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SML0044

Sigma-Aldrich

Tubastatin A hydrochloride

≥98% (HPLC)

Synonym(s):

N-Hydroxy-4-(2-methyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-ylmethyl)benzamide hydrochloried; N-Hydroxy-4-((2-methyl-3,4-dihydro-1H-pyrido[4,3-b]-indol-5(2H)-yl)methyl)benzamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H21N3O2·HCl
CAS Number:
1310693-92-5
Molecular Weight:
371.86
MDL number:
MFCD20488052
UNSPSC Code:
12352200
PubChem Substance ID:
329825114
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥10 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(NO)C1=CC=C(CN2C3=C(C=CC=C3)C4=C2CCN(C)C4)C=C1.Cl

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

InChI key

LJTSJTWIMOGKRJ-UHFFFAOYSA-N

Application

Tubastatin A hydrochloride may be used in HDAC6-mediated cell signaling studies.

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.
Tubastatin A is a very selective HDAC6 inhibitor with an IC50 of 4 nM and 100 to over 1000-fold selectivity for HDAC6 over other HDAC classes.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
055M4604V
014M4605V
042M4624V
061M4621V

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Sabrina Di Fulvio et al.
PloS one, 6(12), e28563-e28563 (2011-12-17)
Dysferlin is a multi-C2 domain transmembrane protein involved in a plethora of cellular functions, most notably in skeletal muscle membrane repair, but also in myogenesis, cellular adhesion and intercellular calcium signaling. We previously showed that dysferlin interacts with alpha-tubulin and
Constantin d'Ydewalle et al.
Nature medicine, 17(8), 968-974 (2011-07-26)
Charcot-Marie-Tooth disease (CMT) is the most common inherited disorder of the peripheral nervous system. Mutations in the 27-kDa small heat-shock protein gene (HSPB1) cause axonal CMT or distal hereditary motor neuropathy (distal HMN). We developed and characterized transgenic mice expressing
Francisco J Urbano et al.
Scientific reports, 8(1), 13156-13156 (2018-09-05)
Epigenetic mechanisms (i.e., histone post-translational modification and DNA methylation) play a role in regulation of gene expression. The pedunculopontine nucleus (PPN), part of the reticular activating system, manifests intrinsic gamma oscillations generated by voltage-dependent, high threshold N- and P/Q-type Ca2+
Linqiang Zhang et al.
Cellular and molecular gastroenterology and hepatology, 11(3), 697-724 (2020-10-20)
Nonalcoholic fatty liver disease (NAFLD) is becoming a severe liver disorder worldwide. Autophagy plays a critical role in liver steatosis. However, the role of autophagy in NAFLD remains exclusive and under debate. In this study, we investigated the role of
Aviel Even et al.
Science advances, 5(12), eaax2705-eaax2705 (2020-01-04)
Microtubules are polymerized dimers of α- and β-tubulin that underlie a broad range of cellular activities. Acetylation of α-tubulin by the acetyltransferase ATAT1 modulates microtubule dynamics and functions in neurons. However, it remains unclear how this enzyme acetylates microtubules over
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Histone Modification and Chromatin Remodeling | Epigenetics

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

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