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500615 Hsp70 Activator, YM-1 - CAS 409086-68-6 - Calbiochem

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Synonyme: YM01, 2-((Z)-((E)-3-ethyl-5-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-4-oxothiazolidin-2-ylidene)methyl)-1-methylpyridin-1-ium chloride, 2-[3-Ethyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-4-oxo-thiazolidin-2-ylidenemethyl]-1-methyl-pyridinium chloride, YM-01, Heat Shock 70 kDa Protein Activator, Hsp70 Chemical Co-Chaperone, YM1

Primary Target: HSP70
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500615
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Übersicht

Replacement Information

Key Spec Table

CAS #Empirical Formula
409086-68-6C₂₀H₁₉N₃OS₂ • HCl

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      Description
      OverviewA stable and soluble MKT-077 analog that acts an allosteric activator of heat-shock protein 70 (HSP70). Its action appears to be similar to HSP70 interacting protein (HIP). Shown to convert HSP70 to its tight-affinity conformation and promote the accumulation of the ADP-bound form of HSP70. Increases the binding of HSP70 to its unfolded substrates . Also shown to enhance ubiquitination and degradation of nNOS and polyglutamine androgen receptor (polyQ AR) (at ~1 mM). Displays selective cytotoxicity across multiple cancer cell lines without affecting the normal cells. Also reported to restore tamoxifen sensitivity to a refractory tamoxifen-resistant MCF7 cells (~10 mM).

      Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
      Catalogue Number500615
      Brand Family Calbiochem®
      SynonymsYM01, 2-((Z)-((E)-3-ethyl-5-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-4-oxothiazolidin-2-ylidene)methyl)-1-methylpyridin-1-ium chloride, 2-[3-Ethyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-4-oxo-thiazolidin-2-ylidenemethyl]-1-methyl-pyridinium chloride, YM-01, Heat Shock 70 kDa Protein Activator, Hsp70 Chemical Co-Chaperone, YM1
      References
      ReferencesAbisambra, J. et al. 2013. Biol. Psychiatry 74, 367.
      Miyata, Y., et al. 2013. ACS Chem. Neurosci. 4, 930.
      Wang, A.M., et al. 2013. Nat. Chem. Biol. 9, 112.
      Koren, J. 3rd, et al. 2012. PLoS. One. 7, e35566.
      Rousaki, A., et al. 2011. J. Mol. Biol. 411, 614.
      Product Information
      CAS number409086-68-6
      FormOrange red solid
      Hill FormulaC₂₀H₁₉N₃OS₂ • HCl
      Chemical formulaC₂₀H₁₉N₃OS₂ • HCl
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetHSP70
      Purity≥98% by HPLC
      Physicochemical Information
      Cell permeableY
      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 -20°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
      Global Trade Item Number
      Bestellnummer GTIN
      5006150001 04055977245028

      Documentation

      Hsp70 Activator, YM-1 - CAS 409086-68-6 - Calbiochem SDB

      Titel

      Sicherheitsdatenblatt (SDB) 

      Literatur

      Übersicht
      Abisambra, J. et al. 2013. Biol. Psychiatry 74, 367.
      Miyata, Y., et al. 2013. ACS Chem. Neurosci. 4, 930.
      Wang, A.M., et al. 2013. Nat. Chem. Biol. 9, 112.
      Koren, J. 3rd, et al. 2012. PLoS. One. 7, e35566.
      Rousaki, A., et al. 2011. J. Mol. Biol. 411, 614.
      Datenblatt

      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.

      Revision17-May-2013 JSW
      SynonymsYM01, 2-((Z)-((E)-3-ethyl-5-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-4-oxothiazolidin-2-ylidene)methyl)-1-methylpyridin-1-ium chloride, 2-[3-Ethyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-4-oxo-thiazolidin-2-ylidenemethyl]-1-methyl-pyridinium chloride, YM-01, Heat Shock 70 kDa Protein Activator, Hsp70 Chemical Co-Chaperone, YM1
      DescriptionA cell-permeable rhodacyanine derivative that stabilizes Hsp70 (heat-shock protein 70) in its ADP-bound, substrate-binding conformation via reversible binding to Hsp70 nucleotide-binding domain (KD = 4.9 µM using YM-1-biotin) in a manner similar to the physiological Hsp70 co-chaperone Hip and YM-1 is shown to compete against Hip for Hsp70 binding. Both Hip overexpression and YM-1 treatment are shown to enhance cellular nNOS ubiquitination (2.57-fold of DMSO control monoUb nNOS level; 1 µM for 24 h) in nNOS-expressing HEK293 cells and promote proteasomal clearance of AR (androgen receptor) ligand-induced accumulation of unfolded AR112Q aggregates (by 35% with 1 µM YM-1 treatment for 72 h post 4 h 10 nM R1881 induction) in polyQ AR-expressing PC12 cultures. Likewise, YM-1, when co-supplemented with AR ligand dihydrotestosterone in food (1 mM each), reduces DHT-induced toxicity in transgenic Drosophila expressing human polyQ AR AR52Q as assessed by the severeness of rough eye phenotype and pupal eclosion rate. Also reported to downregulate Akt1/2 level in MCF7 cancer cells in a dose-dependent manner (by 53% with 6 h 10 µM treatment) and sensitize 4-OHT- (Cat. No. 479002) resistant TR-MCF7 to proliferation inhibition by 4-OHT in MTT assays (by 55%; 4 h 10 µM YM-1 alone prior to 44 h 10 µM 4-OHT treatment alone).
      FormOrange red solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number409086-68-6
      Chemical formulaC₂₀H₁₉N₃OS₂ • HCl
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (10 mg/ml)
      Storage Protect from light
      -20°C
      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
      ReferencesAbisambra, J. et al. 2013. Biol. Psychiatry 74, 367.
      Miyata, Y., et al. 2013. ACS Chem. Neurosci. 4, 930.
      Wang, A.M., et al. 2013. Nat. Chem. Biol. 9, 112.
      Koren, J. 3rd, et al. 2012. PLoS. One. 7, e35566.
      Rousaki, A., et al. 2011. J. Mol. Biol. 411, 614.