The Principles of Conformational Analysis

Barton, D. H. R.

doi:10.1126/science.169.3945.539

Cited by 67 publications

(52 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…This argues against phenomena based on stochastic resonance, although it does leave open the influence of the wide range of vibrational frequencies associated with protein motions. We propose that conformational mobility of the ligand and protein combined may both initiate and affect signal transduction, consistent with the type of 'longrange transmission' across steroids that was reported decades ago by Barton [43].…”

Section: Discussionsupporting

confidence: 51%

System among the corticosteroids: specificity and molecular dynamics

Brookes

Galigniana

Harker

et al. 2011

J. R. Soc. Interface.

View full text Add to dashboard Cite

Understanding how structural features determine specific biological activities has often proved elusive. With over 161 000 steroid structures described, an algorithm able to predict activity from structural attributes would provide manifest benefits. Molecular simulations of a range of 35 corticosteroids show striking correlations between conformational mobility and biological specificity. Thus steroid ring A is important for glucocorticoid action, and is rigid in the most specific (and potent) examples, such as dexamethasone. By contrast, ring C conformation is important for the mineralocorticoids, and is rigid in aldosterone. Other steroids that are less specific, or have mixed functions, or none at all, are more flexible. One unexpected example is 11-deoxycorticosterone, which the methods predict (and our activity studies confirm) is not only a specific mineralocorticoid, but also has significant glucocorticoid activity. These methods may guide the design of new corticosteroid agonists and antagonists. They will also have application in other examples of ligand -receptor interactions.

show abstract

Section: Discussionsupporting

confidence: 51%

System among the corticosteroids: specificity and molecular dynamics

Brookes

Galigniana

Harker

et al. 2011

J. R. Soc. Interface.

View full text Add to dashboard Cite

show abstract

“…Semiempirical methods have been in general a quite successful approach for determining the stereochemical properties of numerous cyclic compounds 63 . Unfortunately, experimental estimates of the ring conformational free energy are not feasible for many pyranoses, mostly because the populations of the less stable conformers are are usually too tiny to be detected with probes such as NMR 64,65 .…”

Section: The Problem Of Pyranoses Puckering Free Energymentioning

confidence: 99%

Puckering free energy of pyranoses: A NMR and metadynamics-umbrella sampling investigation

Autieri

Sega

Pederiva

et al. 2010

The Journal of Chemical Physics

View full text Add to dashboard Cite

We present the results of a combined metadynamics-umbrella sampling investigation of the puckered conformers of pyranoses described using the gromos 45a4 force field. The free energy landscape of Cremer-Pople puckering coordinates has been calculated for the whole series of α and β aldohexoses, showing that the current force field parameters fail in reproducing proper puckering free energy differences between chair conformers. We suggest a modification to the gromos 45a4 parameter set which improves considerably the agreement of simulation results with theoretical and experimental estimates of puckering free energies. We also report on the experimental measurement of altrose conformers populations by means of NMR spectroscopy, which show good agreement with the predictions of current theoretical models.

show abstract

“…Der Cyclohexenonring ist in beiden Isomeren in seiner stabilsten Konformation, der Halbsesselform, ausgebildet (Barton, 1970). In I weicht das Atom C(I') mit 0,2 A signifikant vonder Ebene A x ab, w~hrend es in II der Ebene A n zuzurechnen ist.…”

Section: Vergleich Zwischen (Rs)-eistrans-und (Rs)-transtrans-absunclassified

Die Kristall- und Molekülstruktur von (R,S)-cis,trans-Abscisinsäure: 5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadiensäure

Schmalle¹,

Klaska²,

Jarchow³

1977

Acta Crystallogr Sect B

View full text Add to dashboard Cite

The phytohormone abscisic acid (ABA), in the (R,S)-cis, trans conformation, chemical formula CI5H2004 , crystallizes in the monoclinic space group P2t/c with a = 6.347 (3) The racemate melts at 143-155 °C. The structure of ABA has been determined by X-ray structure analysis with a multisolution method. A least-squares anisotropic full-matrix refinement led to a final R = 0.052, based on 1532 reflexions measured on an automatic diffractometer.

show abstract

The Principles of Conformational Analysis

Cited by 67 publications

References 47 publications

System among the corticosteroids: specificity and molecular dynamics

System among the corticosteroids: specificity and molecular dynamics

Puckering free energy of pyranoses: A NMR and metadynamics-umbrella sampling investigation

Die Kristall- und Molekülstruktur von (R,S)-cis,trans-Abscisinsäure: 5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadiensäure

Contact Info

Product

Resources

About