[CAS NO. 537049-40-4] Tubacin

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PRODUCTS SPECIFICATIONS [537049-40-4]

Catalog

SLK-S2239

Brand

Selleck

CAS

537049-40-4

DESCRIPTION [537049-40-4]

Overview

MDL	MFCD28144524
Molecular Weight	721.86
Molecular Formula	C41H43N3O7S
SMILES	S(C[C@@H]1O[C@@H](O[C@@H](C1)C2=CC=C(CO)C=C2)C3=CC=C(NC(CCCCCCC(NO)=O)=O)C=C3)C4=NC(=C(O4)C5=CC=CC=C5)C6=CC=CC=C6

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	1.3853 mL	6.9266 mL	13.8531 mL
5 mM	0.2771 mL	1.3853 mL	2.7706 mL
10 mM	0.1385 mL	0.6927 mL	1.3853 mL
50 mM	0.0277 mL	0.1385 mL	0.2771 mL

Description

Tubacin is a highly potent and selective, reversible, cell-permeable inhibitor with an of 4 nM in a cell-free assay, approximately 350-fold selectivity over HDAC1. Tubacin reduces the replication of the Japanese Encephalitis Virus via the decrease of viral RNA synthesis.

Features

The first known selective inhibitor of α-tubulin deacetylation.

Targets

HDAC6 ^[1]
(Cell-free assay)

4 nM

In vitro

Tubacin, without directly stabilizing microtubules, induces an increase in α-tubulin acetylation with EC50 of 2.5 μM in A549 cells. Tubacin inhibits HDAC6-mediated α-tubulin deacetylation, and inhibits the migration of both wild-type and HDAC6-overexpressing cells. Tubacin, in combination with paclitaxel, synergistically enhances tubulin acetylation. Tubacin significantly inhibits both drug-sensitive and drug–resistant MM cell growth with IC50 of 5–20 μM, and induces cell apoptosis by activation of caspases.

In vivo

In chick embryos, inhibition of HDAC6 activity by Tubacin reduces the formation of new blood vessels in matrigel/nylon mesh. In angioreactors implanted in mice, Tubacin also impairs the formation of new blood vessels.

References

[1] Butler KV, et al. J Am Chem Soc. 2010, 132(31), 10842-0846.
[2] Haggarty SJ, et al. Proc Natl Acad Sci U S A. 2003, 100(8), 4389-4394.
[3] Marcus AI, et al. Cancer Res. 2005, 65(9), 3883-3893.
[4] Hideshima T, et al. Proc Natl Acad Sci U S A. 2005, 102(24), 8567-8572.
[5] Li D, et al. Protein Cell. 2011, 2(2), 150-160.

Synonyms

Octanediamide, 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-, rel-

Octanediamide, N-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N′-hydroxy-, rel-

rel-N¹-[4-[(2R,4R,6S)-4-[[(4,5-Diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N⁸-hydroxyoctanediamide

Tubacin