500615 | Hsp70 Activator, YM-1 - Calbiochem

500615
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₂₀H₁₉N₃OS₂ • HCl

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      5.00615.0001
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          Glass bottle 10 mg
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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®
          SynonymsYM-01, Heat Shock 70 kDa Protein Activator, Hsp70 Chemical Co-Chaperone, YM1, 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, YM01
          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
          FormOrange red solid
          Hill FormulaC₂₀H₁₉N₃OS₂ • HCl
          Chemical formulaC₂₀H₁₉N₃OS₂ • HCl
          ReversibleY
          Structure formula ImageStructure formula Image
          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

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          References

          Reference overview
          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.
          Data Sheet

          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
          SynonymsYM-01, Heat Shock 70 kDa Protein Activator, Hsp70 Chemical Co-Chaperone, YM1, 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, YM01
          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
          Chemical formulaC₂₀H₁₉N₃OS₂ • HCl
          Structure formulaStructure formula
          Purity≥98% by HPLC
          SolubilityDMSO (10 mg/ml)
          Storage -20°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
          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.