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Merck
CN

74835

Sigma-Aldrich

Dimethyl suberimidate dihydrochloride

≥98.0% (AT)

Synonym(s):

DMS, Dimethyl ester octanediimidic acid dihydrochloride

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About This Item

Linear Formula:
CH3OC(=NH)CH2(CH2)4CH2C(=NH)OCH3 · 2HCl
CAS Number:
Molecular Weight:
273.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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Assay

≥98.0% (AT)

mp

213-214 °C (lit.)
215-218 °C

SMILES string

Cl.COC(=N)CCCCCCC(=N)OC

InChI

1S/C10H20N2O2.2ClH/c1-13-9(11)7-5-3-4-6-8-10(12)14-2;;/h11-12H,3-8H2,1-2H3;2*1H

InChI key

ILKCDNKCNSNFMP-UHFFFAOYSA-N

Gene Information

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Application

Reactant involved in:
  • Chemical modification of tyrosinase for coupling to produce biocatalytic enzymatic flow-through detectors
  • Cross-linker for synthesis of collagen-calcium phosphate composites

Other Notes

Cross-linking reagent for the modification of proteins via amidation; Lysine specific cross-linker.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

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

Regulatory Information

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J P Charlton et al.
The Biochemical journal, 209(3), 581-586 (1983-03-01)
Previous kinetic studies have demonstrated that the activation of cyclic AMP-dependent protein kinase by cyclic AMP involves the formation of a ternary complex of cyclic AMP, the regulatory subunit (R) and the catalytic subunit (C). It is suggested that only
M.J. Hunter et al.
Methods in Enzymology, 585-585 (1970)
G E Davies et al.
Proceedings of the National Academy of Sciences of the United States of America, 66(3), 651-656 (1970-07-01)
Amidination of aldolase, glyceraldehyde-3-phosphate dehydrogenase, tryptophan synthetase B protein, L-arabinose isomerase, and the catalytic subunit of E. coli aspartate transcarbamylase with the bifunctional reagent dimethyl suberimidate produces cross-linked proteins, with reaction predominating within oligomers. Disc electrophoresis of a modified protein

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