A selective HDAC6 inhibitor
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Tubacin

Item No. 13691

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N8-hydroxy-octanediamide
CAS Number
537049-40-4
Molecular Formula
C41H43N3O7S
Formula Weight
721.9
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 16 mg/ml
λmax
222, 240, 299 nm
SMILES
O=C(CCCCCCC(NO)=O)NC(C=C1)=CC=C1[C@@H]2O[C@H](C3=CC=C(CO)C=C3)C[C@H](CSC4=NC(C5=CC=CC=C5)=C(C6=CC=CC=C6)O4)O2
InChi Code
InChI=1S/C41H43N3O7S/c45-26-28-17-19-29(20-18-28)35-25-34(27-52-41-43-38(30-11-5-3-6-12-30)39(51-41)31-13-7-4-8-14-31)49-40(50-35)32-21-23-33(24-22-32)42-36(46)15-9-1-2-10-16-37(47)44-48/h3-8,11-14,17-24,34-35,40,45,48H,1-2,9-10,15-16,25-27H2,(H,42,4
InChi Key
BHUZLJOUHMBZQY-YXQOSMAKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $117

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    5 mg

    $370

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    Product Description

    Tubacin is a tubulin acetylation inducer that selectively inhibits histone deacetylase (HDAC) 6 (IC50 = 4 nM).1 In comparison, it demonstrates at least 300-fold selectivity against all other HDAC isoforms (IC50s range from 1.3-17.3 μM).1 Tubacin induces α-tubulin hyperacetylation at 2.5 μM in primary cortical neuron cultures.1 Tubacin inhibition of HDAC6 has been used as a biochemical tool to control microtubule-dependent intracellular trafficking, to manipulate the aggresome formation of misfolded proteins in certain diseases, and to study the dynamics of cellular adhesion.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Butler, K.V., Kalin, J., Brochier, C., et al. Rational design and simple chemistry yield a superior, neuroprotective HDAC6 inhibitor, Tubastatin A. J. Am. Chem. Soc. 132(31), 10842-10846 (2010).

    2. Chen, S., Owens, G.C., Makarenkova, H., et al. HDAC6 regulates mitochondrial transport in hippocampal neurons. PLoS One 5(5), (2010).

    3. Cole, P.A. Chemical probes for histone-modifying enzymes. Nat. Chem. Biol. 4(10), 590-597 (2008).

    4. Xu, K., Dai, X.L., Huang, H.C., et al. Targeting HDACs: A promising therapy for Alzheimer’s disease. Oxid. Med. Cell. Longev. 143269 (2011).