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EDC


A water-soluble carbodiimide crosslinker for zero-length, carboxyl-to-amine conjugation.

Pierce EDC

Thermo Scientific Pierce EDC is a water-soluble carbodiimide crosslinker that activates carboxyl groups for spontaneous reaction with primary amines, enabling peptide immobilization and hapten-carrier protein conjugation.

1-Ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC or EDAC) is a zero-length crosslinking agent used to couple carboxyl groups to primary amines. This crosslinker has been used in diverse applications such as forming amide bonds in peptide synthesis, attaching haptens to carrier proteins to form immunogens, labeling nucleic acids through 5’ phosphate groups and creating amine-reactive NHS-esters of biomolecules. EDC reacts with a carboxyl to form an amine-reactive O-acylisourea intermediate. If this intermediate does not encounter an amine, it will hydrolyze and regenerate the carboxyl group. In the presence of N-hydroxysulfosuccinimide (Sulfo-NHS), EDC can be used to convert carboxyl groups to amine-reactive Sulfo-NHS esters. This is accomplished by mixing the EDC with a carboxyl containing molecule and adding Sulfo-NHS.

Highlights:

  • Reactive group: carbodiimide
  • Reaction target: activates carboxyl groups to conjugate to amino groups (primary amines)
     
  • Several conjugation strategies – react EDC alone with target groups or include NHS or Sulfo-NHS to increase reaction efficiency or to stabilize active intermediate for later reaction to amines
  • Neutral linkage – forms neutral amide bonds between carboxyls and amines
  • Water-soluble reagent – add directly to reactions in aqueous, physiological buffers
  • Soluble reaction byproducts – easily removed by washing with water or dilute acid
  • High-purity, crystalline reagent – use to create high-quality, activated derivatives

Applications:

Product Details:

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; EDC
 
Chemical structure of EDC crosslinking reagent.

 

Carbodiimide EDC reaction scheme for crosslinking
 
Reaction scheme for EDC crosslinking. Carboxyl-to-amine crosslinking with the carbodiimide, EDC. Molecules (1) and (2) can be peptides, proteins or any chemicals that have respective carboxylate and primary amine groups. Learn more about EDC crosslinking chemistry and applications.

 

Properties of EDC.
Molecular formula C8H17N3•HCl
Molecular weight 191.7
Spacer arm length 0 angstroms
CAS Number 25952-53-8
Storage conditions -20°C, protect from moisture, use only fresh solutions
Reactive groups Carbodiimide
Reactivity Forms active intermediate with carboxyl groups at pH 4.7-6.0 (optimum), then intermediate reacts with primary amines

References:

  1. Updegrove T. B. et al. (2011) The stoichiometry of the Escherichia coli Hfq protein bound to RNA. RNA. 17, 489-500.
  2. Naue N. et al. (2011) Site-directed mutagenesis of the {chi} subunit of DNA polymerase III and single-stranded DNA-binding protein of E. Coli reveals key residues for their interaction. Nucleic Acids Res. 39, 1398-407.
  3. Yamashiro S. et al. (2010) Mammalian tropomodulins nucleate actin polymerization via their actin monomer binding and filament pointed end-capping activities. J. Biol. Chem. 285, 33265-80.
  4. Kim J.-H. et al. (2009) Tunable interplay between epidermal growth factor and cell-cell contact governs the spatial dynamics of epithelial growth. PNAS. 106, 11149-53.
  5. Jaetao J. E. et al. (2009) Enhanced leukemia cell detection using a novel magnetic needle and nanoparticles. Cancer Res. 69, 8310-6.
  6. Panchaud A. et al. (2008) Anibal, stable isotope-based quantitative proteomics by aniline and benzoic acid labeling of amino and carboxylic groups. Mol. Cell. Proteomics. 7, 800-12.

Product References:

Crosslinker Application Guide -- search for recent literature references for this product

Related Resources:

Overview of crosslinking
Chemistry of crosslinking

Related Products:

Sulfo-NHS
Bioconjugate Techniques (book)
EDC Carrier Proteins Conjugation Kits by immunogen
Crosslinkers at a glance (selection guide)


Ordering Information
 
Product # Description Pkg. Size Instructions MSDS CofA Price
77149 EDC
Formulation: 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; crystalline powder
Sufficient For: 26mL of typical 1X (2mM) reaction solution, or approx. 5 uses at 2mg reagent per use
10mg Product Instructions for product #77149 EDC MSDS for product #77149 EDC $46.00

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22980 EDC
Formulation: 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; crystalline powder
Sufficient For: 13041mL of typical 1X (2mM) reaction solution, or approx. 2500 uses at 2mg reagent per use
5g Product Instructions for product #22980 EDC MSDS for product #22980 EDC Certificate of Analysis for product #22980 EDC $93.00

Add to cart
22981 EDC
Formulation: 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; crystalline powder
Sufficient For: 65206mL of typical 1X (2mM) reaction solution, or approx. 12500 uses at 2mg reagent per use
25g Product Instructions for product #22981 EDC MSDS for product #22981 EDC Certificate of Analysis for product #22981 EDC $287.00

Add to cart
22981B EDC
Formulation: 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; crystalline powder
Custom MSDS for product #22981B EDC Certificate of Analysis for product #22981B EDC

Instructions | MSDS | CofA
Product Instructions | MSDS | CofA  

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