Apicidin

SIGMA/A8851 - ≥98% (HPLC), from microbial

Synonym: Cyclo[(2S)-2-amino-8-oxodecanoyl-1-methoxy-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinexcarbonyl]

CAS Number: 183506-66-3
Empirical Formula (Hill Notation): C₃₄H₄₉N₅O₆
Molecular Weight: 623.78
MDL Number: MFCD03452661
Linear Formula: C₃₄H₄₉N₅O₆
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A8851-1MG	1 mg	$148.00 1/EA	Add To Favorites
45-A8851-5MG	5 mg	$513.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	parasites
assay	≥98% (HPLC)
biological source	microbial
form	solid
InChI	1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-14,16,18-20H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22?,26-,27-,29+,30?/m0/s1
InChI key	JWOGUUIOCYMBPV-PYAAAQPJSA-N
mode of action	enzyme \| inhibits
Quality Level	200
shipped in	wet ice
SMILES string	[H][C@]12CCCCN1C(=O)[C@@H](NC(=O)[C@H](Cc3cn(OC)c4ccccc34)NC(=O)[C@H](CCCCCC(=O)CC)NC2=O)C(C)CC
solubility	DMSO: ~1 mg/mL
sterility	non-sterile
storage temp.	−20°C

Application:	Apicidin has been used as a histone deacetylase 2 (HDAC2) inhibitor to study its effects on 5-lipoxygenase (5-LO) mRNA expression in cell lines of Mono Mac6. It has also been used to study the effects of toll-like receptor 8 (TLR-8) stimulation and histone modification on the expression of an activator protein 1 [AP-1] family member(Fra-2) and tissue inhibitor of metalloproteinases 1 (TIMP-1) in monocytes.
Biochem/physiol Actions:	Apicidin is a potent inhibitor of histone deacetylase (HDAC). It particularlyinhibits histone deacetylase 1 and 3 (HDAC1 and HDAC3). Apicidin exhibits anti-protozoal activity against apicomplexan metabolite produced by parasites. It also possesses anti-proliferative activity against several cancer cell lines. Apicidin shows anti-cancer activity against human acute promyelocytic leukemia cell.
Biochem/physiol Actions:	Potent (nM) cell permeable inhibitor of histone deacetylase.
Features and Benefits:	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 .
General description:	Apicidin is a cyclic tetrapeptide fungal metabolite.
Packaging:	1, 5 mg in glass bottle

Hazard Codes	T+
Risk Statements	26/27/28
Safety Statements	22-26-36/37/39-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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