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03449

Sigma-Aldrich

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

≥99.0% (AT)

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Synonym(s):
EDC, WSC hydrochloride, N-Ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride, EDAC, EDC hydrochloride
Empirical Formula (Hill Notation):
C8H17N3 · HCl
CAS Number:
25952-53-8
Molecular Weight:
191.70
Beilstein:
5764110
EC Number:
247-361-2
MDL number:
MFCD00012503
PubChem Substance ID:
329747707
NACRES:
NA.21

assay

≥99.0% (AT)

form

powder

mp

110-115 °C (lit.)
112-116 °C

solubility

H2O: soluble 0.2 g/L

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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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.
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.

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.
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.

Other Notes

Water soluble peptide coupling reagent; Modification of carboxyl groups in proteins, review; Synthesis of esters.

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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More Documents

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Quotes and Ordering

Bulk Quote-Order Product
Synthesis of esters.
Dhaon, M.K.
The Journal of Organic Chemistry, 47, 1962-1962 (1982)
R.L. Lundblad et al.
Chemical Reagents for Protein Modification, 2, 105-105 (1984)
A flight sensory-motor to olfactory processing circuit in the moth Manduca sexta
Bradley SP, et al.
Frontiers in Neural Circuits, 10(6), 5-5 (2016)
Total synthesis of a monocyclic peptide lactone antibiotic, etamycin.
J C Sheehan et al.
Journal of the American Chemical Society, 95(3), 875-879 (1973-02-07)
Heather M Powell et al.
Biomaterials, 27(34), 5821-5827 (2006-08-22)
Collagen-based scaffolds are extensively utilized as an analog for the extracellular matrix in cultured skin substitutes (CSS). To improve the mechanical properties and degradation rates of collagen scaffolds, chemical cross-linking is commonly employed. In this study, freeze-dried collagen-GAG sponges were
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