Abstract: From DNA base pairs to drug-receptor binding, hydrogen (H-)bonding and aromaticity are common features of heterocycles. Herein, the interplay of these bonding aspects is explored; H-bond strength modulation due to enhancement or disruption of heterocycles' aromaticity is revealed by comparing homodimer H-bond energies of aromatic heterocycles with analogues that have the same H-bonding moieties but lack cyclic ?-conjugation. NMR studies of dimerization in C6D6 find aromaticity-modulated H-bonding (AMHB) energy effects of ca. ±30%, depending on whether they enhance or weaken aromatic delocalization. The attendant ring current perturbations expected from such modulation are confirmed by chemical shift changes in both observed ring C-H and calculated nucleus-independent sites. In silico modeling confirms that AMHB effects outweigh those of hybridization or dipole-dipole interaction.
Probing Surface Hydrogen Bonding and Dynamics by Natural Abundance, Multidimensional,17O DNP-NMR Spectroscopy #DNPNMR
From The DNP-NMR Blog:
Probing Surface Hydrogen Bonding and Dynamics by Natural Abundance, Multidimensional,17O DNP-NMR Spectroscopy #DNPNMR
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Perras, F.A., et al., Probing Surface Hydrogen Bonding and Dynamics by Natural Abundance, Multidimensional,17O DNP-NMR Spectroscopy. The Journal of Physical Chemistry C, 2016. 120(21): p. 11535-11544.
http://dx.doi.org/10.1021/acs.jpcc.6b02579
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06-16-2017 07:18 PM
[NMR paper] Amyloid Hydrogen Bonding Polymorphism Evaluated by (15)N{(17)O}REAPDOR Solid-State NMR and Ultra-High Resolution Fourier Transform Ion Cyclotron Resonance Mass Spectrometry.
Amyloid Hydrogen Bonding Polymorphism Evaluated by (15)N{(17)O}REAPDOR Solid-State NMR and Ultra-High Resolution Fourier Transform Ion Cyclotron Resonance Mass Spectrometry.
http://www.bionmr.com//www.ncbi.nlm.nih.gov/corehtml/query/egifs/http:--pubs.acs.org-images-pubmed-acspubs.jpg Related Articles Amyloid Hydrogen Bonding Polymorphism Evaluated by (15)N{(17)O}REAPDOR Solid-State NMR and Ultra-High Resolution Fourier Transform Ion Cyclotron Resonance Mass Spectrometry.
Biochemistry. 2016 Apr 12;55(14):2065-8
Authors: Wei J, Antzutkin ON, Filippov...
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08-31-2016 02:34 PM
Amyloid Hydrogen Bonding Polymorphism Evaluated by 15N{17O}REAPDOR Solid-State NMR and Ultra-High ResolutionFourier Transform Ion Cyclotron Resonance Mass Spectrometry
Amyloid Hydrogen Bonding Polymorphism Evaluated by 15N{17O}REAPDOR Solid-State NMR and Ultra-High ResolutionFourier Transform Ion Cyclotron Resonance Mass Spectrometry
http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/bichaw/0/bichaw.ahead-of-print/acs.biochem.5b01095/20160401/images/medium/bi-2015-01095d_0005.gif
Biochemistry
DOI: 10.1021/acs.biochem.5b01095
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04-02-2016 09:29 AM
[NMR paper] Use of H/D isotope effects to gather information about hydrogen bonding and hydrogen exchange rates
Use of H/D isotope effects to gather information about hydrogen bonding and hydrogen exchange rates
Publication date: Available online 11 October 2013
Source:Journal of Magnetic Resonance</br>
Author(s): Mitsuhiro Takeda , Yohei Miyanoiri , Tsutomu Terauchi , Chin-Jiun Yang , Masatsune Kainosho</br>
Polar side-chains in proteins play important roles in formingand maintaining three-dimensional structures, and thus participate invarious biological functions. Until recently, most protein NMR studieshave focused onthe non-exchangeable protons of amino acid...
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10-11-2013 10:43 AM
[NMR paper] Summation solute hydrogen bonding acidity values for hydroxyl substituted flavones determined by NMR spectroscopy.
Summation solute hydrogen bonding acidity values for hydroxyl substituted flavones determined by NMR spectroscopy.
Related Articles Summation solute hydrogen bonding acidity values for hydroxyl substituted flavones determined by NMR spectroscopy.
Nat Prod Commun. 2013 Jan;8(1):85-98
Authors: Whaley WL, Okoso-amaa EM, Womack CL, Vladimirova A, Rogers LB, Risher MJ, Abraham MH
Abstract
The flavonoids are a structurally diverse class of natural products that exhibit a broad spectrum of biochemical activities. The flavones are one of the most...
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03-12-2013 07:09 PM
[NMR paper] Hydrogen bonding in Alzheimer's amyloid-? fibrils probed by 15N{17O} REAPDOR solid-state NMR spectroscopy.
Hydrogen bonding in Alzheimer's amyloid-? fibrils probed by 15N{17O} REAPDOR solid-state NMR spectroscopy.
http://www.bionmr.com//www.ncbi.nlm.nih.gov/corehtml/query/egifs/http:--media.wiley.com-assets-2250-98-WileyOnlineLibrary-Button_120x27px_FullText.gif Related Articles Hydrogen bonding in Alzheimer's amyloid-? fibrils probed by 15N{17O} REAPDOR solid-state NMR spectroscopy.
Angew Chem Int Ed Engl. 2012 Oct 8;51(41):10289-92
Authors: Antzutkin ON, Iuga D, Filippov AV, Kelly RT, Becker-Baldus J, Brown SP, Dupree R
PMID: 22976560
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02-16-2013 08:00 PM
[NMR paper] Hydrogen bonding in high-resolution protein structures: a new method to assess NMR pr
Hydrogen bonding in high-resolution protein structures: a new method to assess NMR protein geometry.
Related Articles Hydrogen bonding in high-resolution protein structures: a new method to assess NMR protein geometry.
J Am Chem Soc. 2002 Sep 4;124(35):10621-6
Authors: Lipsitz RS, Sharma Y, Brooks BR, Tjandra N
An analysis of backbone hydrogen bonds has been performed on nine high-resolution protein X-ray crystal structures. Backbone hydrogen-bond geometry is compared in the context of X-ray crystal structure resolution. A strong correlation...
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11-24-2010 08:58 PM
Hydrogen-bonding potential to refine NMR structure
An Empirical Backbone-Backbone Hydrogen-Bonding Potential in Proteins and Its Applications to NMR Structure Refinement and Validation
Alexander Grishaev and Ad Bax
J. Am. Chem. Soc.; 2004; 126(23) pp 7281 - 7292
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Abstract:
A new multidimensional potential is described that encodes for the relative spatial arrangement of the peptidyl backbone units as observed within a large database of high-resolution X-ray structures. The detailed description afforded by such an analysis provides an opportunity to study...
High-Field NMR Spectroscopy Reveals Aromaticity-Modulated Hydrogen Bonding (AMHB) in Heterocycles
Linear Mode
