AdipoGen Life Sciences

Apicidin

CHF 75.00
In stock
AG-CN2-0087-M0011 mgCHF 75.00
AG-CN2-0087-M0055 mgCHF 300.00
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Product Details
Synonyms cyclo-[L-(2-Amino-8-oxodecanoyl)-L-(N-methoxy-tryptophan)-L-isoleucyl-D-pipecolinyl]; OSI-2040
Product Type Chemical
Properties
Formula

C34H49N5O6

MW 623.8
CAS 183506-66-3
Source/Host Chemicals Isolated from fungus Fusarium sp.
Purity Chemicals ≥98% (HPLC, TLC)
Appearance White to off-white solid.
Solubility Soluble in ethanol or DMSO.
InChi Key JWOGUUIOCYMBPV-LQJYRIKDSA-N
Smiles [H][C@]12CCCCN1C(=O)[C@@]([H])(NC(=O)[C@H](CC1=CN(OC)C3=C1C=CC=C3)NC(=O)[C@H](CCCCCC(=O)CC)NC2=O)C(C)CC
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
Stock solutions are stable for at least 3 months when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antiprotozoal [1].
  • Potent inhibitor of histone deacetylase (HDAC) [1,2].
  • Inhibits proliferation [2,3].
  • Induces cell cycle arrest at the G1 phase [2].
  • Induces hyperacetylation of histone H4 [5].
  • Apoptosis inducer [4,8,9].
  • Potent anti-angiogenic compound [5-7].
  • Decreases HIF-1α protein levels and transcriptional activity in human and mouse tumor cell lines [3].
  • Autophagy inducer in oral squamous cell carcinoma (OSCC) cells [8].
  • Promotes either self-renewal or differentiation of embryonic stem cells [10].
Product References
  1. Apicidin: a novel antiprotozoal agent that inhibits parasite histone deacetylase: S.J. Darkin-Rattray, et al.; PNAS 93, 13143 (1996)
  2. Apicidin, a histone deacetylase inhibitor, inhibits proliferation of tumor cells via induction of p21WAF1/Cip1 and gelsolin: J.W. Han, et al.; Cancer Res. 60, 6068 (2000)
  3. Transcriptional activation of p21(WAF1/CIP1) by apicidin, a novel histone deacetylase inhibitor: J.S. Kim, et al.; BBRC 281, 866 (2001)
  4. Apicidin, a histone deacetylase inhibitor, induces apoptosis and Fas/Fas ligand expression in human acute promyelocytic leukemia cells: S.H. Kwon, et al.; J. Biol. Chem. 277, 2073 (2002)
  5. Apicidin, a histone deacetylase inhibitor, induces differentiation of HL-60 cells: J. Hong, et al.; Cancer Lett. 189, 197 (2003)
  6. Regulation of the HIF-1alpha stability by histone deacetylases: S.H. Kim, et al.; Oncol. Rep. 17, 647 (2007)
  7. Apicidin, a novel histone deacetylase inhibitor, has profound anti-growth activity in human endometrial and ovarian cancer cells: T. Ueda, et al.; Int. J. Mol. Med. 19, 301 (2007)
  8. Apicidin, a histone deaceylase inhibitor, induces both apoptosis and autophagy in human oral squamous carcinoma cells: M.Y. Ahn, et al.; Oral. Oncol. 47, 1032 (2011)
  9. Apicidin induces endoplasmic reticulum stress- and mitochondrial dysfunction-associated apoptosis via phospholipase Cγ1- and Ca(2+)-dependent pathway in mouse Neuro-2a neuroblastoma cells: J.H. Choi, et al.; Apoptosis 17, 1340 (2012)
  10. Histone Deacetylase Inhibitors in Cell Pluripotency, Differentiation, and Reprogramming: A. Kretsovali, et al.; Stem Cells Int. 2012, 1 (2012)
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