Search results
Results From The WOW.Com Content Network
Scheme of solid-phase peptides synthesis (SPPS) on a resin as solid support with protected amino acids. The deprotection is usually done using a base such as piperidine. This is followed by a coupling step (a protected amino acid is added) to the growing peptide chain. Coupling reagents (e.g. HBTU, HATU, or DIC) are employed to help form the ...
The process was originally developed in the 1950s and 1960s by Robert Bruce Merrifield in order to synthesise peptide chains, [4] and which was the basis for his 1984 Nobel Prize in Chemistry. [ 5 ] In the basic method of solid-phase synthesis, building blocks that have two functional groups are used.
N,N ′-Diisopropylcarbodiimide is a carbodiimide used in peptide synthesis. [1] [2] As a liquid, it is easier to handle than the commonly used N,N ′-dicyclohexylcarbodiimide, a waxy solid. In addition, N,N ′-diisopropylurea, its byproduct in many chemical reactions, is soluble in most organic solvents, a property that facilitates work-up.
This is followed by coupling a different amino acid to each portion. The third step is the mixing of all portions. These three steps comprise a cycle. Elongation of the peptide chains can be realized by simply repeating the steps of the cycle. Flow diagram of the split-mix combinatorial synthesis
N,N′-Dicyclohexylcarbodiimide (DCC or DCCD) [1] is an organic compound with the chemical formula (C 6 H 11 N) 2 C. It is a waxy white solid with a sweet odor. Its primary use is to couple amino acids during artificial peptide synthesis.
The most common type of coupling reaction is the cross coupling reaction. [1] [2] [3] Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki were awarded the 2010 Nobel Prize in Chemistry for developing palladium-catalyzed cross coupling reactions. [4] [5] Broadly speaking, two types of coupling reactions are recognized:
PyAOP ((7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate) is a reagent used to prepare amides from carboxylic acids and amines in the context of peptide synthesis. [1] It can be prepared from 1-hydroxy-7-azabenzotriazole (HOAt) and a chlorophosphonium reagent under basic conditions. [ 2 ]
HBTU (Hexafluorophosphate Benzotriazole Tetramethyl Uronium) is a coupling reagent used in solid phase peptide synthesis. It was introduced in 1978 and shows resistance against racemization. [3] [4] It is used because of its mild activating properties. [5]