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cancer research reagents

Apicidin

MSDSSample CoA

Source: Fusarium sp
SynonymsApicidin is commonly misspelled as Apidicin
Description: Potent cell permeable inhibitor of histone deacetylase
CAS number: 183506-66-3
Merck index:  
Molecular weight: 623.8
Structure:

Apicidin molecular structure.

Molecular Formula: C34H49N5O6
Canonical SMILES CCC(C)C1C(=O)N2CCCCC2C(=O)NC(C(=O)NC(C(=O)N1)
CC3=CN(C4=CC=CC=C43)OC)
Solubility
information:
Ethanol, DMSO, Dichloromethane.
Slightly soluble in water, methanol.
Specifications 
Appearance: Off-white to white powder.
Purity: At least 98% by TLC, HPLC ; current lot 100% pure
λmax: 
Melting pointCurrent lot (#APC001): 190oC; (For your information only, not spec)
SolubilityClear colorless solution at 1 mg Apicidin in 1 ml EthOH;
Clear colorless solution at 1 mg Apicidin in 1 ml DMSO;
Storage-20°C.
Applications

Apicidin is a cyclic peptide antibiotic with broad spectrum antiparasitic and antiprotozoan activity. A histone deacetylase inhibitor, apicidin is anti-angiogenic and induces apoptosis.  

WarningsVery toxic by inhalation, in contact with skin and if swallowed
Classificationcyclic peptide antibiotic
Mycotoxin
antiprotozoal
HDAC inhibitor
angiogenesis inhibitor
Related products 
 For Research use only. Not for Human or Drug use
GMP/API grade available on request

No genetically modified organisms are used.
Publications 
  Histone deacetylase inhibitors are potent inducers of gene expression in latent EBV and sensitize lymphoma cells to nucleoside anti-viral agents.
Ghosh SK, Perrine SP, Williams RM, Faller DV.
Blood. 2011 Dec 7.
PMID:22160379
 Apicidin, a histone deaceylase inhibitor, induces both apoptosis and autophagy in human oral squamous carcinoma cells.
Ahn MY, Ahn SG, Yoon JH.
Oral Oncol. 2011 Nov;47(11):1032-8.
PMID:
21856210
 HIV-1 reactivation induced by apicidin involves histone modification in latently infected cells.
Lin S, Zhang Y, Ying H, Zhu H.
Curr HIV Res. 2011 Jun 1;9(4):202-8. doi: 10.2174/157016211796320333.
PMID:
21631428
 Population pharmacokinetics of a novel histone deacetylase inhibitor, cyclo{(2S)-2-amino-8-[(aminocarbonyl)hydrazono] decanoyl-1-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinecarbonyl} (SD-2007), and its metabolic conversion to apicidin after intravenous injection and oral administration in rats.
Shin BS, Bulitta JB, Hong DK, Kim HY, Kim MK, Choi Y, Lee JB, Hwang SW, Lee MH, Yoo SD.
Chemotherapy. 2011;57(3):259-67. Epub 2011 May 19.
PMID:
21597290
 Apicidin suppresses transcription of 17β-hydroxysteroid dehydrogenase type 1 in endometrial adenocarcinoma cells.
Keleş E, Lianeri M, Jagodziński PP.
Mol Biol Rep. 2011 Jun;38(5):3355-60. Epub 2010 Nov 18.
PMID:
21086175
 Prediction of human pharmacokinetics and tissue distribution of apicidin, a potent histone deacetylase inhibitor, by physiologically based pharmacokinetic modeling.
Shin BS, Bulitta JB, Balthasar JP, Kim M, Choi Y, Yoo SD.
Cancer Chemother Pharmacol. 2011 Aug;68(2):465-75. Epub 2010 Nov 11.
PMID:
21069337
 Di Renzo F, Broccia M, Giavini E, Menegola E.
Relationship between embryonic histonic hyperacetylation and axial skeletal defects in mouse exposed to the three HDAC inhibitors apicidin, MS-275, sodium butyrate.
Toxicol Sci. 2007 May 21
 Eun DW, Ahn SH, You JS, Park JW, Lee EK, Lee HN, Kang GM, Lee JC, Choi WS, Seo DW, Han JW.
PKCepsilon is essential for gelsolin expression by histone deacetylase inhibitor apicidin in human cervix cancer cells.
Biochem Biophys Res Commun. 2007 Mar 16;354(3):769-75
 Epigenetic mechanisms re-establish access to long-term memory after neuronal loss : applications on Trichostatin, Apicidin from Fermentek, United States Patent Application 20080300205


fusarium pallidoroseum, the producer strain of apicidin

Fusarium pallidoroseum 

 
 
 
 
 
 
 


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