DCC和EDC之间的差异

Thekey differencebetween DCC and EDC is thatDCC is a cyclic compound, whereas EDC is analiphatic化合物.

DCC and EDC are organic compounds. The term DCC stands for N,N′-Dicyclohexylcarbodiimide while the term EDC stands for 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide. Both these areimides, meaning these compounds have a –N=C=N- bond, which represents the functional properties of imides.

内容

1.Overview and Key Difference
2.What is DCC
3.What is EDC
4.Side by Side Comparison – DCC vs EDC in Tabular Form
5.概括

什么是DCC？

The term DCC stands for N,N′-Dicyclohexylcarbodiimide. It is also abbreviated as DCCD. The chemical formula of this compound is (C6H11N)2C. Furthermore, it is an organic compound having the general structure of an imide. It can be produced as a waxy white solid that has a sweet odour. Concerning the properties, this solid substance has a very low melting point; thus, it melts easily, making itself easy to handle. Also, this substance is highly soluble in solvents such as dichloromethane, tetrahydrofuran, acetonitrile, and dimethylformamide. However, it is insoluble in water.

当考虑这的化学结构s compound, it has a linear C-N=C=N-C structure at the centre of the molecule. Therefore, this structure is related to the chemical structure of allene. There are several methods of producing DCC. One method includes the use of palladium acetate, iodine, and oxygen for the coupling of cyclohexyl amine and cyclohexyl isocyanide. This reaction gives about 67% DCC. Another method includes the use of dicyclohexylurea in the presence of a phase transfer catalyst. However, this second method gives only 50% yield of DCC.

DCC是用于生产酰胺，酮和硝酸盐的重要脱水剂。在这里，DCC分子被水合成二氯己糖脲或DCU。所得化合物在许多有机溶剂和水上都无法溶于溶解，因此我们可以通过过滤轻松将其除去。此外，DCC对于转换很重要次生醇.

Besides, the DCC is known as an inhibitor for ATP synthase. However, the primary use of DCC is the coupling of amino acids during the process of artificial protein synthesis. Despite all the important applications of DCC, it should be handled carefully because it is a potent allergen and a sensitizer. It often causes skin rashes.

什么是EDC？

The term EDC stands for 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide. The chemical formula of EDC is C8H17N3. It is also abbreviated as EDAC or EDCI. It is a water-soluble carbodiimide. Typically, a solution of EDC has a pH range of 4.0 to 6.0. Generally, we can use this compound as a carboxyl activating agent for the coupling of primary amines to yield amide bonds.

EDC is a commercially available organic compound that can be produced via coupling ethyl isocyanate with N,N-dimethylpropane-1,3-diamine. This reaction produces urea which then can be converted into EDC via dehydration. When considering the applications of EDC, most common uses for this carbodiimide include peptide synthesis, protein crosslinking to nucleic acids, and preparation of immunoconjugates.

DCC和EDC有什么区别？

DCC stands for N,N′-Dicyclohexylcarbodiimide while EDC stands for 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide. The key difference between DCC and EDC is that DCC is a cyclic compound, whereas EDC is an aliphatic compound. Another major difference between DCC and EDC is that DCC is insoluble in water while EDC is water-soluble.

此外，考虑到这两种化合物的使用时，DCC在人造蛋白质合成过程中的偶联是有用的，而EDC在EDC的过程中可用于肽合成，蛋白质交联至核酸，以及制备免疫偶联物。

Below infographic summarizes the difference between DCC and EDC.

概括– DCC vs EDC

DCC and EDC are organic compounds, and DCC stands for N,N′-Dicyclohexylcarbodiimide while EDC stands for 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide. The key difference between DCC and EDC is that DCC is a cyclic compound, whereas EDC is an aliphatic compound.

Reference:

1. 1-乙基-3-（3-二甲基氨基丙基）碳二酰亚胺. 23 June 2020,Available here.

Image Courtesy:

1. “Dicyclohexylurea, 3-d” By Smokefoot – Own work(CC BY-SA 4.0)通过Commons Wikimedia
2. “EDC Structure” By ~K – Own work (Public Domain) viaCommons Wikimedia