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 use of a dithiane protected benzoin photolabile safety catch linker for solid-phase synthesis
β Scribed by Anne Routledge; Chris Abell; Shankar Balasubramanian
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 195 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
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.
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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.
We report here a new analytical construct based on a thiopyrimidine safety-catch linker. This construct adds to the existing portfolio of linkers available for facile monitoring of reactions conducted on solid support. A practical solution phase synthesis of the precursor is described, together with