Protein Synthesis by Solid-Phase Chemical Ligation Using a Safety Catch Linker
β Scribed by Brik, Ashraf; Keinan, Ehud; Dawson, Philip E.
- Book ID
- 117988404
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 90 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
The use of two derivatives of 2-methoxy-4-methylsulfinylbenzyl alcohol is demonstrated as a safetycatch protecting group and linker for solid-phase peptide synthesis. The protecting group and linker are stable to TFA and are readily removed under reductive acidolytic conditions.
The dithiane protected benzoin group is shown to be a useful safety catch photolabile linker in solid-phase synthesis. Methods for the synthesis, loading, deprotection and photolysis of the linker are described.
A new strategy for the solid-phase synthesis of unsymmetrical ureas is described. Upon treatment of Kenner safety-catch linker with an isocyanate, followed by TMSCHN 2 or iodoacetonitrile and an amine, the corresponding unsymmetrical ureas are released in solution.