Azido Acids in a Novel Method of Solid-Phase Peptide Synthesis.
โ Scribed by Morten Meldal*; Maria A Juliano; Anita M Jansson
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 667 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Azido acids were producedfrom et-branchedacids by a-brominationwith NBS followedby 8ub8titution withsodiumazide andthe productswereusedin a novelmethodof solid-phase synthesis. The azido acids were transformedinto the highly activated acid chloridesandused synthesisof extremelyhinderedpeptidescontainingup to foursuccessive diphenylglycineor Aib residues.By reactionof the geneticallyencodedamino acids with TfNqand then SGCIZtheyweretransformedinto a-azido acid chloridesused in solid-phase peptidesynthesiswithoutracemization. @1997 ElsevierScienceLtd.
๐ SIMILAR VOLUMES
The synthesis of peptide hydroxamic acids has been performed on a solid support. A carboxyl group of a peptide synthesized on/xTa-methylbenzhydrylaminยข (pMBHA) resin was converted to a hydroxamate functional group by condensing with NH2OBzl, which was found preferable to NH2OtBu or NH2OTrt. The hydr
Peptide nucleic acids (PNA) were synthesized by a modified Merrifield method using several improvements. Activation by O-[benzotriazol-1-yl]-1,1,3,3-tetramethyluronium hexafluorophosphate in combination with in situ neutralization of the resin allowed efficient coupling of all four Boc-protected PNA
Boc/'Z-protected PNA oligomers were synthesised on solid phase. The use of the allylic HYCRON resin allowed for the application of both Boc-and Fmoc-protecting groups. Highest yields were obtained when the monomeric building block was synthesised on solid phase rather than loaded as preformed unit.