Related ArticlesThe precious fluorine on the ring: fluorine NMR for biological systems.
J Biomol NMR. 2020 Jul 10;:
Authors: Boeszoermenyi A, Ogórek B, Jain A, Arthanari H, Wagner G
Abstract
The fluorine-19 nucleus was recognized early to harbor exceptional properties for NMR spectroscopy. With 100% natural abundance, a high gyromagnetic ratio (83% sensitivity compared to 1H), a chemical shift that is extremely sensitive to its surroundings and near total absence in biological systems, it was destined to become a favored NMR probe, decorating small and large molecules. However, after early excitement, where uptake of fluorinated aromatic amino acids was explored in a series of animal studies, 19F-NMR lost popularity, especially in large molecular weight systems, due to chemical shift anisotropy (CSA) induced line broadening at high magnetic fields. Recently, two orthogonal approaches, (i) CF3 labeling and (ii) aromatic 19F-13C labeling leveraging the TROSY (Transverse Relaxation Optimized Spectroscopy) effect have been successfully applied to study large biomolecular systems. In this perspective, we will discuss the fascinating early work with fluorinated aromatic amino acids, which reveals the enormous potential of these non-natural amino acids in biological NMR and the potential of 19F-NMR to characterize protein and nucleic acid structure, function and dynamics in the light of recent developments. Finally, we explore how fluorine NMR might be exploited to implement small molecule or fragment screens that resemble physiological conditions and discuss the opportunity to follow the fate of small molecules in living cells.
PMID: 32651751 [PubMed - as supplied by publisher]
The precious fluorine on the ring: fluorine NMR for biological systems
The precious fluorine on the ring: fluorine NMR for biological systems
Abstract
The fluorine-19 nucleus was recognized early to harbor exceptional properties for NMR spectroscopy. With 100% natural abundance, a high gyromagnetic ratio (83% sensitivity compared to 1H), a chemical shift that is extremely sensitive to its surroundings and near total absence in biological systems, it was destined to become a favored NMR probe, decorating small and large molecules. However, after early excitement, where uptake of fluorinated aromatic amino acids was...
nmrlearner
Journal club
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07-10-2020 08:40 PM
Optimizing fluorine labelling for 19 F solid-state NMR in oriented biological systems
Optimizing fluorine labelling for 19 F solid-state NMR in oriented biological systems
Abstract
When planning a fluorine labeling strategy for 19F solid state NMR (ssNMR) studies of the structure and/or mobility of fluorine labeled compounds in situ in an oriented biological system, it is important to characterize the NMR properties of the label. This manuscript focuses on the characterization of a selection of aromatic fluorine compounds in dimyristoylphosphatidylcholine bilayers using 19F ssNMR from the standpoint of determiningÂ*the optimum...
nmrlearner
Journal club
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02-29-2020 09:52 PM
Fluorine pharma: Quality control by NMR
Fluorine pharma: Quality control by NMR
http://www.spectroscopynow.com/common/images/thumbnails/1600c98c38f.jpgRoutine analysis and quality control of fluorine-containing pharmaceuticals could now be possible with the application of the relatively simple and straightforward technique of fluorine-19 nuclear magnetic resonance (NMR) spectroscopy, according to researchers in Kenya and Germany.
Read the rest at Spectroscopynow.com
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General
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12-01-2017 08:23 AM
Guide to Fluorine NMR for Organic Chemists, 2nd Edition
Guide to Fluorine NMR for Organic Chemists, 2nd Edition
http://media.wiley.com/product_data/coverImage/8X/11188310/111883108X.jpgFollowing its well-received predecessor, this book offers an essential guide to chemists for understanding fluorine in spectroscopy. With over 1000 compounds and 100 spectra, the second edition adds new data – featuring fluorine effects on nitrogen NMR, chemical shifts, and coupling constants.• Explains how to successfully incorporate fluorine into target molecules and utilize fluorine substituents to structurally characterize organic...
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Books
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07-06-2016 02:00 AM
[NMR paper] Weak Intermolecular Hydrogen Bonds with Fluorine: Detection and Implications for Enzymatic/Chemical Reactions, Chemical Properties, and Ligand/Protein Fluorine NMR Screening.
Weak Intermolecular Hydrogen Bonds with Fluorine: Detection and Implications for Enzymatic/Chemical Reactions, Chemical Properties, and Ligand/Protein Fluorine NMR Screening.
Related Articles Weak Intermolecular Hydrogen Bonds with Fluorine: Detection and Implications for Enzymatic/Chemical Reactions, Chemical Properties, and Ligand/Protein Fluorine NMR Screening.
Chemistry. 2016 Apr 26;
Authors: Dalvit C, Vulpetti A
Abstract
It is known that strong hydrogen-bonding interactions play an important role in many chemical and...
nmrlearner
Journal club
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04-27-2016 01:51 PM
[NMR images] Selective Fluorine NMR Spectroscopy :: University of Southampton
http://www.southampton.ac.uk/scas/images/nmr_images/spectra/19f_cosy.jpg
www.southampton.ac.uk
19/07/2013 7:44:31 AM GMT
Selective Fluorine NMR Spectroscopy :: University of Southampton
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nmrlearner
NMR pictures
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07-19-2013 07:43 AM
[Question from NMRWiki Q&A forum] incorporating fluorine into proteins
incorporating fluorine into proteins
Hi
I was considering the possibility of trying some fluorine NMR and was wanting to know if anyone knew any simple ways of incorporating Fluorine probes into my protein relatively cheaply or using E.coli. I would be particularly interested in using fluro-tryptophan for dual use as NMR and florescence probes. Also does anyone have a feel for the size limitations of 19F probes literature always quotes around 100KDa but is it possible to go considerably higher, say 500?
any advice would be great
Tom