Direct structural comparison of a rigid cyclic peptidic scaffold using crystallography and NMR in strained PH polymer gels

Arnusch, C.J., Ippel, J.H., Kooijman, H., Spek, A.L., Liskamp, R.M.J. , Kemmink, J. and Pieters, R.J. (2010) Direct structural comparison of a rigid cyclic peptidic scaffold using crystallography and NMR in strained PH polymer gels. European Journal of Organic Chemistry, 2010(23), pp. 4501-4507. (doi: 10.1002/ejoc.201000440)

Abstract

A small series of biaryl ether containing cyclic peptidic scaffolds was synthesized and cyclized by an S_NAr reaction. The structure of one rigid scaffold was solved by X-ray crystallography and also determined in solution by NMR spectroscopy. Molecular alignment of the peptidic scaffold in strained PH polymer gels in [D₆]DMSO was applied to extract residual dipolar couplings (RDCs). The RDC values were used to obtain a structure that was compared to the crystal structure. Good correlation was obtained, indicating that the RDC method represents a very precise structure determination method for small organic molecules in solution.

• Item Type: Articles
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Liskamp, Professor Robert
• Authors: Arnusch, C.J., Ippel, J.H., Kooijman, H., Spek, A.L., Liskamp, R.M.J., Kemmink, J., and Pieters, R.J.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: European Journal of Organic Chemistry
• ISSN: 1434-193X
• ISSN (Online): 1523-7052