N-[1,2-dihydroxy-2-(prop-2-enamido)ethyl]prop-2-enamide

• ChemBase ID: 106687
• Molecular Formular: C8H12N2O4
• Molecular Mass: 200.19188
• Monoisotopic Mass: 200.07970687
• SMILES: OC(NC(=O)C=C)C(O)NC(=O)C=C
• Canonical SMILES: C=CC(=O)NC(C(NC(=O)C=C)O)O
• InChI: InChI=1S/C8H12N2O4/c1-3-5(11)9-7(13)8(14)10-6(12)4-2/h3-4,7-8,13-14H,1-2H2,(H,9,11)(H,10,12)
• InChIKey: ZMLXKXHICXTSDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1,2-dihydroxy-2-(prop-2-enamido)ethyl]prop-2-enamide
• IUPAC Traditional name: N-[1,2-dihydroxy-2-(prop-2-enamido)ethyl]prop-2-enamide
• Synonyms: N,N′-(1,2-Dihydroxyethylene)bisacrylamide; N,N'-(1,2-DIHYDROXYETHYLENE)-bis-ACRYLAMIDE; DHEBA; N,N′-Bisacryloyl-1,2-dihydroxy-1,2-ethylenediamine; N,N′-(1,2-Dihydroxyethylene)bis-acrylamide; 1,2-Bis(acrylamido)ethylene glycol; N,N'-(1,2-Dihydroxyethylene)bisacrylamide; N,N′-二羟乙基双丙烯酰胺; N,N′-(1,2-二羟乙烯)二丙烯酰胺; N,N'-(1,2-二羟乙烯)二丙烯酰胺

Database IDs

• CAS Number: 868-63-3
• EC Number: 212-780-1
• MDL Number: MFCD00008624
• Beilstein Number: 1941875
• PubChem SID: 24857712; 162089033
• PubChem CID: 102501

CALCULATED PROPERTIES

• Molar Refractivity: 48.1114 cm^3
• Polarizability: 18.758928 Å^3
• Polar Surface Area: 98.66 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 11.464695
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.000612
• LogD (pH = 7.4): -1.0006455
• Log P: -1.0006113

PROPERTIES

Physical Property

• Melting Point: 141-143°C; 156 °C (dec.)(lit.)
• Conductivity: <60 μmho (2% solution)

Safety Information

• European Hazard Symbols: Toxic (T); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 45-46-22
• Safety Statements: 26-36; 53-36-45
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335; H340-H350-H302
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P281-P264-P301+P312-P308+P313-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (TLC); 97%; 98%
• Grade: for electrophoresis
• Suitability: in accordance for electrophoresis test
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤500 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Linear Formula: [H2C=CHCONHCH(OH)-]2
• Empirical Formula (Hill Notation): C8H12N2O4

DETAILS

MP Biomedicals - 04808331

Purity: 98%
Reversible cross-linker which contains a 1,2-diol structure (periodate sensitive) and two amidomethylol bonds (base cleavable). Useful in forming gradient gels where sample recovery is desired. Gels with DHEBA can be dissolved by incubation in periodic acid or sodium periodate.

Sigma Aldrich - D9538

Analysis Note
经过测试可用作交联剂，用于回收分离的生物分子。
Application
作为聚丙烯酰胺凝胶的可逆交联剂，能够生成凝胶，该凝胶于室温下在高碘酸稀释溶液 (2%) 中 1-2 小时可溶解。凝胶增溶对于从聚丙烯酰胺凝胶中回收蛋白质非常有用。

Sigma Aldrich - 294381

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 37475

Other Notes
Cross-linking agent for polyacrylamide gel electrophoresis that produces a gel which is soluble in dilute periodic acid or dilute aqueous solutions of bases1.

REFERENCES

• Highlink is a registered trademark of Clariant Group.