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N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride

SIAL/E6383 - crystalline

Synonym: EDC; N-Ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride; EDAC; EDC; EDC hydrochloride; WSC hydrochloride

CAS Number: 25952-53-8
Empirical Formula (Hill Notation): C8H17N3 · HCl
Molecular Weight: 191.70
EC Number: 247-361-2
MDL Number: MFCD00012503
Linear Formula: C8H17N3 · HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-E6383-1G 1 g
$46.90
1/EA
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45-E6383-5G 5 g
$165.00
1/EA
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45-E6383-25G 25 g
$570.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: E6383-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: E6383-5G

 

application(s) advanced drug delivery
general analytical
color white to off-white
form crystalline
InChI 1S/C8H17N3.ClH/c1-4-9-8-10-6-5-7-11(2)3;/h4-7H2,1-3H3;1H
InChI key FPQQSJJWHUJYPU-UHFFFAOYSA-N
mp 110-115 °C (lit.)
Quality Level 200 
reaction suitability reagent type: cross-linking reagent
reaction type: Peptide Synthesis
SMILES string Cl.CCN=C=NCCCN(C)C
solubility H2O: ≤100 mg/mL
storage temp. −20°C
Application: N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride has been used:
• for the immobilisation of trypsin onto self-assembled monolayers (SAMs)
• as a component for the preparation of collagen matrices
• for the preparation of phosphoethanolamine(PEt)-conjugated sepharose
Biochem/physiol Actions: Water soluble condensing reagent. EDAC is generally utilized as a carboxyl activating agent for amide bonding with primary amines. In addition, it will react with phosphate groups. EDAC has been used in peptide synthesis; crosslinking proteins to nucleic acids; and preparation of immunoconjugates as examples. Typically, EDAC is utilized in the pH range 4.0-6.0 without buffers. In particular, amine and carboxylate buffers should be avoided.
Features and Benefits: Versatile and adaptable for a wide variety of laboratory and research applications
General description: 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride, commonly known as EDAC HCl, is a potent and widely employed water-soluble reagent in chemical and biochemical research due to its pivotal role in facilitating amide bond formation. In peptide synthesis, EDC HCl demonstrates efficiency by coupling amino acids through their carboxyl and amine groups, thereby forming peptide backbones. This capability is particularly valuable for creating peptides with specific sequences and functionalities.

Beyond peptides, EDC HCl extends its influence to the construction of immunogens, where it covalently attaches haptens (small immune-response eliciting molecules) to carrier proteins, playing an instrumental role in vaccine research. The versatility of EDAC HCl further unfolds in its ability to modify nucleic acids, allowing for the labeling of DNA and RNA through their 5′ phosphate groups. This facilitates the visualization, tracking, and analysis of these essential molecules, contributing to advancements in nucleic acid research.

Additionally, EDAC HCl serves as a biomolecule bridge by acting as a crosslinker, connecting amine-reactive NHS-esters of biomolecules to carboxyl groups. This technique proves valuable in protein conjugation, enabling the creation of hybrid molecules with novel properties and functions. The underlying mechanism of EDAC HCl involves its reaction with a carboxyl group, forming an unstable intermediate that actively seeks an amine partner. The delicate balance of this reaction underscores the importance of optimizing conditions for efficient conjugation. The assistance of N-hydroxysuccinimide (NHS) further enhances EDAC HCl′s capabilities, stabilizing the intermediate and enabling two-step conjugation procedures. This additional feature provides greater flexibility and control, particularly in dealing with complex biomolecules.
Other Notes: For additional information on our range of Biochemicals , please complete this form .
Packaging: 1, 5 g in glass bottle
mp 110-115 °C (lit.)
Storage Temp. −20°C
UNSPSC 12161703

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