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03449

N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride

≥99.0% (AT)

Sinónimos:

N-etil-N′-(3-dimetilaminopropil)carbodiimida hydrochloride, EDAC, EDC, EDC hydrochloride, WSC hydrochloride

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A ustedes/SKUDisponibilidadPrecio
1 g

Disponible para enviar HOYdesdeLyon

95,40 €
5 g

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365,00 €
25 g
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1380,00 €

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Fórmula empírica (notación de Hill):
C8H17N3 · HCl
Número CAS:
25952-53-8
Peso molecular:
191.70
NACRES:
NA.21
PubChem Substance ID:
329747707
UNSPSC Code:
12161502
EC Number:
247-361-2
MDL number:
MFCD00012503
Beilstein/REAXYS Number:
5764110

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Quality Segment

200

assay

≥99.0% (AT)

form

powder

technique(s)

bioconjugation: suitable

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

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.

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.[1] It has also been used for derivatizing antibody against COX5b to carboxylated polystyrene microspheres.[2]

Biochem/physiol Actions

Reactivo de condensación hidrosoluble. El EDAC se utiliza generalmente como activador de carboxilos para la formación del enlace amida con las aminas primarias. Además, reaccionará con los grupos de fosfato. El EDAC se ha utilizado en la síntesis de péptidos; la formación de enlaces transversales entre proteínas y ácidos nucleicos; y la preparación de inmunoconjugados como ejemplos. Normalmente, el EDAC se utiliza en el intervalo de pH 4,0-6,0 sin disoluciones tampón. En particular, deben evitarse los tampones de amina y carboxilato.
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.[3] 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.[4]

Features and Benefits

Versatile and adaptable for wide variety of laboratory and research applications

Other Notes

Water soluble peptide coupling reagent;[5] Modification of carboxyl groups in proteins, review; Synthesis of esters.
For additional information on our range of Biochemicals, please complete this form.

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Este artículo
8.00907E1769341006
N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride ≥99.0% (AT)

Sigma-Aldrich

03449

N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride

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

Sigma-Aldrich

8.00907

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

N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride BioXtra

Sigma-Aldrich

E1769

N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride

EDAC, Hydrochloride EDAC HCl is a water-soluble derivative of carbodiimide useful for conjugating haptens to proteins and polypeptides. Used to modify NMDA receptors and as a condensing agent in peptide synthesis.

Sigma-Aldrich

341006

EDAC, Hydrochloride

technique(s)

bioconjugation: suitable

technique(s)

-

technique(s)

-

technique(s)

-

assay

≥99.0% (AT)

assay

-

assay

-

assay

≥98% (titration)

mp

110-115 °C (lit.), 112-116 °C

mp

110-115 °C

mp

110-115 °C (lit.)

mp

-

storage temp.

−20°C

storage temp.

−20°C (−15°C to −25°C)

storage temp.

−20°C

storage temp.

−20°C

form

powder

form

solid

form

powder

form

solid

solubility

H2O: soluble 0.2 g/L

solubility

-

solubility

H2O: 0.5 M, clear to very slightly hazy, colorless to very faintly yellow

solubility

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

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signalword

Danger

target_organs

Stomach,large intestine,lymph node

Clase de almacenamiento

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Hazard Classifications

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

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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