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Solid phase peptide synthesis utilizing 9-fluorenylmethoxycarbonyl amino acids.
1Department of Pharmaceutical Chemistry, University of California, San Francisco.
International Journal of Peptide and Protein Research
|March 1, 1990
Summary
9-Fluorenylmethoxycarbonyl (Fmoc) amino acid solid-phase peptide synthesis has advanced significantly. This methodology offers unique opportunities for bioorganic chemistry due to its versatile and orthogonal conditions.
Area of Science:
- Organic Chemistry
- Biochemistry
- Peptide Synthesis
Background:
- 9-Fluorenylmethoxycarbonyl (Fmoc) amino acids revolutionized solid-phase peptide synthesis over a decade ago.
- Significant advancements have been made in Fmoc solid-phase peptide synthesis methodology.
Purpose of the Study:
- To highlight the advancements in Fmoc solid-phase peptide synthesis.
- To underscore the versatility and opportunities offered by Fmoc methodology in bioorganic chemistry.
Main Methods:
- Solid-phase peptide synthesis using Fmoc chemistry.
- Utilizing various solid supports, linkages, and side chain protecting groups.
- Optimizing solvation conditions for enhanced synthesis.
Main Results:
- Impressive syntheses of biologically active peptides and small proteins have been achieved.
- Isotopically labeled peptides and proteins have been successfully synthesized.
- The development of a versatile and orthogonal synthesis scheme.
Conclusions:
- Fmoc solid-phase peptide synthesis offers a highly adaptable and orthogonal approach.
- These advancements provide unique opportunities for complex peptide and protein synthesis in bioorganic chemistry.