4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid

• ChemBase编号: 104273
• 分子式: C8H9NO4
• 平均质量: 183.16136
• 单一同位素质量: 183.05315777
• SMILES: OC(=O)CCCN1C(=O)C=CC1=O
• Canonical SMILES: OC(=O)CCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13)
• InChIKey: NCPQROHLJFARLL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid
• IUPAC传统名: N-maleoyl-4-aminobutyric acid
• 别名: 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid; 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-butanoic Acid; 4-Maleimidobutyric Acid; γ-Maleimidobutyric acid; 4-Maleimidobutanoic acid; N-(3-Carboxypropyl)maleimide; N-Maleoyl-4-aminobutyric acid; 4-Maleimidobutyric acid; N-Maleoyl-GABA; γ-MALEIMIDOBUTYRIC ACID

登记号

• CAS号: 57078-98-5
• MDL号: MFCD00043139
• Beilstein号: 1455876
• PubChem SID: 162091725; 24882439
• PubChem CID: 3404904

理论计算性质

• Acid pKa: 4.0619745
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -1.8586489
• LogD (pH = 7.4): -3.531021
• Log P: -0.4085696
• 摩尔折射率: 43.7871 cm^3
• 极化性: 16.444082 Å^3
• 极化表面积: 74.68 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: White Solid
• 熔点: 87-89°C; 95-98 °C

安全信息

• 保存条件: 0°C, Desiccate; Refrigerator
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (titration); ≥98.0% (T)
• Empirical Formula (Hill Notation): C8H9NO4

详细说明

MP Biomedicals - 02155307

(N-Maleoyl-GABA) Modification reagent for thiol groups in proteins

Sigma Aldrich - M8779

Application
Modification reagent for thiol groups in proteins

Sigma Aldrich - 63174

Application
Modification reagent for thiol groups in proteins
Other Notes
SH-label for the modification of peptides and proteins1; Used for the preparation of a new bleomycin analog for enzyme immunoassay (EIA)2; probe for membrane SH-groups3,4

Toronto Research Chemicals - M135960

A short crosslinking reagent.

参考文献

• Rich, D.H., et al., J. Med. Chem., 18: 1004, (1975).