| Size | Price | |
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| 500mg | ||
| 1g | ||
| Other Sizes |
Purity: ≥98%
Trichostatin A S-isomer, formerly known as (-)-Trichostatin A, is the s-isomer of Trichostatin A (also called TSA) which is a novel potent and specific inhibitor of histone deacetylase (HDAC) with an IC50 value of 1.8 nM for HDAC. . Trichostatin A has R-configuration structure, which is a HDAC inhibitor. Trichostatin A is a member of a larger class of histone deacetylase inhibitors (HDIs or HDACIs) that have a broad spectrum of epigenetic activities. TSA inhibits HDACs 1, 3, 4, 6 and 10 with IC50 around 20 nM.
| Targets |
hHDAC6:11.1 nM (IC50); Zebrafish HDAC6: 9.88 nM (IC50); hHDAC1:206.3 nM (IC50); hHDAC2:612.65 nM (IC50); hHDAC3:320.8 nM (IC50); hHDAC4:6341 nM (IC50); hHDAC5:6325 nM (IC50); hHDAC7:1823.5 nM (IC50); hHDAC8:312.2 nM (IC50); hHDAC9:4824 nM (IC50); hHDAC10: 403.35 nM (IC50); hHDAC11:2684 nM (IC50)
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| ln Vitro |
We report crystal structures of zebrafish histone deacetylase 6 (HDAC6) catalytic domains in tandem or as single domains in complex with the (R) and (S) enantiomers of trichostatin A (TSA) or with the HDAC6-specific inhibitor nexturastat A. The tandem domains formed, together with the inter-domain linker, an ellipsoid-shaped complex with pseudo-twofold symmetry. We identified important active site differences between both catalytic domains and revealed the binding mode of HDAC6 selective inhibitors. HDAC inhibition assays with (R)- and (S)-TSA showed that (R)-TSA was a broad-range inhibitor, whereas (S)-TSA had moderate selectivity for HDAC6. We identified a uniquely positioned α-helix and a flexible tryptophan residue in the loop joining α-helices H20 to H21 as critical for deacetylation of the physiologic substrate tubulin. Using single-molecule measurements and biochemical assays we demonstrated that HDAC6 catalytic domain 2 deacetylated α-tubulin lysine 40 in the lumen of microtubules, but that its preferred substrate was unpolymerized tubulin[1].
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| References |
Turovets N, D'Amour KA, Agapov V, Turovets I, Kochetkova O, Janus J, Semechkin A, Moorman MA, Agapova L. Human parthenogenetic stem cells produce enriched populations of definitive endoderm cells after trichostatin A pretreatment. Differentiation. 2011 Jun;81(5):292-8.
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| Molecular Formula |
C17H22N2O3
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|---|---|---|
| Molecular Weight |
302.4
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| Exact Mass |
302.163
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| Elemental Analysis |
C, 67.53; H, 7.33; N, 9.26; O, 15.87
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| CAS # |
122292-85-7
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| Related CAS # |
Trichostatin A;58880-19-6
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| PubChem CID |
13507024
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| Appearance |
Typically exists as solid at room temperature
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| LogP |
2.97
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
22
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| Complexity |
447
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| Defined Atom Stereocenter Count |
1
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| SMILES |
c1(C(C(/C(=C(/C(=C(/C(N(O[H])[H])=O)\[H])/[H])\C([H])([H])[H])/[H])(C([H])([H])[H])[H])=O)c([H])c([H])c(N(C([H])([H])[H])C([H])([H])[H])c([H])c1[H]
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| InChi Key |
RTKIYFITIVXBLE-QEQCGCAPSA-N
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| InChi Code |
InChI=1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+/t13-/m1/s1
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| Chemical Name |
(R,2E,4E)-7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
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| Synonyms |
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
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| Solubility (In Vivo) |
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| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.3069 mL | 16.5344 mL | 33.0688 mL | |
| 5 mM | 0.6614 mL | 3.3069 mL | 6.6138 mL | |
| 10 mM | 0.3307 mL | 1.6534 mL | 3.3069 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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