2,5-dioxopyrrolidin-1-yl 1-[2-({4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutanoyl}oxy)ethyl] butanedioate

• ChemBase编号: 104985
• 分子式: C18H20N2O12
• 平均质量: 456.3576
• 单一同位素质量: 456.10162409
• SMILES: O=C(CCC(=O)ON1C(=O)CCC1=O)OCCOC(=O)CCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(CCC(=O)ON1C(=O)CCC1=O)OCCOC(=O)CCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H20N2O12/c21-11-1-2-12(22)19(11)31-17(27)7-5-15(25)29-9-10-30-16(26)6-8-18(28)32-20-13(23)3-4-14(20)24/h1-10H2
• InChIKey: QLHLYJHNOCILIT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 1-[2-({4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutanoyl}oxy)ethyl] butanedioate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 1-[2-({4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutanoyl}oxy)ethyl] butanedioate
• 别名: ETHYLENE GLYCOL bis(SUCCINIMIDYL SUCCINATE); Ethylene glycol-bis[succinimidyl succinate]; ETHYLENE GLYCOL-bis(SUCCINIC ACID N-HYDROXYSUCCINIMIDE ESTER); Di(N-succinimidyl) ethylene glycol disuccinate; EGS; Ethylene glycol bis(succinimidyl succinate); Ethylene glycol disuccinate di(N-succinimidyl) ester; Ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester)

登记号

• CAS号: 70539-42-3
• MDL号: MFCD00049057
• Beilstein号: 9167119
• PubChem SID: 24894501; 162091818; 24886621
• PubChem CID: 123663

理论计算性质

• Acid pKa: 17.408009
• 质子受体: 8
• 质子供体: 0
• LogD (pH = 5.5): -1.937532
• LogD (pH = 7.4): -1.937532
• Log P: -1.937532
• 摩尔折射率: 95.7508 cm^3
• 极化性: 38.677525 Å^3
• 极化表面积: 179.96 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: acetic acid: water (1:1): ≤50 mg/mL; DMF: soluble
• 外观: powder

安全信息

• 保存条件: 2-8°C, Store Under Nitrogen
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥99.0% (CHN)
• 级别: purum
• Empirical Formula (Hill Notation): C18H20N2O12

详细说明

MP Biomedicals - 05203394

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 73912

Other Notes
Cleavable crosslinking reagent for protein crosslinking and reversible immobilization1,2

Sigma Aldrich - E3257

Application
A homobifunctional, cleavable cross-linking reagent. Typically, coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). The linkage provides a 12-atom spacer.
Features and Benefits
The ethylene glycol linkage is cleavable by hydroxylamine.

参考文献

• Massague, J., Guillette, B.J. and Czech, M.P., J. Biol. Chem. , 256 : 2122 (1981).