505763 ProRS Inhibitor, Halofuginone - CAS 64924-67-0 - Calbiochem

505763
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      Tableau de caractéristiques principal

      Empirical FormulaCAS #
      C₁₆H₁₇BrClN₃O₃•HBr 64924-67-0

      Prix & Disponibilité

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      5057630001
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          Flacon en verre 10 mg
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          Description
          OverviewA cell-permeable racemic mixture of Halofuginone whose D-(+)/(2R, 3S) enantiomer serves as the active inhibitor against ProRS-mediated aminoacylation by simultaneously preventing ProRS-catalyzed Pro-AMP formation and the subsequent Pro transfer from Pro-AMP to tRNAPro. Proline, but not other NEAA, is able to reverse the inhibitory effect of HF in in vitro rabbit reticulocyte lysate translations (1 µM HF; 1 mM Pro) and prevent HF-induced cellular AAR pathway activation (100 nM HF/2 mM Pro/MEF; 10 nM HF/1 mM Pro/Murine CD4+ CD25- T cells). Shown to inhibit bFGF-induced neovascularization in a murine corneal angiogenesis model (5 mg/kg/d via food intake) and significantly reduce the severity of MOG33-55-induced EAE in mice (2 µg/mouse/d i.p.) in vivo. Unlike AA-AMP mimetics, HF does not compete against ATP for ProRS binding.
          Catalogue Number505763
          Brand Family Calbiochem®
          SynonymsSTENOROL, HF, Hydrobromide, prolyl-tRNA synthetase Inhibitor, trans-(±)-7-Bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone hydrobromide
          References
          ReferencesZhou, H., et al. 2013, Nature 494, 121.
          Keller, T.L., et al. 2012, Nat. Chem. Biol. 12, 311.
          Sundrud, M.S., et al. 2009, Science 324, 1334.
          Elkin, M., et al. 2000, FASEB J. 14, 2477.
          Elkin, M., et al. 1999, Clin. Cancer Res. 5, 1982.
          Product Information
          CAS number64924-67-0
          FormWhite powder
          Hill FormulaC₁₆H₁₇BrClN₃O₃•HBr
          Chemical formulaC₁₆H₁₇BrClN₃O₃•HBr
          Structure formula ImageStructure formula Image
          Quality LevelMQ100
          Applications
          Biological Information
          Primary Targetprolyl-tRNA synthetase
          Primary Target IC<sub>50</sub>18 nM
          Purity≥98% by HPLC
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Shipped at Ambient Temperature or with Blue Ice or with Dry Ice
          Toxicity Standard Handling
          Storage +2°C to +8°C
          Protect from Light Protect from light
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          ProRS Inhibitor, Halofuginone - CAS 64924-67-0 - Calbiochem FDS

          Titre

          Fiche de données de sécurité des matériaux (FDS) 

          Références bibliographiques

          Aperçu de la référence bibliographique
          Zhou, H., et al. 2013, Nature 494, 121.
          Keller, T.L., et al. 2012, Nat. Chem. Biol. 12, 311.
          Sundrud, M.S., et al. 2009, Science 324, 1334.
          Elkin, M., et al. 2000, FASEB J. 14, 2477.
          Elkin, M., et al. 1999, Clin. Cancer Res. 5, 1982.
          Fiche technique

          Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

          Revision28-March-2014 JSW
          SynonymsSTENOROL, HF, Hydrobromide, prolyl-tRNA synthetase Inhibitor, trans-(±)-7-Bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone hydrobromide
          DescriptionA cell-permeable racemic mixture of Halofuginone, a halogenated derivative of the Dichroa febriguga alkaloid Febrifugine, whose D-(+)/(2R, 3S) enantiomer serves as the active inhibitor against ProRS- (prolyl-tRNA synthetase) mediated aminoacylation by simultaneously targeting/blocking ProRS Proline-binding pocket with its hydroxypiperidine and tRNA 3′ end adenosine-binding site with its halogenated 4-quinazolinone, preventing not only ProRS-catalyzed prolyl adenylation (Pro-AMP formation), but also the subsequent Pro transfer from Pro-AMP to tRNAPro. Consistently, only proline, but not other NEAA, is able to reverse the inhibitory effect of HF in in vitro rabbit reticulocyte lysate translations (1 µM HF; 1 mM Pro) and prevent HF-induced cellular AAR (amino acid response) pathway activation (100 nM HF/2 mM Pro/MEF; 10 nM HF/1 mM Pro/Murine CD4+ CD25- T cells). Shown to inhibit bFGF-induced neovascularization in a murine corneal angiogenesis model (5 mg/kg/day via food intake) and significantly reduce the severity of myelin antigen MOG33-55-induced autoimmune EAE/encephalomyelitis in mice (2 µg/mouse/day i.p.) in vivo. Unlike AA-AMP mimetics, HF does not compete against ATP for ProRS binding. ATP, in its ProRS bound state, actually helps stabilize HF via hydrogen bond interactions.
          FormWhite powder
          Intert gas (Yes/No) Packaged under inert gas
          CAS number64924-67-0
          Chemical formulaC₁₆H₁₇BrClN₃O₃•HBr
          Structure formulaStructure formula
          Purity≥98% by HPLC
          SolubilityDMSO (100 mg/ml)
          Storage +2°C to +8°C
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
          Toxicity Standard Handling
          ReferencesZhou, H., et al. 2013, Nature 494, 121.
          Keller, T.L., et al. 2012, Nat. Chem. Biol. 12, 311.
          Sundrud, M.S., et al. 2009, Science 324, 1334.
          Elkin, M., et al. 2000, FASEB J. 14, 2477.
          Elkin, M., et al. 1999, Clin. Cancer Res. 5, 1982.