E6383
N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride
crystalline
Sinónimos:
N-etil-N′-(3-dimetilaminopropil)carbodiimida hydrochloride, EDAC, EDC, EDC hydrochloride, WSC hydrochloride
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About This Item
Fórmula empírica (notación de Hill):
C8H17N3 · HCl
Número de CAS:
Peso molecular:
191.70
Beilstein/REAXYS Number:
5764110
EC Number:
MDL number:
UNSPSC Code:
12161703
PubChem Substance ID:
NACRES:
NA.28
Productos recomendados
product name
N-(3-dimetilaminopropilo)-N′-etilcarbodiimida hydrochloride, crystalline
form
crystalline
Quality Level
reaction suitability
reagent type: cross-linking reagent
reaction type: Peptide Synthesis
color
white to off-white
mp
110-115 °C (lit.)
solubility
H2O: ≤100 mg/mL
application(s)
advanced drug delivery
general analytical
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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General description
1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride, commonly known as EDAC HCl, is a potent and widely employed water-soluble reagent in chemical and biochemical research due to its pivotal role in facilitating amide bond formation. In peptide synthesis, EDC HCl demonstrates efficiency by coupling amino acids through their carboxyl and amine groups, thereby forming peptide backbones. This capability is particularly valuable for creating peptides with specific sequences and functionalities.
Beyond peptides, EDC HCl extends its influence to the construction of immunogens, where it covalently attaches haptens (small immune-response eliciting molecules) to carrier proteins, playing an instrumental role in vaccine research. The versatility of EDAC HCl further unfolds in its ability to modify nucleic acids, allowing for the labeling of DNA and RNA through their 5′ phosphate groups. This facilitates the visualization, tracking, and analysis of these essential molecules, contributing to advancements in nucleic acid research.
Additionally, EDAC HCl serves as a biomolecule bridge by acting as a crosslinker, connecting amine-reactive NHS-esters of biomolecules to carboxyl groups. This technique proves valuable in protein conjugation, enabling the creation of hybrid molecules with novel properties and functions. The underlying mechanism of EDAC HCl involves its 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, stabilizing the intermediate and enabling two-step conjugation procedures. This additional feature provides greater flexibility and control, particularly in dealing with complex biomolecules.
Beyond peptides, EDC HCl extends its influence to the construction of immunogens, where it covalently attaches haptens (small immune-response eliciting molecules) to carrier proteins, playing an instrumental role in vaccine research. The versatility of EDAC HCl further unfolds in its ability to modify nucleic acids, allowing for the labeling of DNA and RNA through their 5′ phosphate groups. This facilitates the visualization, tracking, and analysis of these essential molecules, contributing to advancements in nucleic acid research.
Additionally, EDAC HCl serves as a biomolecule bridge by acting as a crosslinker, connecting amine-reactive NHS-esters of biomolecules to carboxyl groups. This technique proves valuable in protein conjugation, enabling the creation of hybrid molecules with novel properties and functions. The underlying mechanism of EDAC HCl involves its 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, stabilizing the intermediate and enabling two-step conjugation procedures. This additional feature provides greater flexibility and control, particularly in dealing with complex biomolecules.
Application
N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride has been used:
- for the immobilisation of trypsin onto self-assembled monolayers (SAMs)
- as a component for the preparation of collagen matrices
- for the preparation of phosphoethanolamine(PEt)-conjugated sepharose
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.
Features and Benefits
Versatile and adaptable for a wide variety of laboratory and research applications
Other Notes
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Comparable product
Referencia del producto
Descripción
Precios
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
target_organs
Stomach,large intestine,lymph node
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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