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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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+
Wei Zhang et al.
Molecular neurobiology, 58(12), 6153-6169 (2021-08-31)
The axon initial segment (AIS) is essential for maintaining neuronal polarity, modulating protein transport into the axon, and action potential generation. These functions are supported by a distinctive actin and microtubule cytoskeleton that controls axonal trafficking and maintains a high
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
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