Solid phase synthesis of fully protected peptide alcohols
โ Scribed by M. Mergler; F. Dick; J. Gosteli; R. Nyfeler
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 158 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
A mild and efticient method to obtaia fully t-&tyl type protected alcohols based on the alkylation of Fmoc amino alcohols with the "polymeric dipheayldiazomethane" 1 followed by StanQrd Fmoc solid phase synthesis is presented. The resulting pepidyl benzhydryl ethers 3 can he cleaved with 1 -2% trlfluoroac&c acid in methylene chloride to yield the protected peptide alcohols.
๐ SIMILAR VOLUMES
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.
The solid-phase syntheses of enkephalin and somatostatin analogues with C-terminal OH functions instead of the normal carboxylates are described. The OH function of the N-terminal amino alcohol was acylated with succinic acid and esterified to the solid support. Normal Boc-TFA solid-phase strategy c
## Abstract The __N__โtetrachlorophthaloylโ(TCPโ)amino protecting group has been evaluated for use in solidโphase peptide synthesis. The TCP group was unaffected by exposure to either piperidine or __N__,__N__โdiisopropylethylamine (DIEA), which suggests compatibility with both Fmoc and Boc solidโp
It is shown that Di-Adoc or Boc as guanidino protecting groups do not prevent theacylationand the subsequent conversion of arginine to ornithine in Fmoc solid phase peptide synthesis,