Tubastatin A hydrochloride Chemical Properties

Melting point:

>221°C (subl.)

storage temp. 

-20°C

solubility 

Soluble in DMSO or Water.

form 

powder

color 

white to tan

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months.

InChI

InChI=1S/C20H21N3O2.ClH/c1-22-11-10-19-17(13-22)16-4-2-3-5-18(16)23(19)12-14-6-8-15(9-7-14)20(24)21-25;/h2-9,25H,10-13H2,1H3,(H,21,24);1H

InChIKey

LJTSJTWIMOGKRJ-UHFFFAOYSA-N

SMILES

C(C1C=CC(C(=O)NO)=CC=1)N1C2=CC=CC=C2C2CN(C)CCC1=2.Cl

Safety Information

WGK Germany 

3

HS Code 

29339900

Tubastatin A hydrochloride Usage And Synthesis

Description

Tubastatin A (1310693-92-5) is a potent and highly selective inhibitor of HDAC6 (IC50?= 15 nM, >1000-fold selectivity against other HDAC isoforms, approx. 60-fold versus HDAC8).1?It displayed anti-inflammatory and anti-rheumatic effects in Freund’s competitive adjuvant induced animal model of inflammation.2?Tubastatin A inhibited TNF-α (IC50?= 272 nM) and IL-6 (IC50 = 712 nM) in LPS stimulated human THP-1 macrophages.2?Tubastatin A has also been shown to have therapeutic potential for treatment of Alzheimer’s disease via altered amyloid-β load and reduced tau hyperphosphorylation.3-5

Uses

Tubastatin A Hydrochloride is an LSD1 inhibitor, which targets SOX2-expressing cancer cells.

Uses

Tubastatin A Hydrochloride is a neuroprotective HDAC6 inhibitor and is also known to induce hyperacetylation in primary cortical neuron cultures.

Biochem/physiol Actions

Tubastatin A increases the total numbers of mitochondria and restores the number of moving mitochondria in DRG neurons. It reverses the axonal loss in peripheral neurons in mouse model of Charcot-Marie-Tooth disease. Tubastatin A inhibits the deacetylation of α-tubulin in murine myoblasts.

target

HDAC6

storage

Store at -20°C

References

[1] KYLE V. BUTLER. Rational Design and Simple Chemistry Yield a Superior, Neuroprotective HDAC6 Inhibitor, Tubastatin A[J]. Journal of the American Chemical Society, 2010, 132 31: 10842-10846. DOI:10.1021/ja102758v
[2] SANTOSH VISHWAKARMA . Tubastatin, a selective histone deacetylase 6 inhibitor shows anti-inflammatory and anti-rheumatic effects[J]. International immunopharmacology, 2013, 16 1: Pages 72-78. DOI:10.1016/j.intimp.2013.03.016
[3] MONIKA NOACK  Christiane R L  Janina Leyk. HDAC6 inhibition results in tau acetylation and modulates tau phosphorylation and degradation in oligodendrocytes[J]. Glia, 2014, 62 4: 535-547. DOI:10.1002/glia.22624
[4] MAJ-LINDA SELENICA. Histone deacetylase 6 inhibition improves memory and reduces total tau levels in a mouse model of tau deposition.[J]. Alzheimer’s Research & Therapy, 2014, 6 1: 12. DOI:10.1186/alzrt241
[5] LING ZHANG. Tubastatin A/ACY-1215 improves cognition in Alzheimer’s disease transgenic mice.[J]. ACS Applied Electronic Materials, 2014: 1193-1205. DOI:10.3233/jad-140066

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