2,5-dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate

• ChemBase编号: 102945
• 分子式: C12H12N2O6
• 平均质量: 280.23348
• 单一同位素质量: 280.06953611
• SMILES: O=C(CCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C12H12N2O6/c15-8-3-4-9(16)13(8)7-1-2-12(19)20-14-10(17)5-6-11(14)18/h3-4H,1-2,5-7H2
• InChIKey: PVGATNRYUYNBHO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 4-(2,5-dioxopyrrol-1-yl)butanoate
• 别名: 1-[4-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-4-oxobutyl]-1H-pyrrole-2,5-dione; 4-Maleimidobutyric Acid N-Hydroxysuccimide Ester; N-(4-Maleimidebutyryloxy)succinimide; 4-Maleimidobutyric Acid N-Succinimidyl Ester; N-(γ-Maleimidobutyryloxy)succinimide; N-Succinimidyl 4-maleimidobutyrate; 4-Maleimidobutyric acid N-hydroxysuccinimide ester; 2,5-dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate; GMBS; N-Succinimidyl-4-maleimidobutyrate; 4-Maleimidobutyric acid N-hydroxysuccinimide ester; 4-Maleimidobutyric acid N-succinimidyl ester; N-(γ-MALEIMIDOBUTYRYL-OXY)SUCCINIMIDE

登记号

• CAS号: 80307-12-6
• MDL号: MFCD00036817
• Beilstein号: 6427689
• PubChem SID: 162089357; 24882441
• PubChem CID: 133440

理论计算性质

• Acid pKa: 17.709116
• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -1.0389842
• LogD (pH = 7.4): -1.0389842
• Log P: -1.0389842
• 摩尔折射率: 64.3409 cm^3
• 极化性: 24.729916 Å^3
• 极化表面积: 101.06 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 123-129 °C; 126-129°C; 130-132°C
• 疏水性(logP): -0.443

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere; 2-8°C
• 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: ≥98.0% (HPLC); 95%
• Empirical Formula (Hill Notation): C12H12N2O6

详细说明

MP Biomedicals - 02150004

Heterobifunctional crosslinker useful for the preparation of stable defined conjugates for enzyme immunoassays.

Sigma Aldrich - 63175

Application
A heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). Second coupling specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Provides a 7-atom linker.

Toronto Research Chemicals - M136000

A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Introduces maleimide groups into IgM.

参考文献

• Kitagawa, T., et al., J. Biochem. , 94 : 1165, (1983).
• Keller, O., et al.: Helv. Chim. Acta., 58, 531 (1975)
• Fujiwara, K., et al.: J. Immunol. Meth., 112, 77 (1988)