2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate

• ChemBase编号: 70719
• 分子式: C14H16N2O6
• 平均质量: 308.28664
• 单一同位素质量: 308.10083624
• SMILES: C(=O)(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C14H16N2O6/c17-10-5-6-11(18)15(10)9-3-1-2-4-14(21)22-16-12(19)7-8-13(16)20/h5-6H,1-4,7-9H2
• InChIKey: VLARLSIGSPVYHX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxopyrrol-1-yl)hexanoate
• 别名: 6-马来酰亚氨基己酸 N-琥珀酰亚胺酯; N-(ε-马来酰亚胺己酰氧)琥珀酰亚胺; N-琥珀酰亚胺 6-马来酰亚胺己酸酯; 6-(马来酰亚胺基)己酸琥珀酰亚胺酯; N-Succinimidyl 6-maleimidohexanoate; 6-Maleimidocaproic acid N-succinimidyl ester; N-(ε-Maleimidocaproyloxy)succinimide; N-Succinimidyl 6-maleimidocaproate; EMCS; 6-Maleimidohexanoic acid N-hydroxysuccinimide ester

登记号

• CAS号: 55750-63-5
• MDL号: MFCD00043043
• Beilstein号: 1499815
• PubChem SID: 162036432; 24882444; 24880215
• PubChem CID: 5091655

理论计算性质

• Acid pKa: 17.709124
• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -0.1498469
• LogD (pH = 7.4): -0.1498469
• Log P: -0.1498469
• 摩尔折射率: 73.5429 cm^3
• 极化性: 28.35547 Å^3
• 极化表面积: 101.06 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: chloroform: soluble100 mg/mL; DMF: soluble (lit.)
• 外观: powder
• 熔点: 67-73 °C; 70-73 °C(lit.)

安全信息

• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 36/37/38; 36/37/38-40
• 安全公开号: 26-36; 26-36/37
• TSCA收录: false
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H315-H319-H335-H351
• GHS警示性声明: P261-P281-P305 + P351 + P338; P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%; ≥98.0% (HPLC); 95+%; 98%
• Empirical Formula (Hill Notation): C14H16N2O6

详细说明

Sigma Aldrich - M9794

Application
A heterobifunctional cross-linking reagent incorporating an extended spacer 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) The second coupling is 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. Contains 9 atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.

Sigma Aldrich - 568600

包装
500 mg in glass bottle

Sigma Aldrich - 63177

Other Notes
Reagent for cross-linking and immobilisation of proteins1,2,3