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M3949

Sigma-Aldrich

MST-312

≥98% (HPLC)

Synonym(s):

N,N′-1,3-Phenylenebis-[2,3-dihydroxy-benzamide]

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About This Item

Empirical Formula (Hill Notation):
C20H16N2O6
CAS Number:
Molecular Weight:
380.35
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

off-white to light tan

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

Oc1cccc(C(=O)Nc2cccc(NC(=O)c3cccc(O)c3O)c2)c1O

InChI

1S/C20H16N2O6/c23-15-8-2-6-13(17(15)25)19(27)21-11-4-1-5-12(10-11)22-20(28)14-7-3-9-16(24)18(14)26/h1-10,23-26H,(H,21,27)(H,22,28)

InChI key

MIQUEZGHEJGPJB-UHFFFAOYSA-N

Application

MST-312 has been used in cell invasion assay using mouse fibroblast cells (NIH-3T3) and in the co-immunoprecipitation experiments in colon fibroblast.

Biochem/physiol Actions

MST-312 is a telomerase Inhibitor. Telomeres are nucleoprotein complexes present on the ends of chromosomes, containing DNA segment tandem repeats that shorten with each repetitive cell cycle. Telomere shortening leads to loss of function, resulting in cell senescence and limited survivability. The reverse transcriptase, telomerase, maintains telomere length and function in immortalized cell lines and most cancer cell lines, and telomerase activity is associated with tumorigenesis. Telomere elongation is also believed to be an important contributor to the genomic stability and indefinite self renewal of iPS cells. 1 μM MST-312 was shown to effectively reduce telomere length and inhibit proliferation in U937 cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Salinomycin abolished STAT3 and STAT1 interactions and reduced telomerase activity in colorectal cancer cells.
Chung SS, et al.
Anticancer Research, 37(2), 445-453 (2017)
Laurent Lacroix et al.
Nucleic acids research, 39(4), e21-e21 (2010-11-26)
RNA and DNA guanine-rich sequences can adopt unusual structures called Guanine quadruplexes (G4). A quadruplex-prone RNA sequence is present at the 5'-end of the 451-nt-long RNA component of telomerase, hTERC. As this quadruplex may interfere with P1 helix formation, a
Combination treatment with flavonoid morin and telomerase inhibitor MST-312 reduces cancer stem cell traits by targeting STAT3 and telomerase.
Chung SS, et al.
International Journal of Oncology, 49(2), 487-498 (2016)
Ponmathi Panneerpandian et al.
Antiviral research, 174, 104695-104695 (2019-12-18)
Yin Yang 1 (YY1) is a ubiquitous transcription factor with both transcriptional activating and repressing functions. Targeting YY1 is considered as a potential therapeutic strategy for several malignancies. Telomerase Reverse Transcriptase (TERT) is also considered as a potential target for
Leili Saeednejad Zanjani et al.
Frontiers in oncology, 9, 1302-1302 (2020-01-11)
Cancer stem cells (CSCs) are a theorized small subpopulation of cells within tumors thought to be responsible for metastasis, tumor development, disease progression, treatment-resistance, and recurrence. The identification, isolation, and biological characterization of CSCs may therefore facilitate the development of

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