 单一同位素质量: 132.05349213
• SMILES: OC(=O)[C@@H](N)CC(=O)N
• Canonical SMILES: NC(=O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
• InChIKey: DCXYFEDJOCDNAF-REOHCLBHSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-carbamoylpropanoic acid
• IUPAC传统名: L-asparagine
• 商标名: Agedoite; Altheine; Crystal VI
• 别名: L-(+)-无水天冬酰胺酸; (S)-2-氨基琥珀酸-4-酰胺; L-天冬氨酸-4-酰胺; L-天冬酰胺; (S)-2-Aminosuccinic acid 4-amide; L-Aspartic acid 4-amide; L-(+)-Asparagine; (-)-Asparagine; (S)-Asparagine; (S)-2,4-Diamino-4-oxobutanoic acid; a-Aminosuccinamic acid; 2-Aminosuccinamic acid; Asn; Asparagine; Asparagine acid; Aspartic acid b-amide; Aspartic acid amide; Aspartamic acid; Asparamide; L-Aspartamine; L-2,4-Diamino-4-oxobutanoic acid; L-b-Asparagine; L-Asparagine; L-Asparagine anhydrous; L-Asparagine; 2-Amino-3-carbamoylpropanoic acid; Asparagine; (S)-2-Aminosuccinic acid 4-amide, L-Aspartic acid 4-amide

登记号

• CAS号: 70-47-3
• EC号: 200-735-9
• MDL号: MFCD00064401
• Beilstein号: 1723527
• 默克索引号: 14837
• PubChem SID: 46507804; 24890831; 24847033; 24890464; 160963522
• PubChem CID: 6267; 236
• CHEBI ID: 17196
• CHEMBL: 58832
• Chemspider ID: 6031
• DrugBank ID: DB03943
• KEGG ID: C00152
• 美国药典/FDA物质标识码: 7NG0A2TUHQ
• 维基百科标题: Asparagine

理论计算性质

JChem

• Acid pKa: 1.9985391
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -4.2879124
• LogD (pH = 7.4): -4.3236184
• Log P: -4.287831
• 摩尔折射率: 28.3549 cm^3
• 极化性: 11.510928 Å^3
• 极化表面积: 106.41 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -3.36
• LOG S: 0.1
• 溶解度: 1.68e+02 g/l

分子性质

理化性质

• 溶解度: 29.4 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; H2O: soluble0.1 M at 20 °C, clear, colorless
• 熔点: 234-236°C; 234-236°C dec.; 235 °C (dec.)(lit.); 235°C
• 比旋光度: [α]20/D +28.3°, c = 13.2 in 1 M HCl; [α]20/D +35.0±0.5°, c = 5% in 5 M HCl
• 紫外吸收波长: λ: 260 nm Amax: 0.07; λ: 280 nm Amax: 0.06
• 疏水性(logP): -4.4
• pKa: 2.02 (carboxyl), 8.8 (amino)
• pH值: 4.0-5.5 (25 °C, 0.1 M in H2O)

安全信息

• 保存条件: Room Temperature (15-30°C), Desiccate
• 保存注意事项: Hygroscopic; IRRITANT
• 德国WGK号: 1
• TSCA收录: false; 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98% (TLC); ≥99.0% (NT); ≥99.5% (NT); 99%
• 级别: certified reference material; TraceCERT®
• 适用性: suitable for cell culture; suitable for insect cell culture
• 燃烧残渣: ≤0.05% (as SO4); ≤0.1% (as SO4)
• 杂质: ≤0.1% foreign amino acids; ≤1% foreign amino acids; insoluble matter, passes filter test
• 痕量阳离子: Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤200 mg/kg; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤50 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• 痕量阴离子: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤100 mg/kg; sulfate (SO42-): ≤50 mg/kg
• 产品质量级别: ELITE
• λ: 0.1 M in H2O
• 产品线: BioUltra
• 线性分子式: H2NCOCH2CH(NH2)CO2H

详细说明

MP Biomedicals - 02100794

Crystalline
Purity: 99%

MP Biomedicals - 02194630

Cell Culture Reagent
Anhydrous
Crystalline
Purity: 99%

DrugBank - DB00174

• Drug Groups: approved; nutraceutical
• Description: A non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. It is biosynthesized from aspartic acid and ammonia by asparagine synthetase. (From Concise Encyclopedia Biochemistry and Molecular Biology, 3rd ed)
• Indication: Used for nutritional supplementation, also for treating dietary shortage or imbalance.
• Pharmacology: A non-essential amino acid. Asparagine is critical for the production of the body's proteins, enzymes and muscle tissue. Supplements of this amino acid are claimed to balance nervous system function.
• Affected Organisms: Humans and other mammals

Sigma Aldrich - A0884

包装
1 kg in poly bottle
10 mg in autosmp vl
25, 100, 500 g in poly bottle

Sigma Aldrich - 11149

Other Notes
As spacer in isotachophoresis1,2; Growth requirement of various microorganisms3.

Sigma Aldrich - 51363

Analysis Note
该有证标准物质 (CRM) 根据 ISO/IEC 17025 和 ISO 指南 34 生产和认证。该有证标准物质可溯源到 NIST 标准参考物质。
General description
包括通过定量 NMR 确定的认证含量，和有效期。 证书下载：http://www.sigma-aldrich.com。
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC