Thermo Scientific Pierce EDC is a carboxyl- and amine-reactive zero-length cross-linker. EDC first reacts with the carboxyl group to form an amine-reactive O-acylisourea intermediate, which can quickly react with the amino group to form an amide bond and release the isourea by-product. The intermediate is unstable in aqueous solution, so the two-step coupling procedure relies on N-hydroxysuccinimide (NHS) for stabilization. Failure to react with amines will result in hydrolysis of intermediates, regeneration of carboxyl groups, and release of N-substituted urea. A side reaction is the formation of N-ureides, usually restricted to carboxyl groups located in hydrophobic regions of the protein.
Thermo Scientific No-Weigh products are specialty reagents available in pre-portioned formats. Pre-weighed packaging eliminates repeated opening and closing of vials, preventing loss of reagent reactivity and contamination over time. With this format, a fresh vial of reagent can be used at a time, eliminating the hassle of weighing small amounts of reagent and reducing concerns about reagent stability.
Features of EDC:
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Reactive Group:
Carbodiimide •
Reaction target: Coupling of activated carboxyl groups with amino groups (primary amines)
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Various coupling strategies—React EDC alone with the target group, or include < a href="https://www.thermofisher.cn/order/catalog/product/24500">NHS or
Sulfo-NHS to improve reaction efficiency or stabilize reactive intermediates for subsequent amine reactions
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Neutral bond—formed between carboxyl and amine Neutral amide bond
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Water-soluble reagents—Add directly to aqueous physiological buffer for reaction
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Soluble reaction by-products—Use water or dilute acid Easily removed by washing
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High-purity crystallization reagent—used to generate high-quality, activated derivatives
Properties of EDC • Molecular formula: C
8H
17N
3·HCl
• Molecular weight: 191.7
• Spacer arm length: 0 Å< br>• Catalog number: 25952-53-8
• Reactive group:
Carbodiimide• Reactivity: at pH 4.7–6.0 Under (better) conditions, an active intermediate is formed with the carboxyl group, and then the intermediate reacts with the primary amine
1-ethyl-3[3-dimethylaminopropyl]carbodiimide hydrochloride Salt (EDC or EDAC) is a zero-length cross-linker used to couple carboxyl groups to primary amines. This cross-linker has been used in a variety of applications such as forming amide bonds in peptide synthesis, linking haptens to carrier proteins to form immunogens, labeling nucleic acids with 5' phosphate groups, and constructing amine-reactive NHS esters of biomolecules. EDC reacts with carboxyl groups to form amine-reactive
O-acylisourea intermediates. If this intermediate does not encounter an amine, it will hydrolyze and regenerate the carboxyl group. EDC can be used to convert carboxyl groups into amine-reactive sulfo-NHS esters in the presence of
N-hydroxysulfosuccinimide (sulfo-NHS). This is achieved by mixing EDC with molecules containing carboxyl groups and adding sulfo-NHS.
Applications:• Coupling of carboxyl and amino groups between peptides and proteins
• Coupling of haptens and immunogenic carrier proteins (such as
Connecting peptides to KLH)
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Connecting peptide antigens Immobilized on affinity-purified antibodies• Generate NHS-activated, amine-reactive labeled compounds
• Cross-link proteins to carboxyl-coated beads or surfaces
• Use amine-reactive Sulfo- NHS Ester Activated Nanoparticles
• DNA labeling via 5' phosphate group (see Tech Tip #30)
Product Reference:Crosslinker Application Guide— Search recent references for this product
For Research Use Only. Not for use in diagnostic procedures.