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

SIGMA/03449 - ≥99.0% (AT)

Synonym: 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


45-03449-1G	1 g	$94.70 1/EAAdd To Favorites	Add To Favorites
45-03449-5G	5 g	$265.00 1/EAAdd To Favorites	Add To Favorites
45-03449-25G	25 g	$905.00 1/EAAdd To Favorites	Add To Favorites

assay	≥99.0% (AT)
form	powder
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.)
	112-116 °C
Quality Level	200
SMILES string	Cl.CCN=C=NCCCN(C)C
solubility	H₂O: soluble 0.2 g/L
storage temp.	−20°C
technique(s)	bioconjugation: suitable

Application:	N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride has been used for amine coupling reaction during self-assembly of the tethered bilayer lipid membrane. It has also been used for derivatizing antibody against COX5b to carboxylated polystyrene microspheres.
Application:	N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride ≥99.0% (AT) has been used as an activator to covalently immobilize tyrosinase to prepare enzyme electrodes. It has also been used as a prefixative for histamine immunolabeling.
Biochem/physiol Actions:	N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide is a water soluble condensing reagent. EDAC is generally utilized as a carboxyl activating agent for amide bonding with primary amines. Additionally, it will react with phosphate groups. It has been utilized in peptide synthesis, crosslinking proteins to nucleic acids as well as preparation of immunoconjugates.
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 wide variety of laboratory and research applications
General description:	1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride, commonly referred to as EDAC HCl, plays a pivotal role as a potent and widely utilized water-soluble reagent in chemical and biochemical research, primarily facilitating the formation of amide bonds. In the realm of peptide synthesis, EDAC HCl showcases efficiency by coupling amino acids through their carboxyl and amine groups, crucial for the creation of peptides with specific sequences and functionalities. Expanding its influence beyond peptides, EDAC HCl contributes to the construction of immunogens by covalently attaching haptens—small molecules that elicit an immune response—to carrier proteins, playing a key role in vaccine research.The versatility of EDAC HCl extends to nucleic acid modification, allowing for the labeling of DNA and RNA through their 5′ phosphate groups. This capability facilitates the visualization, tracking, and analysis of these crucial molecules, contributing significantly to advancements in nucleic acid research. Furthermore, EDAC HCl serves as a biomolecule bridge, acting as a crosslinker that connects amine-reactive NHS-esters of biomolecules to carboxyl groups. This technique proves invaluable in protein conjugation, enabling the creation of hybrid molecules with novel properties and functions. The underlying mechanism involves EDAC HCl′s 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 by stabilizing the intermediate and enabling two-step conjugation procedures. This additional feature provides greater flexibility and control, particularly when dealing with complex biomolecules.
Other Notes:	For additional information on our range of Biochemicals , please complete this form .
Other Notes:	Water soluble peptide coupling reagent; Modification of carboxyl groups in proteins, review; Synthesis of esters.

Symbol	GHS06,GHS08,GHS09
Signal word	Danger
Hazard statements	H302 - H311 - H315 - H317 - H373 - H410
Precautionary statements	P260 - P273 - P280 - P301 + P312 - P302 + P352 + P312 - P314
Hazard Codes	Xi
Risk Statements	37/38-41
Safety Statements	26-36/37/39
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99.0% (AT)
mp	110-115 °C (lit.); 112-116 °C
Storage Temp.	−20°C
UNSPSC	12161502