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What is the role of dicyclohexylcarbodiimide?

What is the role of dicyclohexylcarbodiimide?

1,3-dicyclohexylcarbodiimide is a carbodiimide compound having a cyclohexyl substituent on both nitrogen atoms. It has a role as a peptide coupling reagent, an ATP synthase inhibitor and a cross-linking reagent.

What is EDC and NHS?

EDC (carbodiimide) crosslinking reaction scheme. Carboxyl-to-amine crosslinking with the popular carbodiimide, EDC. N-hydroxysuccinimide (NHS) or its water-soluble analog (Sulfo-NHS) is often included in EDC coupling protocols to improve efficiency or create dry-stable (amine-reactive) intermediates.

What is CDI in organic chemistry?

Infobox references. 1,1′-Carbonyldiimidazole (CDI) is an organic compound with the molecular formula (C3H3N2)2CO. It is a white crystalline solid. It is often used for the coupling of amino acids for peptide synthesis and as a reagent in organic synthesis.

What is dicyclohexylcarbodiimide used for in peptide synthesis?

Sheehan and Hess introduced the use of dicyclohexylcarbodiimide (DCC) as a coupling reagent for the preparation of amide bonds in 1955. DCC has been used since then for peptide synthesis. The mechanism involves formation and propagation of an amide or peptide bond via an O-acylisourea active intermediate.

What is DDC reagent?

N,N′-Dicyclohexylcarbodiimide (DCC or DCCD) is an organic compound with the chemical formula (C6H11N)2C. It is a waxy white solid with a sweet odor. Its primary use is to couple amino acids during artificial peptide synthesis.

What is BOC in peptide chemistry?

The use of the tert-butyloxycarbonyl (Boc) as the Nα-amino protecting group in peptide synthesis can be advantageous in several cases, such as synthesis of hydrophobic peptides and peptides containing ester and thioester moieties.

Which compounds can be synthesized by using dicyclohexyl carbodiimide?

Amide, peptide, and ester formation DCC is a dehydrating agent for the preparation of amides, ketones, and nitriles. In these reactions, DCC hydrates to form dicyclohexylurea (DCU), a compound that is nearly insoluble in most organic solvents and insoluble in water.

What is EDC used for?

EDC is used primarily as a raw material in the manufacture of vinyl chloride monomer (VCM). The vinyl chloride, in turn is used to manufacture polyvinyl chloride (PVC) resin. EDC is also used as an intermediate in the manufacture of chlorinated and fluorinated compounds.

What is the range of EDC?

4.0-6.0 pH
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, EDAC or EDCI) is a water-soluble carbodiimide usually handled as the hydrochloride. It is typically employed in the 4.0-6.0 pH range.

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Ruth Doyle