Merck
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382148

Sigma-Aldrich

Histone Deacetylase Inhibitor II

The Histone Deacetylase Inhibitor II, also referenced under CAS 174664-65-4, controls the biological activity of Histone Deacetylase. This small molecule/inhibitor is primarily used for Cell Structure applications.

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Synonym(s):
Histone Deacetylase Inhibitor II, CBHA, m-Carboxycinnamic Acid bis-Hydroxamide
Empirical Formula (Hill Notation):
C10H10N2O4
CAS Number:
Molecular Weight:
222.20

Quality Level

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C10H10N2O4/c13-9(11-15)5-4-7-2-1-3-8(6-7)10(14)12-16/h1-6,15-16H,(H,11,13)(H,12,14)/b5-4+

InChI key

OYKBQNOPCSXWBL-SNAWJCMRSA-N

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This Item
382110559418382172
SBHA A cell-permeable bishydroxamic acid histone deacetylase (HDAC) inhibitor with anti-tumor properties.

Sigma-Aldrich

559418

SBHA

form

solid

form

solid

form

solid

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze

storage condition

OK to freeze, protect from light

color

off-white

color

yellow

color

white to off-white

color

white

solubility

DMSO: 50 mg/mL

solubility

ethanol: 10 mg/mL, DMSO: 25 mg/mL

solubility

DMSO: 10 mg/mL

solubility

methanol: 10 mg/mL, DMSO: 100 mg/mL

General description

A cell-permeable second generation hybrid polar agent that acts as a histone deacetylase (HDAC) inhibitor. The HDAC inhibition is believed to arise as a result of the binding of the hydroxamic moiety to the active site zinc. Shown to be a potent inducer of transformed cell growth arrest and terminal differentiation (~4 µM). Induces apoptosis and the CD95/CD95-Ligand expression in human neuroblastoma cells, which can be blocked by Caspase Inhibitor Z-VAD-FMK (Cat. No. 627610).
A cell-permeable second generation hybrid polar agent that acts as a histone deacetylase (HDAC) inhibitor. The HDAC inhibition is believed to arise as a result of the binding of the hydroxamic moiety to the active site zinc. Shown to be a potent inducer of transformed cell growth arrest and terminal differentiation (~4 µM). Induces apoptosis and the CD95/CD95-Ligand expression in human neuroblastoma.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
HDAC
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Coffey, D.C., et al. 2001. Cancer Res.61, 3591.
Coffey, D.C., et al. 2000. Pediatr. Oncol.35, 577.
Marks, P.A., et al. 2000. J. Natl. Cancer Inst.92, 1210.
Glick, R.D., et al. 1999. Cancer Res.59, 4392.
Richon, V.M., et al. 1998. Proc. Natl. Acad. Sci. USA95, 3003.
Richon, V.M., et al. 1996. Proc. Natl. Acad. Sci. USA93, 5705.

Legal Information

Not available for sale in the United States.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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