Bonauer, Christoph and Koenig, Burkhard (2005) Synthesis and structure of chiral methoxypyrrole amino acids (MOPAS). SYNTHESIS-STUTTGART (14). pp. 2367-2372. ISSN 0039-7881, 1437-210X
Full text not available from this repository. (Request a copy)Abstract
A methoxypyrrole amino acid (MOPAS) resembling the structure of H2N-Val-Delta-Ala-OEt in P-sheet conformation has been prepared by a chiral auxiliary approach. The X-ray structure analysis confirms the absolute configuration of the dipeptide mimic. Standard peptide coupling procedures allow coupling of the chiral MOPAS with natural amino acids or their extension by additional MOPAS units. A tight self-association of bis-MOPAS 13 in CDCl3 and the affinity to Ac-Ala-Ile-OMe dipeptides illustrates the ability of the constrained dipeptide mimic MOPAS to interact with peptides.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SIDE-CHAIN FUNCTIONALITY; PEPTIDE BACKBONE GEOMETRY; BETA-SHEET FORMATION; ASYMMETRIC-SYNTHESIS; HETEROAROMATIC OLIGOAMIDES; ORGANOMETALLIC REAGENTS; CONFORMATIONAL-ANALYSIS; EFFICIENT SYNTHESIS; DESIGNED MOLECULES; DIPEPTIDE MIMICS; heterocycles; amino acids; peptides; chiral auxiliaries; imines |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 27 Apr 2021 08:05 |
| Last Modified: | 27 Apr 2021 08:05 |
| URI: | https://pred.uni-regensburg.de/id/eprint/35631 |
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