Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule
The determination of accurate NOE-derived interproton distances and confirmation/prediction of relative populations in multi-conformer, flexible small molecules was investigated with the model compound 4-propylaniline. The low accuracy assumed for semi-quantitative NOE distance restraints is typical...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2011-02-01
|
| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.7.20 |
| _version_ | 1818413150879350784 |
|---|---|
| author | Catharine R. Jones Craig P. Butts Jeremy N. Harvey |
| author_facet | Catharine R. Jones Craig P. Butts Jeremy N. Harvey |
| author_sort | Catharine R. Jones |
| collection | DOAJ |
| description | The determination of accurate NOE-derived interproton distances and confirmation/prediction of relative populations in multi-conformer, flexible small molecules was investigated with the model compound 4-propylaniline. The low accuracy assumed for semi-quantitative NOE distance restraints is typically taken to suggest that large numbers of constraints need to be used in the dynamical analysis of flexible molecules, and this requires, for example, the measurement and Karplus-type analysis of scalar coupling constants (3JCH and 3JHH). Herein we demonstrate that, contrary to this common perception, NOE measurements alone are accurate enough to establish interproton distances, and hence conformational detail, in flexible molecules to within a few percent of their ensemble-averaged values, hence reducing the demand for additional restraints in such dynamic analyses. |
| first_indexed | 2024-12-14T10:58:38Z |
| format | Article |
| id | doaj.art-30b6b5f24eb743d297ae8716a302e182 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-14T10:58:38Z |
| publishDate | 2011-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-30b6b5f24eb743d297ae8716a302e1822022-12-21T23:04:49ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-02-017114515010.3762/bjoc.7.201860-5397-7-20Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible moleculeCatharine R. Jones0Craig P. Butts1Jeremy N. Harvey2Department of Chemistry, University of Bristol, Cantock’s Close, Bristol, BS8 1TS, United KingdomDepartment of Chemistry, University of Bristol, Cantock’s Close, Bristol, BS8 1TS, United KingdomDepartment of Chemistry, University of Bristol, Cantock’s Close, Bristol, BS8 1TS, United KingdomThe determination of accurate NOE-derived interproton distances and confirmation/prediction of relative populations in multi-conformer, flexible small molecules was investigated with the model compound 4-propylaniline. The low accuracy assumed for semi-quantitative NOE distance restraints is typically taken to suggest that large numbers of constraints need to be used in the dynamical analysis of flexible molecules, and this requires, for example, the measurement and Karplus-type analysis of scalar coupling constants (3JCH and 3JHH). Herein we demonstrate that, contrary to this common perception, NOE measurements alone are accurate enough to establish interproton distances, and hence conformational detail, in flexible molecules to within a few percent of their ensemble-averaged values, hence reducing the demand for additional restraints in such dynamic analyses.https://doi.org/10.3762/bjoc.7.20conformationinternuclear distancesNMR spectroscopyNOE |
| spellingShingle | Catharine R. Jones Craig P. Butts Jeremy N. Harvey Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule Beilstein Journal of Organic Chemistry conformation internuclear distances NMR spectroscopy NOE |
| title | Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule |
| title_full | Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule |
| title_fullStr | Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule |
| title_full_unstemmed | Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule |
| title_short | Accuracy in determining interproton distances using Nuclear Overhauser Effect data from a flexible molecule |
| title_sort | accuracy in determining interproton distances using nuclear overhauser effect data from a flexible molecule |
| topic | conformation internuclear distances NMR spectroscopy NOE |
| url | https://doi.org/10.3762/bjoc.7.20 |
| work_keys_str_mv | AT catharinerjones accuracyindetermininginterprotondistancesusingnuclearoverhausereffectdatafromaflexiblemolecule AT craigpbutts accuracyindetermininginterprotondistancesusingnuclearoverhausereffectdatafromaflexiblemolecule AT jeremynharvey accuracyindetermininginterprotondistancesusingnuclearoverhausereffectdatafromaflexiblemolecule |