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A8851 Sigma-Aldrich

Apicidin

≥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

  •  PubChem Substance ID 329771019

  •  NACRES NA.77

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Description

General description

Histone acetylase and deacetylase play a role in the acetylation of histones, which is suggested to affect gene expression due to the changes caused in chromatin folding during gene expression. Histone deacetylase (HDAC) inhibition by known HDAC inhibitors has been shown to result in arrested cell growth, induction of histone hyperacetylation and induction of apoptosis. Apicidin is a potent, cell permeable inhibitor of histone deacetylase.

Packaging

1, 5 mg in glass bottle

Biochem/physiol Actions

Apicidin is a cyclic tetrapeptide that inhibits histone deacetylase. Apicidin has antiproliferative activity on various cancer cell lines and HeLa cells, accompanied by cell arrest at the G1 phase. It has been shown to induce selective changes in the expression of p21 and gelsolin, induce apoptosis in HL60 cells, and exhibit antiprotozoal, antiparasitic, and potential antimalarial properties.

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.

Safety & Documentation

Safety Information

Protocols & Articles

Articles

Balancing Histone/Protein Acetylation: Gene Regulation and Cancer Therapy

A highly sophisticated mechanism organizes the 2-meter long human genome within a 6-μm wide nucleus. Up to 10,000-fold of compaction of the chromatin is achieved during mitosis, allowing faithful seg...
Min-Hao Kuo
LSI Volume 7 Article 1
Keywords: Acetylations, Anaerobic, Apoptosis, Biochemistry, Cancer, Catalysis, Cell division, Cell proliferation, Chromatin immunoprecipitation, Clinical, DNA replication, Degradations, Environmental, Enzymology, Gene expression, Genetic, Genetics, Hormones, Immunoprecipitation, Indicators, Mass spectrometry, Metal organic frameworks, Methylations, Microarray Analysis, Molecular biology, Phase transitions, Phosphorylations, Recombination, Substitutions, Transcription

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete. The expansion of the carcinogenesi...
Vicki Caligur
BioFiles 2008, 3.5, 18.
Keywords: Acetylations, Adhesion, Alkylations, Apoptosis, Biofiles, Cancer, Carcinogens, Cell division, Cell proliferation, Cell signaling, DNA microarrays, Drug discovery, Environmental, Epigenetics, Events, Gene expression, Genetic, Hormones, Metabolism, Methylations, Microarray Analysis, Mutagens, PAGE, Recombination, Reductions, Sequences, Transcription, Type, transformation

Discover Bioactive Small Molecules for Gene Regulation

The loss of regulation of gene expression is a key component to many human disease states, including neurodegenerative disorders, autoimmune conditions and, most prominently, cancers. Regulation of g...
Keywords: Acetylations, Epigenetics, Gene expression, Genomics, Methylations, PAGE, Post translational modifications, Transcription

Histone Modification and Chromatin Remodeling

Gene expression is governed by complex mechanisms including transcription factor binding to DNA and coordinated changes in chromatin structure. The primary protein components of chromatin are the his...
Savita Bagga, PhD.
BioFiles v7 n3, 2012, 10–16
Keywords: Acetylations, Amplification, Cancer, Cell culture, Chromatin immunoprecipitation, Cloning, DNA purification, Diseases, Epigenetics, Gene expression, Immunoprecipitation, Indicators, Methylations, Microarray Analysis, Polymerase chain reaction, Polymerase chain reaction - quantitative, Polymorphisms, Purification, Sequencing, Transcription, Whole genome amplification

Peer-Reviewed Papers
15

References

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