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Key Documents

8.00907

Sigma-Aldrich

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

for peptide synthesis

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H17N3 · xHCl
Número de CAS:
Peso molecular:
155.24 (free base basis)
MDL number:
UNSPSC Code:
12352107
EC Index Number:
247-361-2
NACRES:
NA.22

product name

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride, for synthesis

Quality Level

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

110-115 °C

application(s)

peptide synthesis

storage temp.

−20°C (−15°C to −25°C)

InChI

1S/C8H17N3.ClH/c1-4-11(8-9)7-5-6-10(2)3;/h4-7H2,1-3H3;1H

InChI key

FDXPUDRRFDHONO-UHFFFAOYSA-N

General description

N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride, also known as EDAC HCl or WSC, is a water-soluble condensing reagent. EDAC HCl is generally used to couple carboxylic acids with amines to form amides. The by-product urea is water-soluble and can be removed from immiscible reaction milieux by extraction with water. It is principally utilized in solution-phase peptide synthesis and as a zero-length crosslinker for protein modification.

Application

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC hydrochloride) can be used as:
  • A water-soluble carbodiimide to facilitate peptide coupling reactions in alcohols.
  • A coupling agent along with HOBt to synthesize poly(glutamic acid) (PGA) polypeptides for the creation of non-fouling polypeptides that could be useful in a variety of biomedical applications.
  • A coupling reagent for the efficient synthesis of teriflunomide at the industrial scale.

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Investigation of nonfouling polypeptides of poly (glutamic acid) with lysine side chains synthesized by EDCHCl/HOBt chemistry
Yang Q, et al.
Journal of Biomaterials Science. Polymer Edition, 25, 1717-1729 (2014)
Effects of amounts of additives on peptide coupling mediated by a water-soluble carbodiimide in alcohols
Nozaki S
The Journal of Peptide Research, 54, 162-167 (1999)
EDC-promoted one-step synthesis of teriflunomide at the industrial scale
Wang L, et al.
Reaction Chemistry & Engineering, 2493-2496 (2022)

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