N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염

N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염 속성

N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염 MSDS

EDAC.HCl

N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염 C화학적 특성, 용도, 생산

화학적 성질

EDC-HCl, or 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, is a white crystalline powder that easily deliquescent and can dissolve in both water and ethanol. It is commonly used as an activating reagent in amide synthesis to activate carboxyl groups. It can also activate phosphate groups, cross-link proteins and nucleic acids, and produce immunocouplers. EDC-HCl is commonly applied in the pH range of 4.0-6.0 and is often used in conjunction with N-Hydroxysuccinimide (NHS) or N-Hydroxysulfosuccinimide sodium salt to improve coupling efficiency.

주요 응용

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is water-soluble carbodiimide, widely used for peptide coupling.
N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride has been used for the formation of FND (fluorescent nanodiamonds)-transferrin bioconjugates.
It has been used for crosslinking polyethylenimine to gold particles.
It has been used as a carbodiimide linkage agent for coating of carboxylated polystyrene beads with biotinylated BSA (bovine serum albumin).

일반 설명

EDC hydrochloride 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. The major advantage of EDAC coupling is the easy removal of excess reagent and the corresponding urea by washing with dilute acid or water. Carbodiimides catalyze the formation of amide bonds, carboxylic acids, and amines by activating the carboxylate to form an O-acylurea. This intermediate can be attacked by an amine directly to form an amide. EDAC is released as a soluble urea derivative.

Biochem/physiol Actions

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(25952-53-8) is a water soluble condensing reagent. EDAC is generally utilized as a carboxyl activating agent for amide bonding with primary amines. Additionally, it reacts with phosphate groups. It has been utilized in peptide synthesis, crosslinking proteins to nucleic acids as well as preparation of immunoconjugates.

Mechanism of action

Carboxyl group activation with EDC. xHCl proceeds similarly to other carbodiimide couplings. The reaction of a carboxylic acid and the carbodiimide forms an O-acylisourea intermediate. The O-acylisourea is a highly reactive species that readily reacts with amines, peptide coupling additives, or reducing agents. EDC. HCl is transformed into the corresponding urea during coupling reactions. It has the advantage over DCU in that it can be removed from the reaction mixture by extraction or be washed out from solid phase synthesis applications. However, the O-acylisourea can rearrange irreversibly to an N-acyl urea and racemise the α-carbon of the amino acid via the formation of an oxazol-4(5H)-one [azlactone]. N-Acylurea formation and racemisation may be reduced by using intermediate nucleophiles, which convert the O-acylurea to an activated ester containing the nucleophile. The mechanism of amide bond formation applies both to EDC and EDC.HCl. The differences are that the free base can be applied as a bifunctional reagent: a coupling agent (carbodiimide) and a base (dimethylamino). At the same time, the HCl salt can form an O-acylisourea cyclic intermediate.

Synthesis

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride can be used for the synthesis of amides.It is used as a coupling agent in the synthesis of esters from carboxylic acids using dimethylaminopyridine as the catalyst.
Preparation method of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(CN104193654A)

Purification Methods

It is an excellent H2O-soluble peptide coupling reagent. It is purified by dissolving (ca 1g) in CH2Cl2 (10mL) at room temperature and then add dry Et2O (~110mL) dropwise and the crystals that separate are collected, washed with dry Et2O, recrystallised from CH2Cl2/Et2O and dried in a vacuum over P2O5. It is important to work in a dry atmosphere or work rapidly and then dry the solid as soon as possible. The material is moderately hygroscopic, but once it becomes wet it reacts slowly with H2O. Store it away from moisture at -20o to slow down the hydrolysis process. The free base has b 47-48o/0.27mm, 53-54o/0.6mm, n 1.4582. The methiodide is recrystallised from CHCl3/EtOAc, the crystals are filtered off, washed with dry Et2O, recrystallised from CHCl3/Et2O, and dried in vacuo over P2O5, m 93-95o, 94-95o. [Sheehan et al. J Am Chem Soc 87 2492 1965, Sheehan & Cruickshank Org Synth Coll Vol V 555 1973.] § A polymer bound version is commercially available.

N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염 준비 용품 및 원자재

원자재

준비 용품

N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Jinan Finer Chemical Co., Ltd	+86-531-88989536 +86-15508631887	sales@finerchem.com	China	2967	58
Shanghai Z&T Chemical Co., Ltd	+86-21-33561011 13818804961	Sales@ztchemical.com.cn	China	402	58
Hangzhou Verychem Science And Technology Co.Ltd	+86-86-57188162785 13606544505	lucy@verychem.com	China	1001	58
LEAPCHEM CO., LTD.	+86-852-30606658	market18@leapchem.com	China	43348	58
Hebei Yanxi Chemical Co., Ltd.	+8617531190177	peter@yan-xi.com	China	5993	58
Shanghai UCHEM Inc.	+862156762820 +86-13564624040	sales@myuchem.com	China	6710	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2503	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	7845	58
airuikechemical co., ltd.	+undefined86-15315557071	sales02@airuikechemical.com	China	994	58
Hebei Kangcang new material Technology Co., LTD	+8619133911216	fanfan@kangcang.com.cn	China	340	58

N'-(에틸카본이미도일)-N,N-디메틸1,3-프로판디아민 모노염산염 관련 검색: