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  • 1
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    NMR spectroscopy of native and in vitro tissues implicates polyADP ribose in biomineralization (2014)
    American Association for the Advancement of Science (AAAS)
    Details
    Publication Date: 2014-05-17
    Description: Nuclear magnetic resonance (NMR) spectroscopy is useful to determine molecular structure in tissues grown in vitro only if their fidelity, relative to native tissue, can be established. Here, we use multidimensional NMR spectra of animal and in vitro model tissues as fingerprints of their respective molecular structures, allowing us to compare the intact tissues at atomic length scales. To obtain spectra from animal tissues, we developed a heavy mouse enriched by about 20% in the NMR-active isotopes carbon-13 and nitrogen-15. The resulting spectra allowed us to refine an in vitro model of developing bone and to probe its detailed structure. The identification of an unexpected molecule, poly(adenosine diphosphate ribose), that may be implicated in calcification of the bone matrix, illustrates the analytical power of this approach.〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Chow, W Ying -- Rajan, Rakesh -- Muller, Karin H -- Reid, David G -- Skepper, Jeremy N -- Wong, Wai Ching -- Brooks, Roger A -- Green, Maggie -- Bihan, Dominique -- Farndale, Richard W -- Slatter, David A -- Shanahan, Catherine M -- Duer, Melinda J -- BB/G021392/1/Biotechnology and Biological Sciences Research Council/United Kingdom -- G0500707/Medical Research Council/United Kingdom -- PG/08/011/24416/British Heart Foundation/United Kingdom -- PG/10/43/28390/British Heart Foundation/United Kingdom -- RG/09/003/27122/British Heart Foundation/United Kingdom -- RG/11/14/29056/British Heart Foundation/United Kingdom -- New York, N.Y. -- Science. 2014 May 16;344(6185):742-6. doi: 10.1126/science.1248167.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. ; Orthopaedic Research Unit, University of Cambridge, Addenbrooke's Hospital, Cambridge CB2 0QQ, UK. ; Department of Physiology, Development, and Neuroscience, University of Cambridge, Downing Site, Cambridge CB2 3DY, UK. ; Central Biomedical Resources, University of Cambridge, School of Clinical Medicine, West Forvie Building, Forvie Site, Robinson Way, Cambridge CB2 0SZ, UK. ; Department of Biochemistry, University of Cambridge, Downing Site, Cambridge CB2 1QW, UK. ; British Heart Foundation Centre of Research Excellence, Cardiovascular Division, James Black Centre, King's College London, 125 Coldharbour Lane, London SE5 9NU, UK. ; Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. mjd13@cam.ac.uk.〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/24833391" target="_blank"〉PubMed〈/a〉
    Keywords: Animals ; *Bone Development ; *Calcification, Physiologic ; Carbon Isotopes ; Extracellular Matrix/chemistry ; Growth Plate/growth & development ; Mice ; Models, Biological ; Nitrogen Isotopes ; Nuclear Magnetic Resonance, Biomolecular/*methods ; Poly Adenosine Diphosphate Ribose/*analysis ; Sheep
    Print ISSN: 0036-8075
    Electronic ISSN: 1095-9203
    Topics: Biology , Chemistry and Pharmacology , Computer Science , Medicine , Natural Sciences in General , Physics
    Published by American Association for the Advancement of Science (AAAS)
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  • 2
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    A new glycation product 'norpronyl-lysine' and direct characterization of cross linking and other glycation adducts: NMR of model compounds and collagen (2014)
    Portland Press
    Details
    Publication Date: 2014-02-13
    Description: NMR is ideal for characterizing non-enzymatic protein glycation, including AGEs (advanced glycation end products) underlying tissue pathologies in diabetes and ageing. Ribose, ribose-5-phosphate (R5P) and ADP-ribose (ADPR) could be significant and underinvestigated biological glycating agents especially in chronic inflammation. Using [U- 13 C]ribose we have identified a novel glycoxidation adduct, 5-deoxy-5-desmethylpronyl-lysine, “norpronyl-lysine”, as well as numerous free ketones, acids, and amino group reaction products. Glycation by R5P and ADPR proceeds rapidly, with R5P generating a brown precipitate with PLL within hours. Solid state NMR (ssNMR) 13 C- 13 C correlation spectroscopy identifies several crosslinking adducts such as the newly identified norpronyl-lysine, in situ , from the glycating reaction of 13 C 5 -ribose with collagen. The same adducts are also identifiable after reaction of collagen with R5P. We also demonstrate for the first time bio-amine (spermidine, N-acetyl lysine, poly-L-lysine (PLL)) catalyzed ribose 2-epimerization to arabinose at physiological pH. This work raises the prospect of advancing understanding of the mechanisms and consequences of glycation in actual tissues, in vitro or even ex vivo , using NMR isotope-labelled glycating agents, without analyses requiring chemical or enzymatic degradations, or prior assumptions about glycation products.
