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D8388

Sigma-Aldrich

Dimethyl pimelimidate dihydrochloride

powder

Sinónimos:

DMP, Dimethyl pimelinediimidate dihydrochloride

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About This Item

Fórmula lineal:
[CH3OC(=NH)CH2CH2]2CH2 · 2HCl
Número de CAS:
58537-94-3
Peso molecular:
259.17
EC Number:
261-320-6
MDL number:
MFCD00038942
UNSPSC Code:
12171500
PubChem Substance ID:
24894208
NACRES:
NA.25

form

powder

reaction suitability

reagent type: cross-linking reagent

solubility

H2O: 10 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C9H18N2O2.2ClH/c1-12-8(10)6-4-3-5-7-9(11)13-2;;/h10-11H,3-7H2,1-2H3;2*1H

InChI key

LRHXBHUTQWIZTN-UHFFFAOYSA-N

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General description

Dimethyl pimelimidate dihydrochloride is a homobifunctional cross-linking reagent used in crosslinking, protein interaction and protein modification. It typically reacts with primary amines in the pH range 7.0-10.0 to form amidine bonds.

Application

Dimethyl pimelimidate dihydrochloride has been used to develop a technique for isolating Enterocytozoon bieneusi spores directly from human stool samples with a high degree of purity, which opens up new approaches for studying this parasite.

Caution

The reagent is readily hydrolyzed at neutral pH.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research
Note that the amidine linkage preserves original primary amine positive charge. Incorporates a seven atom linker.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315

Hazard Classifications

Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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G B Karlsson et al.
Analytical biochemistry, 199(2), 219-222 (1991-12-01)
A method is described for the use of magnetic beads as a solid phase for the immunoprecipitation of labeled proteins. The anti-human transferrin receptor monoclonal antibody OKT-9 has been coupled to sheep anti-mouse IgG1-coated magnetic beads using the crosslinking agent
I Accoceberry et al.
Journal of clinical microbiology, 39(5), 1947-1951 (2001-04-28)
An original, reliable, and reproducible method for the purification of Enterocytozoon bieneusi spores from human stools is described. We recently reported the production of a species-specific monoclonal antibody (MAb) 6E52D9 immunoglobulin G2a (IgG2a) raised against the exospore of E. bieneusi
Kevin Michael Boehm et al.
BMC bioinformatics, 20(1), 7-7 (2019-01-07)
To further our understanding of immunopeptidomics, improved tools are needed to identify peptides presented by major histocompatibility complex class I (MHC-I). Many existing tools are limited by their reliance upon chemical affinity data, which is less biologically relevant than sampling
Semisynthetic fluorohydrolases prepared by chemical modification of ribonuclease.
David, E., et al.
Enz. Microbiol. Technol., 14, 885-892 (1992)
K Brew et al.
The Journal of biological chemistry, 250(4), 1434-1444 (1975-02-25)
The cross-linking of the two components of lactose synthetase, alpha-lactalbumin and a galactosyltransferase, with dimethylpimelimidate was examined. The extent of the cross-linking at pH 8.1 was found to be dependent upon the presence of substrates or inhibitors for the galactosyltransferase.
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