Multi-detachable resin supports for solid phase fragment synthesis
โ Scribed by James P. Tam; Foe S. Tjoeng; R.B. Merrifield
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 255 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Two multi-detachable resin supports, each containing orthogonally removable benzyl and photolabile esters were prepared and applied to the synthesis of Leu-enkephalin and angiotensin. These resins, called Pop and Pon, could be cleaved by acid to give the free peptide, by nucleophiles to give protected peptides, and by photolysis to give the protected peptide sti esterified to an oxymethylphenylacetic acid handle. Peptides of the latter type were readily attached to an aminomethyl-resin for further peptide elongation.
๐ SIMILAR VOLUMES
The nature of the polymer support plays an integral role in solid phase organic synthesis. Combinatorial and highly parallel synthetic strategies have stimulated the development of new polymer support materials with compositions and properties that allow a broader spectrum of organic transformations
The solid-phase synthesis of small organic molecules has received renewed attention since the first reports of the polymer-supported synthesis of compounds of therapeutic interest. Solid-phase synthesis is now a key component of the high-throughput synthesis and screening approach to drug discovery.
The synthesis of a tris-Boc tri-amino acid and its utility in the generation of dendrimers as inert scaffolds on solid supports is described. These high loading amine functionalized resins were successfully used in the syntheses of small molecules.