2,5-dioxopyrrolidin-1-yl 2-iodoacetate

• ChemBase ID: 130601
• Molecular Formular: C6H6INO4
• Molecular Mass: 283.02061
• Monoisotopic Mass: 282.93415568
• SMILES: C1CC(=O)N(C1=O)OC(=O)CI
• Canonical SMILES: ICC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C6H6INO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2
• InChIKey: VRDGQQTWSGDXCU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-iodoacetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-iodoacetate
• Synonyms: Iodoacetic acid N-hydroxysuccinimide ester; N-Iodoacetoxysuccinimide; N-Hydroxysuccinimidyl Iodoacetate; N-Hydroxysuccinimide Iodoacetic Acid Ester; N-Succinimidyl Iodoacetate; 碘乙酸 N-羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 39028-27-8
• MDL Number: MFCD00058451
• PubChem SID: 162224879; 24896161
• PubChem CID: 3299230

CALCULATED PROPERTIES

• Acid pKa: 17.706762
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.09180054
• LogD (pH = 7.4): 0.09180054
• Log P: 0.09180054
• Molar Refractivity: 46.2813 cm^3
• Polarizability: 18.708403 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMF: soluble50 mg/mL; Ethyl Acetate
• Apperance: powder; White Solid
• Melting Point: 142-143°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - I9760

Application
具有氨基和巯基反应性的双异官能团交联剂。典型情况下，最初通过 pH 7.5 (6.5-8.5) 缓冲条件下的酰胺键偶联到含有伯胺的分子上，接着通过 pH 7.5 (7.0-8.0) 缓冲条件下的硫醚链与含有自由巯基的分子进行特异性次级键合。用于制备酶免疫交联剂和半抗原载体分子偶联物。提供两个原子的连接基。
Caution
碘乙酰基具有光敏性。
包装
50, 100 mg in poly bottle

Toronto Research Chemicals - S690290

A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. Spacer Arm: 1.5 Angstroms

REFERENCES

• Rector, E.S., et al.: J. Immun. Meth., 24, 321 (1978)
• Eur. J. Biochem., 140, 63 (1984)