2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate

• ChemBase编号: 66715
• 分子式: C11H10N2O6
• 平均质量: 266.2069
• 单一同位素质量: 266.05388605
• SMILES: C(=O)(CCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCN1C(=O)C=CC1=O
• InChI: InChI=1S/C11H10N2O6/c14-7-1-2-8(15)12(7)6-5-11(18)19-13-9(16)3-4-10(13)17/h1-2H,3-6H2
• InChIKey: JKHVDAUOODACDU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxopyrrol-1-yl)propanoate
• 别名: 3-马来酰亚胺丙酸 N-羟基琥珀酰亚胺酯; N-(3-Maleimidopropionyloxy)succinimide; N-Maleoyl-β-alanine N′-hydroxysuccinimide ester; N-Maleoyl-β-alanine N-hydroxysuccinimide ester; N-Succinimidyl 3-maleimidopropionate; BMPS; 3-Maleimidopropionic acid N-hydroxysuccinimide ester; 3-(Maleimido)propionic acid N-succinimidyl ester; 3-(Maleimido)propionic acid N-hydroxysuccinimide ester; 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-propanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 3-Maleimidopropionic Acid N-Hydroxysuccinimide Ester; N-Succinimidyl 3-(N-Maleimido)propionate; 3-Maleimidopropionic Acid N-Succinimidyl Ester; 3-(Maleimido)propionic acid N-hydroxysuccinimide ester

登记号

• CAS号: 55750-62-4
• MDL号: MFCD00043141
• Beilstein号: 1492578
• PubChem SID: 24882447; 24861980; 162032451
• PubChem CID: 4620597

理论计算性质

• Acid pKa: 17.708893
• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -1.3276454
• LogD (pH = 7.4): -1.3276454
• Log P: -1.3276454
• 摩尔折射率: 59.5859 cm^3
• 极化性: 22.923098 Å^3
• 极化表面积: 101.06 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

• 熔点: 167-171 °C; 168-170 °C(lit.); 168-170°C; 171°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: IRRITANT; Moisture Sensitive
• 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; 37
• 安全公开号: 26-37-60
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H335
• GHS警示性声明: P261; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 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: ≥98.5% (HPLC); 95+%; 98%; 99%
• Empirical Formula (Hill Notation): C11H10N2O6

详细说明

Sigma Aldrich - 358657

包装
25 mg in glass bottle

Sigma Aldrich - 63179

Other Notes
Aliphatic cross-linking reagent of hetero-bifunctional type. Acylation at pH 8 proceeds most selectively whereas the stability of the maleimido group is much better compared to aromatic derivative 1 Used for the cross-linking of haptens to enzymes prior to enzyme immunoassays or fluorogenic substrates to peptidic antigens for use in fluorescence immunoassays 2

Toronto Research Chemicals - M141000

A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Also used in immunodiagnostics.Spacer Arm: 6.9 Angstroms

参考文献

• Kitagawa, T., el al.: Enz. Immunoassay, 81, (1981)
• Sulfhydryl- (SH) and amino-reactive heterobifunctional cross-linking agent: Enzym. Immunoassay, 81 (1981); J. Immunol. Meth., 62, 123 (1983). Applications in immunodiagnostics: Biopolymers, 22, 481 (1983).