A comparative 1H-N.M.R. study of MurNAc-l-Ala-d-iGln (MDP) and its analogue murabutide: Evidence for a structure involving two successive β-turns in MDP
✍ Scribed by Serge Fermandjian; Bruno Perly; Michel Level; Pierre Lefrancier
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- English
- Weight
- 566 KB
- Volume
- 162
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
The active principle, MurNAc-L-Ala-D-iGln (MDP), of complete Freund's adjuvant and its analogue, MurNAc-L-Ala-D-Gln-OnBu (murabutide), which express immunomodulatory as well as other biological properties, have been studied by 2D-1H-n.m.r. spectroscopy at 500 MHz. The results suggest the presence in MDP of two successive turns involving the MurNAc-L-Ala and L-Ala-D-iGln moieties, respectively, whereas only the former turn persists in murabutide. This turn mimics the type II beta-turn found in L-D depsipeptides, whereas the other is a typical type II beta-turn for L-D peptides.