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

Overview

Replacement Information

Key Specifications Table

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

Products

Catalog NumberPackaging Qty/Pack
5.00615.0001 Glass bottle 10 mg
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®
Synonyms2-((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, 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
Catalog Number GTIN
5.00615.0001 04055977245028

Documentation

Hsp70 Activator, YM-1 - CAS 409086-68-6 - Calbiochem 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
Synonyms2-((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, 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.