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SML0943

Sigma-Aldrich

YM-1

Synonym(s):

2-[[3-Ethyl-5-(3-methyl-2(3H)-benzothiazolylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-methyl-pyridinium chloride

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About This Item

Empirical Formula (Hill Notation):
C20H20ClN3OS2
CAS Number:
Molecular Weight:
417.98
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

Quality Level

form

powder

color

orange to dark red

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

Application

YM-1 has been used as a Hsp70 (heat shock protein) inhibitor in cell viability assay.

Biochem/physiol Actions

YM-1 modulates Hsp70 activity by binding to the nucleotide-binding domain of ADP- but not ATP-bound Hsp70, stabilizing Hsp70 in its ADP-bound conformation. The ADP-bound state has tight affinity for its substrates, promoting their ubiquitination and degradation, and a greatly reduced off rate compared to the ATP-bound state. YM-1 appears to behave in a similar manner to Hip, a Hsp70 co-chaperone that stabilizes Hsp70 in its ADP-bound conformation which favors degradation of misfolded substrates such as those involved in various neurodegenerative diseases.

YM-1 also has anticancer activity, which could be due to enhanced ubiquitination and clearance of Akt, a major survival kinase. In studies with multiple cancer lines, YM-1 was found to selectively target cancer cells over normal cells and to overcome tamoxifen resistance in a tamoxifen-resistant MCF7 cell model. YM-1 had greater efficacy and cytosolic localization than the closely related MKT-077 (M5449).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Effect of an Inhibitor of HSP70, YM-1, on Hikeshi Knockout Cells.
RAHMAN K Z, et al.
Japanese Society for Thermal Medicine, 33(4), 117-122 (2017)
Ayushman Ghosh et al.
Intervirology, 60(6), 247-262 (2018-06-29)
The study was designed to identify putative Chikungunya virus (CHIKV) receptor/s on C6/36 cells that facilitate viral entry. The virus overlay protein binding assay (VOPBA) was adopted to identify CHIKV-interacting bands present in C6/36 cell membrane and identity of the
Chieh-Ting Fang et al.
Cell death & disease, 11(8), 715-715 (2020-09-03)
The heat shock protein 70 (HSP70) is a conserved molecular chaperone and proteostasis regulator that protects cells from pharmacological stress and promotes drug resistance in cancer cells. In this study, we found that HSP70 may promote resistance to anticancer drugs

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