Unnatural amino amides and peptide amides can be synthesized, using solid-phase chemistry, from glycine attached directly (or through an intervening peptide sequence) to a Rink resin. The glycine is converted to an activated benzophenone imine derivative, followed by C-alkylation and hydrolysis. Thi
Solid-phase synthesis and utilization of side-chain reactive unnatural amino acids
β Scribed by Martin J. O'Donnell; Jordi Alsina; William L. Scott
- Book ID
- 108284762
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 292 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
The masked aldehyde amino acid Fmoc-Hyl(Boc-oxazolidine) 1, has been synthesized from the parent amino acid in five steps (3 pots). The employed protection scheme renders 1 well suited for standard Fmoc-based solid-phase assembly of peptides and similar structures, including TFA-based deprotections.
Conditions were developed for the efficient alkylation of the resin-bound benzophenone imine of glycine with a variety of unreactive alkyl halides. Alkylations were accomplished at room temperature in NMP using the phosphazene-type base, BEMP.
A method for the pre aration of ~~~~a~~~~ w&k sektiw a~~~~~a~ ad% copeptides using a three-dimerkonal ortkogonal solid-hase atmched to tk resin is &XX&& rect c~upl~g of ~~0~~s to the car~~~~~~ whr e the peptide IS .P stra!egy