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D9538

Sigma-Aldrich

N,N′-(1,2-Dihydroxyethylene)bis-acrylamide

suitable for electrophoresis

Synonym(s):

DHEBA, N,N′-Bisacryloyl-1,2-dihydroxy-1,2-ethylenediamine

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About This Item

Empirical Formula (Hill Notation):
C8H12N2O4
CAS Number:
868-63-3
Molecular Weight:
200.19
Beilstein:
1941875
EC Number:
212-780-1
MDL number:
MFCD00008624
UNSPSC Code:
12162002

technique(s)

electrophoresis: suitable

conductivity

<60 μmho (2% solution)

storage temp.

2-8°C

SMILES string

OC(NC(=O)C=C)C(O)NC(=O)C=C

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)

InChI key

ZMLXKXHICXTSDM-UHFFFAOYSA-N

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Application

Reversible cross-linker for polyacrylamide gels that produces a gel, which is soluble in dilute (2%) periodic acid at room temperature for 1-2 hr. Gel solubilization is useful when recovering protein from polyacrylamide gels.

Analysis Note

Tested for use as a cross-linking agent for recovery of separated biomolecules.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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U Neumann et al.
Analytical biochemistry, 206(1), 1-5 (1992-10-01)
A simple and rapid method for the quantitation of proteins separated either by sodium dodecyl sulfate-electrophoresis or by isoelectric focusing in slab gels is presented. The method is based on the solubility of polyacrylamide gels crosslinked with N, N'-1, 2-dihydroxyethylenebisacrylamide
A method for the quantitative determination of protein incorporated in solubilized polyacrylamide gels.
J Tas et al.
Analytical biochemistry, 100(2), 264-270 (1979-12-01)
Polyacrylamide gels with modified cross-linkages.
P B O'Connell et al.
Analytical biochemistry, 76(l), 63-73 (1976-11-01)
M Galvani et al.
Electrophoresis, 21(17), 3684-3692 (2001-03-29)
A number of cross-linkers that are commonly used in polyacrylamide gels have been incubated with bovine beta-lactoglobulin B and the resulting reaction mixtures were examined by matrix assisted laser desorption/ionization-mass spectrometry. At concentrations of 0.1, 1, and 20 mM of
M Burow et al.
Biochemical and biophysical research communications, 227(2), 419-422 (1996-10-14)
A phosphate buffer containing a mixture of glucose oxidase, acrylic acid derivatives, N,N'-1,2 dihydroxy-ethylene-bis(acrylamide), N,N'-(methylene)-bisacrylamide and surface-modified silica was radically polymerized with (NH4)2S2O8. The polymer formed a thin layer around the silica beads. After sieving of these polymer particles, the
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