6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid

• ChemBase编号: 69304
• 分子式: C10H13NO4
• 平均质量: 211.21452
• 单一同位素质量: 211.0844579
• SMILES: C(=O)(CCCCCN1C(=O)C=CC1=O)O
• Canonical SMILES: OC(=O)CCCCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C10H13NO4/c12-8-5-6-9(13)11(8)7-3-1-2-4-10(14)15/h5-6H,1-4,7H2,(H,14,15)
• InChIKey: WOJKKJKETHYEAC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid
• IUPAC传统名: N-maleoyl-6-aminohexanoic acid
• 别名: 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic Acid; 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic Acid; 6-Maleimidohexanoic Acid; N-(5-Carboxy-n-pentyl)maleimide; ε-Maleimidocaproic Acid; ε-Maleimidohexanoic Acid; EMCA; 6-Maleimidocaproic Acid; 6-Maleimidohexanoic acid; ε-MALEIMIDOCAPROIC ACID; 6-Maleimidocaproic acid; N-Maleoyl-6-aminocaproic acid; N-(5-Carboxypentyl)maleimide; 6-Maleimidohexanoic acid

登记号

• CAS号: 55750-53-3
• MDL号: MFCD00043140
• Beilstein号: 1532405
• PubChem SID: 24882443; 162035031
• PubChem CID: 573683

理论计算性质

• Acid pKa: 4.269142
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.7729127
• LogD (pH = 7.4): -2.5046744
• Log P: 0.48056772
• 摩尔折射率: 52.9891 cm^3
• 极化性: 20.07729 Å^3
• 极化表面积: 74.68 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: DMSO; Ethyl Acetate
• 外观: White Solid
• 熔点: 86-91 °C; 87-89°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: 37/38-41
• 安全公开号: 26-39
• TSCA收录: false
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H315-H318-H335
• GHS警示性声明: P261-P280-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% (HPLC); ≥98.0% (HPLC); 95+%; 98%
• Empirical Formula (Hill Notation): C10H13NO4

详细说明

MP Biomedicals - 02155308

Purity: 98% min. Probe for thiol groups in membrane proteins

Sigma Aldrich - M8904

Application

• Probe for thiol groups (SH-groups) in membrane proteins

Sigma Aldrich - 63176

Application

• Probe for thiol groups (SH-groups) in membrane proteins

Toronto Research Chemicals - M137950

A sulfhydryl reactive heterobifunctional crosslinking reagent. Widely used probe for introducing maleimides groups into biomolecules. A probe for thiol groups in proteins.Spacer Arm: 9.4 Angstroms

参考文献

• Griffith, D.G., et al., FEBS Left., 134: 261, (1981).
• Griffith, D.G., et al.: FEBS Lett., 134, 261 (1981)