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Peptide synthesis
From Wikipedia, the free encyclopedia
In?organic chemistry,?peptide synthesis?is the production of?peptides, which are?organic compounds?in which multiple?amino acids?are linked via amide bonds which are also known as?peptide bonds. The biological process of producing long peptides (proteins) is known as?protein biosynthesis.
Solid-Phase Peptide Syntesis on a Rink amide?resin?using?Fmoc-α-amine-protectedamino acid
Contents
??[hide]?
1?Chemistry
2?Liquid-phase synthesis
3?Solid-phase synthesis
3.1?BOP SPPS
4?Solid supports
4.1?Polystyrene resin
4.2?Polyamide resin
4.3?PEG hybrid polystyrene resin
4.4?PEG based resin
5?Protecting groups
5.1?N-terminal protecting groups
5.1.1?t-Boc protecting group
5.1.2?Fmoc protecting group
5.1.3?Comparison of Boc and Fmoc Solid-Phase Peptide Synthesis
5.1.4?Benzyloxy-carbonyl (Z) group
5.1.5?Alloc protecting group
5.1.6?Lithographic protecting groups
5.2?Side chain protecting groups
5.3?Protection Schemes
6?Activating groups
6.1?Carbodiimides
6.2?Triazoles
7?Regioselective Disulfide Formation
8?Synthesizing long peptides
9?Coupling Efficiency Vs. Peptide Length
10?Microwave assisted peptide synthesis
11?Cyclic peptides
11.1?On resin cyclization
11.2?Solution phase cyclization
12?References
13?External links
14?See also [edit]Chemistry
Peptides are synthesized by coupling the?carboxyl group?or C-terminus of one amino acid to the?amino group?or N-terminus of another. Due to the possibility of unintended reactions,?protecting groups?are usually necessary. Chemical peptide synthesis starts at the C-terminal end of the peptide and ends at the N-terminus. This is the opposite of protein biosynthesis, which starts at the N-terminal end.
[edit]Liquid-phase synthesis
Liquid-phase peptide synthesis is a classical approach to peptide synthesis. It has been replaced in most labs by solid-phase synthesis (see below). However, it retains usefulness in large-scale production of peptides for industrial purposes.
[edit]Solid-
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