Dimethyl pimelimidate (DMP) is an organic chemical compound with two functional imidate groups. It is usually available as the more stable dihydrochloride salt. It binds free amino groups at pH range 7.0-10.0 to form amidine bonds.

Dimethyl pimelimidate
Names
Preferred IUPAC name
Dimethyl heptanediimidate
Other names
Pimelimidic acid dimethyl ester dihydrochloride,
dimethyl heptane-1,7-diimidate dihydrochloride
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • COC(=N)CCCCCC(=N)OC
Properties
C9H18N2O2
Molar mass 186.255 g·mol−1
Appearance White crystalline powder (dihydrochloride)
Melting point 122 °C (252 °F; 395 K) dihydrochloride
Slightly soluble (dihydrochloride)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Flash point Not determined
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uses

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DMP is used mainly as bifunctional coupling reagent to link proteins. It is often used to prepare antibody affinity columns. The appropriate antibody is first incubated with Protein A or Protein G-agarose and allowed to bind. DMP is then added to couple the molecules together.

Health effects

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DMP is irritating to the eyes, skin, mucous membranes and upper respiratory tract. It can exert harmful effects by inhalation, ingestion, or skin absorption.

References

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