3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoic acid

• ChemBase编号: 66729
• 分子式: C7H7NO4
• 平均质量: 169.13478
• 单一同位素质量: 169.03750771
• SMILES: C(=O)(CCN1C(=O)C=CC1=O)O
• Canonical SMILES: OC(=O)CCN1C(=O)C=CC1=O
• InChI: InChI=1S/C7H7NO4/c9-5-1-2-6(10)8(5)4-3-7(11)12/h1-2H,3-4H2,(H,11,12)
• InChIKey: IUTPJBLLJJNPAJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoic acid
• IUPAC传统名: 3-(2,5-dioxopyrrol-1-yl)propanoic acid
• 别名: 3-马来酰亚胺丙酸; N-(2-羧乙基)马来酰亚胺; 3-马来酰亚胺基丙酸; 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-propanoic Acid; 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-propionic Acid; N-Maleoyl-β-alanine; 3-Maleimidopropionic acid; N-(2-Carboxyethyl)maleimide; N-Maleoyl-β-alanine; 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoic acid; 3-Maleimidopropionic acid; N-Maleoyl-β-alanine; β-MALEIMIDOPROPIONIC ACID

登记号

• CAS号: 7423-55-4
• MDL号: MFCD00043030
• Beilstein号: 1528952
• PubChem SID: 24864618; 24882518; 162032465
• PubChem CID: 573621

理论计算性质

• Acid pKa: 3.914413
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -2.2890368
• LogD (pH = 7.4): -3.903316
• Log P: -0.6972308
• 摩尔折射率: 39.0321 cm^3
• 极化性: 14.635779 Å^3
• 极化表面积: 74.68 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF; Methanol
• 外观: White to Off-White Solid
• 熔点: 103-106 °C(lit.); 104-107°C; 108-111 °C

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• 保存注意事项: IRRITANT
• 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
• TSCA收录: false
• 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: ≥98.0% (HPLC); 95+%; 97%
• Empirical Formula (Hill Notation): C7H7NO4

详细说明

MP Biomedicals - 02155311

(N-Maleoyl-β-alanine) Modification reagent for thiol groups in proteins.

Sigma Aldrich - 394815

包装
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 63285

Other Notes
用作修饰肽类、带 SH-标记蛋白质的试剂，膜巯基的探针，1以及用于肽-蛋白质共轭物的制备2,3

Toronto Research Chemicals - M140750

A sulfhydryl reactive heterobifunctional crosslinking reagent.

参考文献

• Rich, D., et al., J. Med. Chem., 18: 1004, (1975).
• Rich, D., et al.: J. Med. Chem., 18, 1004 (1975)
• Moroder, L., et al.: BioPolymers, 22, 481 (1983)