A8851

Apicidin

≥98% (HPLC), from microbial

• Sinonimo/i: Cyclo[(2S)-2-amino-8-oxodecanoyl-1-methoxy-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinexcarbonyl]
• Formula empirica (notazione di Hill): C₃₄H₄₉N₅O₆
• Numero CAS: 183506-66-3
• Peso molecolare: 623.78
• Numero MDL: MFCD03452661
• Codice UNSPSC: 12352200
• ID PubChem: 329771019
• NACRES: NA.77

Proprietà

• Origine biologica: microbial
• Livello qualitativo: 200
• Sterilità: non-sterile
• Saggio: ≥98% (HPLC)
• Stato: solid
• Solubilità: DMSO: ~1 mg/mL
• Spettro attività antibiotica: parasites
• Modalità d’azione: enzyme | inhibits
• Condizioni di spedizione: wet ice
• Temperatura di conservazione: −20°C
• Stringa SMILE: [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
• 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; JWOGUUIOCYMBPV-PYAAAQPJSA-N

Descrizione

Descrizione generale

Apicidin is a cyclic tetrapeptide fungal metabolite.[1][2]

Applicazioni

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.[3] 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.[4]

Azioni biochim/fisiol

Apicidin is a potent inhibitor of histone deacetylase (HDAC). It particularlyinhibits histone deacetylase 1 and 3 (HDAC1 and HDAC3).[5] Apicidin exhibits anti-protozoal activity against apicomplexan metabolite produced by parasites.[1] It also possesses anti-proliferative activity against several cancer cell lines. Apicidin shows anti-cancer activity against human acute promyelocytic leukemia cell.[5]

Potent (nM) cell permeable inhibitor of histone deacetylase.

Caratteristiche e vantaggi

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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges