Solid phase peptide synthesis on JandaJelTM resin
β Scribed by Jason A Moss; Tobin J Dickerson; Kim D Janda
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 199 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
A comparative synthesis of the classic difficult sequence ACP(65-74) on 2% crosslinked JandaJel and 1% crosslinked polystyrene-divinylbenzene, (PS-DVB, Merrifield resin) by Boc/benzyl chemistry is presented. The JandaJel batch used was of nearly double the loading of PS-DVB, yet 12.2% less of the des-Val 65 contaminant was observed in the JandaJel synthesis. These results suggest that the increased swelling of the JandaJel resin relative to traditional Merrifield resin afforded a higher yield of the pure peptide by permitting greater solvent-mediated disruption of secondary structure in the resin-bound peptide.
π SIMILAR VOLUMES
Most solid phase peptide synthesis today employs the Merrifield type crosslinked resins, although the use of these resins presents problems of steric hindrance, diffusion and slow reaction rates (1). When crosslinked resins are used, only a small fraction of the peptide chains are confined to the su
We report that solid-phase hydrothiolysis is an efficient method to convert resin-bound peptide thioesters to thioacids in aqueous buffer by using a total PEG-based resin. Also demonstrated is the use of the so-prepared peptide thioacids in chemoselective amide bond formation reactions.