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03450

Sigma-Aldrich

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

purum, ≥98.0% (AT)

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Synonym(s):
N-Ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride, EDAC, EDC, EDC hydrochloride, WSC hydrochloride
Empirical Formula (Hill Notation):
C8H17N3 · HCl
CAS Number:
Molecular Weight:
191.70
Beilstein/REAXYS Number:
5764110
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.31

grade

purum

Quality Level

assay

≥98.0% (AT)

form

powder

mp

110-115 °C (lit.)
110-115 °C

solubility

H2O: soluble 1 gm/10 ml, clear to very slightly hazy, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

Cl.CCN=C=NCCCN(C)C

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

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This Item
E775034100603449
vibrant-m

341006

EDAC, Hydrochloride

assay

≥98.0% (AT)

assay

-

assay

≥98% (titration)

assay

≥99.0% (AT)

form

powder

form

powder

form

solid

form

powder

mp

110-115 °C (lit.)

mp

110-115 °C (lit.)

mp

-

mp

110-115 °C (lit.), 112-116 °C

solubility

H2O: soluble 1 gm/10 ml, clear to very slightly hazy, colorless to very faintly yellow

solubility

H2O: ≤100 mg/mL

solubility

aqueous buffer: 2-5 mg/mL, water: 2-5 mg/mL

solubility

H2O: soluble 0.2 g/L

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

General description

1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDAC HCl), commonly known as EDAC, is a crucial water-soluble reagent widely employed in chemical and biochemical research, particularly for its proficiency in mediating amide bond formation. Notably effective in peptide synthesis, EDAC HCl demonstrates efficiency in coupling amino acids through their carboxyl and amine groups, enabling the tailored creation of peptides with specific sequences and functionalities. Extending its utility, EDAC HCl plays a pivotal role in the construction of immunogens by covalently attaching haptens—small immune-response eliciting molecules—to carrier proteins, a critical aspect in vaccine research.

The adaptability of EDAC HCl encompasses nucleic acid modification, permitting the selective labeling of DNA and RNA through their 5′ phosphate groups. This capacity contributes significantly to the visualization, tracking, and analytical aspects of these fundamental molecules, thereby advancing nucleic acid research. Furthermore, EDAC HCl functions as a biomolecule bridge, acting as a crosslinker connecting amine-reactive NHS-esters of biomolecules to carboxyl groups.

This feature proves invaluable in protein conjugation, facilitating the development of hybrid molecules with distinct properties and functions. The underlying reaction mechanism involves EDAC HCl′s interaction with a carboxyl group, forming an unstable intermediate actively seeking an amine partner. The delicate equilibrium of this reaction underscores the necessity for optimizing conditions to ensure efficient conjugation. The assistance of N-hydroxysuccinimide (NHS) enhances the capabilities of EDAC HCl by stabilizing the intermediate and enabling two-step conjugation procedures, affording greater flexibility and control, particularly in the manipulation of complex biomolecular structures.

application

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride has been used modify the cell surface of Escherichia coli to covalently couple substances. It has also been used as an activator to modify microfluidic chips to capture Escherichia coli.

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 reacts with phosphate groups. It has been utilized in peptide synthesis, crosslinking proteins to nucleic acids as well as preparation of immunoconjugates.
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

Other Notes

For additional information on our range of Biochemicals, please complete this form.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Oral

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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