uu.seUppsala University Publications
Change search
ReferencesLink to record
Permanent link

Direct link
Synthesis and NMR elucidation of novel pentacycloundecane-based peptides
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
Show others and affiliations
2010 (English)In: Magnetic Resonance in Chemistry, ISSN 0749-1581, E-ISSN 1097-458X, Vol. 48, no 6, 435-442 p.Article in journal (Refereed) Published
Abstract [en]

The synthesis and NMR elucidation of two novel pentacycloundecane (PCU)-based peptides are reported. The PCU cage amino acids were synthesised as racemates and the incorporation of the cage amino acid with (S)-natural amino acids produced diastereomeric peptides. The diastereomeric 'cage' peptides were separated using preparative HPLC and the NMR elucidation of these PCU containing peptides are reported for the first time. The H-1 and C-13 NMR spectra showed series of overlapping signals of the cage skeleton and that of the peptide, making it extremely difficult to resolve the structure using one-dimensional NMR techniques only. The use of two-dimensional NMR techniques proved to be a highly effective tool in overcoming this problem.

Place, publisher, year, edition, pages
2010. Vol. 48, no 6, 435-442 p.
Keyword [en]
PCU peptides, AVPI, 2D NMR, beta-turns, structure elucidation
National Category
Chemical Sciences
URN: urn:nbn:se:uu:diva-136208DOI: 10.1002/mrc.2598ISI: 000278041200003PubMedID: 20474021OAI: oai:DiVA.org:uu-136208DiVA: diva2:376463
Available from: 2010-12-10 Created: 2010-12-10 Last updated: 2010-12-10Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textPubMed
By organisation
Department of Biochemistry and Organic Chemistry
In the same journal
Magnetic Resonance in Chemistry
Chemical Sciences

Search outside of DiVA

GoogleGoogle Scholar

Altmetric score

Total: 129 hits
ReferencesLink to record
Permanent link

Direct link