(2S)-2-amino-3-[(2-diazoacetyl)oxy]propanoic acid

• ChemBase编号: 104123
• 分子式: C5H7N3O4
• 平均质量: 173.12678
• 单一同位素质量: 173.04365572
• SMILES: N[C@@H](COC(=O)C=[N+]=[N-])C(=O)O
• Canonical SMILES: [N-]=[N+]=CC(=O)OC[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1
• InChIKey: MZZGOOYMKKIOOX-VKHMYHEASA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-[(2-diazoacetyl)oxy]propanoic acid
• IUPAC传统名: azaserine
• 别名: O-重氮乙酰基-L-丝氨酸; 偶氮丝氨酸; O-Diazoacetyl-L-serine; AZASERINE; Azaserine

登记号

• CAS号: 115-02-6
• EC号: 204-061-6
• MDL号: MFCD00036802
• Beilstein号: 1726602
• PubChem SID: 162091920; 24890511; 24890830
• PubChem CID: 5284344

理论计算性质

• Acid pKa: 1.5548805
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -4.6218204
• LogD (pH = 7.4): -4.6607447
• Log P: -4.6000333
• 摩尔折射率: 34.7488 cm^3
• 极化性: 14.308945 Å^3
• 极化表面积: 106.69 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL, clear, yellow
• 外观: lyophilized powder
• 熔点: 146-162°C
• 蒸汽压: 1.53 x 10-10 mmHg at 25 °C.

安全信息

• 保存条件: 0°C, Protect from light
• RTECS编号: VT9625000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811; 3462
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 25-40; R:25-45
• 安全公开号: 53-36/37/39-45; S:28-36/37/39-45-53
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H301-H351
• GHS警示性声明: P281-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 3
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98% (TLC); ≥99.0% (TLC)
• 级别: Hybri-Max™
• 适用性: suitable for hybridoma
• 杂质: endotoxin, tested
• 无菌消毒: γ-irradiated
• Empirical Formula (Hill Notation): C5H7N3O4

详细说明

MP Biomedicals - 02154805

(O-Diazoacetyl-L-serine) Crystalline

Sigma Aldrich - A4142

Application
Used in cell culture for the selection of HGPRT revertants.
Biochem/physiol Actions
Azaserine is an antibiotic and antifungal; it may also act as a tumor inducer. It is a structural analog of glutamine and competes with glutamine in binding to enzymes involved in purine biosynthesis. Azaserine inhibits purine biosynthesis by covalently reacting with cysteine residues in the enzyme active sites, such as in formylglycinamide ribonucleotide amidotransferase and PRPP amidotransferase.1 Azaserine can induce DNA damage via the formation of carboxymethylated bases and O6-methylguanine. Secretion of exo-1,3-β-glucanase and germ-tube formation of Candida albicans were inhibited by azaserine.2

Sigma Aldrich - A1164

Application
For use in hybridoma cell culture applications as a myeloma selection agent. Used to study inhibition of formylglycinamide ribonucleotide amidotransferase and PRPP amidotransferase.
Reconstitution
10mL 无菌细胞培养基可复原一小瓶本品。储备液足以制备 500mL 培养基。最终工作浓度：5.7μM 偶氮丝氨酸。
法律信息
Hybri-Max 商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 11430

Other Notes
Studies on the L-system amino acid transporter1; Inducer of micromelial limbs2