    Print ISSN: 0144-8463
    Electronic ISSN: 1573-4935
    Topics: Biology , Chemistry and Pharmacology
    Published by Portland Press
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  • 3
    Electronic Resource
    Electronic Resource
    Tautomerism in 3{5}-(dimethoxyphenyl)pyrazoles (1996)
    Copenhagen : International Union of Crystallography (IUCr)
    Acta crystallographica 52 (1996), S. 746-752 
    Details
    ISSN: 1600-5740
    Source: Crystallography Journals Online : IUCR Backfile Archive 1948-2001
    Topics: Chemistry and Pharmacology , Geosciences , Physics
    Notes: The single-crystal X-ray structures of 3{5}-(2′,5′-dimethoxyphenyl)pyrazole (HI) and the hemihydrate of 3 {5}-(3/,4′-dimethoxyphenyl)pyrazole (IV) have been determined. Compound (HI) exists purely as the 5-substituted prototropomer in the crystal; the pyrazole pyrollic N—H proton is involved in a three-way hydrogen bond, involving an intramolecular contact with a methoxy oxygen donor and an intermolecular interaction to the pyridinic N atom of a neighbouring molecule, forming discrete hydrogen-bonded dimers. There is no evidence of degenerate proton transfer within the dimeric units from CPMAS 13C NMR spectroscopy, in contrast to other known pyrazoles that associate in this manner. In (IV).1/2H2O, however, the pyrrolic proton is disordered over both N(1) and N(2) via hydrogen bonding to the solvate water molecule. CPMAS 13C NMR spectroscopy shows that the prototropic disorder in (IV).1/2H2O is static at temperatures up to 370 K. Solution 1H and 13C NMR data in DMSO-d6 show that for both (HI) and (IV) the 3- and 5-substituted tautomeric forms are similarly populated in this solvent, suggesting both that the intramolecular hydrogen bond in (HI) has been disrupted and that the two tautomers of (HI) and (IV) are close in energy.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1107/S0108768196005204
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  • 4
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    Citrate bridges between mineral platelets in bone (2014)
    National Academy of Sciences
    Details
    Publication Date: 2014-03-24
    Print ISSN: 0027-8424
    Electronic ISSN: 1091-6490
    Topics: Biology , Medicine , Natural Sciences in General
    Published by National Academy of Sciences
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  • 5
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    Citrate in bone [Biophysics and Computational Biology] (2014)
    National Academy of Sciences
    Details
    Publication Date: 2014-04-09
    Description: We provide evidence that citrate anions bridge between mineral platelets in bone and hypothesize that their presence acts to maintain separate platelets with disordered regions between them rather than gradual transformations into larger, more ordered blocks of mineral. To assess this hypothesis, we take as a model for a citrate...
    Print ISSN: 0027-8424
    Electronic ISSN: 1091-6490
    Topics: Biology , Medicine , Natural Sciences in General
    Published by National Academy of Sciences
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  • 6
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    Tautomerism in 3{5}-(dimethoxyphenyl)pyrazoles (1996)
    International Union of Crystallography
    Details
    Publication Date: 1996-08-01
    Print ISSN: 0108-7681
    Electronic ISSN: 1600-5740
    Topics: Chemistry and Pharmacology , Geosciences , Physics
    Published by International Union of Crystallography
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