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SML0065

Sigma-Aldrich

Tubacin

≥98% (HPLC)

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C41H43N3O7S
Numer CAS:
537049-40-4
Masa cząsteczkowa:
721.86
Numer MDL:
MFCD18452824
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
329825129
NACRES:
NA.77

Poziom jakości

100

Próba

≥98% (HPLC)

Postać

powder

warunki przechowywania

desiccated

kolor

white to tan

rozpuszczalność

DMSO: ≥10 mg/mL

Warunki transportu

wet ice

temp. przechowywania

−20°C

ciąg SMILES

OCC1=CC=C(C=C1)[C@@H]2C[C@H](CSC3=NC(C4=CC=CC=C4)=C(C5=CC=CC=C5)O3)O[C@H](C6=CC=C(NC(CCCCCCC(NO)=O)=O)C=C6)O2

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,42,46)(H,44,47)/t34-,35+,40+/m1/s1

Klucz InChI

BHUZLJOUHMBZQY-YXQOSMAKSA-N

Zastosowanie

Tubacin was used to study the role of HDAC6 in migration and invasion of bladder cancer cells.

Działania biochem./fizjol.

Tubacin is a selective inhibitor of histone deacetylase 6 (HDAC6), a predominantly cytoplasmic class II histone deacetylase that is involved in many cellular processes, including degradation of misfolded proteins, cell migration, and cell-cell interaction. Tubacin selectively inhibit HDAC6-mediated alpha -tubulin deacetylation.
Tubacin triggers the release of reactive oxygen species and mediates caspase-3-independent apoptosis of Epstein-Barr virus (EBV)-positive Burkitt lymphoma cells. It suppresses the proliferation of acute lymphoblastic leukemia (ALL) cells and enhances the effect of chemotherapy to treat ALL cells. Tubacin prevents the epileptic activity and neuronal migration defects caused due to lowered expression of Srpx2 in rats.

Cechy i korzyści

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.
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Certyfikaty analizy (CoA)

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Sigma-Aldrich

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Scriptaid ≥95%, solid

Sigma-Aldrich

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Scriptaid

Romidepsin ≥98% (HPLC)

Sigma-Aldrich

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Romidepsin

SB 431542 hydrate ≥98% (HPLC), powder

Sigma-Aldrich

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Histone Deacetylase (HDAC) Inhibitor Set I Set includes 6 inhibitors

Sigma-Aldrich

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EX-527 ≥98% (HPLC)

Sigma-Aldrich

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EX-527

Harald Witte et al.
The Journal of cell biology, 180(3), 619-632 (2008-02-13)
Axon formation is the initial step in establishing neuronal polarity. We examine here the role of microtubule dynamics in neuronal polarization using hippocampal neurons in culture. We see increased microtubule stability along the shaft in a single neurite before axon
Hui Tao et al.
Cardiology, 133(1), 18-26 (2015-09-25)
Cardiac fibrosis is characterized by net accumulation of extracellular matrix proteins in the cardiac interstitium, and contributes to both systolic and diastolic dysfunction in many cardiac pathophysiologic conditions. HDAC6 is a transcriptional regulator of the histone deacetylase family, subfamily 2.
Junichi Kawada et al.
The Journal of biological chemistry, 284(25), 17102-17109 (2009-04-24)
Tubacin is a small molecule inhibitor of histone deacetylase 6 and blocks aggresome activity. We found that Epstein-Barr virus (EBV)-positive Burkitt lymphoma (BL) cells were generally killed by lower doses of tubacin than EBV-transformed lymphoblastoid cells (LCLs) or EBV-negative BL
Laura Melchionda et al.
Orphanet journal of rare diseases, 8, 66-66 (2013-05-03)
We studied a family including two half-siblings, sharing the same mother, affected by slowly progressive, adult-onset neurological syndromes. In spite of the diversity of the clinical features, characterized by a mild movement disorder with cognitive impairment in the elder patient
Manal Salmi et al.
Brain : a journal of neurology, 136(Pt 8), 2457-2473 (2013-07-09)
Altered development of the human cerebral cortex can cause severe malformations with often intractable focal epileptic seizures and may participate in common pathologies, notably epilepsy. This raises important conceptual and therapeutic issues. Two missense mutations in the sushi repeat-containing protein
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Produkty

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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