We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Nucleo- β-Amino Acids: Synthesis and Oligomerization to β-Homoalanyl-PNA.
- Authors
Brückner, Arndt M.; Schmitt, Harald W.; Diederichsen, Ulf
- Abstract
The synthesis of thyminyl-, uracilyl-, cytosinyl-, and guaninyl- β3-amino acids and the oligomerization of the cytosinyl- and guaninyl- β3-amino acids to β-homoalanyl-PNA are presented. The pyrimidinyl nucleobases were connected to the γ-position of β-homoalanine by Mitsunobu reaction with a β-homoserine derivative or by nucleophilic substitution of methanesulfonates. For the preparation of the guaninyl- β3-amino acid, a β-lactam route was established that might be of interest also for the synthesis of other β3-amino acid derivatives. The cytosinyl and guaninyl building blocks were oligomerized to hexamers. They form quite stable self-pairing complexes in H2O as indicated by temperature dependent UV and CD spectroscopy.
- Publication
Helvetica Chimica Acta, 2002, Vol 85, Issue 11, p3855
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/1522-2675(200211)85:11<3855::AID-HLCA3855>3.0.CO;2-A