E6383
N-(3-dimetilaminopropil)-N′-etilcarbodiimide
crystalline
Sinonimo/i:
N-etil-N′-(3-dimetilaminopropil)carbodiimide, EDAC, EDC, WSC
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About This Item
Formula empirica (notazione di Hill):
C8H17N3 · HCl
Numero CAS:
Peso molecolare:
191.70
Beilstein:
5764110
Numero CE:
Numero MDL:
Codice UNSPSC:
12161703
ID PubChem:
NACRES:
NA.28
Prodotti consigliati
product name
N-(3-dimetilaminopropil)-N′-etilcarbodiimide, crystalline
Forma fisica
crystalline
Livello qualitativo
Impiego in reazioni chimiche
reagent type: cross-linking reagent
reaction type: Peptide Synthesis
Colore
white to off-white
Punto di fusione
110-115 °C (lit.)
Solubilità
H2O: ≤100 mg/mL
applicazioni
advanced drug delivery
general analytical
Temperatura di conservazione
−20°C
Stringa SMILE
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
FPQQSJJWHUJYPU-UHFFFAOYSA-N
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Descrizione generale
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.
Applicazioni
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
Azioni biochim/fisiol
Reagente di condensazione idrosolubile. EDACI è utilizzato di solito come agente di attivazione del carbossile per il legame delle ammidi con le ammine primarie. Inoltre, reagisce con i gruppi fosfato. EDACI è stato usato nella sintesi di peptidi; per la formazione di legami crociati tra proteine e acidi nucleici e nella preparazione di immunoconiugati. Di solito, EDACI è utilizzato nell′intervallo di pH 4,0-6,0 senza tamponi. In particolare, si devono evitare i tamponi ammina e carbossilato.
Caratteristiche e vantaggi
Versatile and adaptable for a wide variety of laboratory and research applications
Altre note
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Danger
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Oral
Organi bersaglio
Stomach,large intestine,lymph node
Codice della classe di stoccaggio
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
dust mask type N95 (US), Eyeshields, Gloves
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