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S7817 Sigma-Aldrich

Scriptaid

≥95%, solid

Synonym: 6-(1,3-Dioxo-1H, 3H-benzo[de]isoquinolin-2-yl)-hexanoic acid hydroxyamide

  • CAS Number 287383-59-9

  • Empirical Formula (Hill Notation) C18H18N2O4

  • Molecular Weight 326.35

  •  MDL number MFCD00386477

  •  PubChem Substance ID 329824590

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Bioactive Small Molecules for Epigenetic Research, Biochemicals and Reagents, Cell Biology,
Quality Level   100
biological source   synthetic (organic)
assay   ≥95%
form   solid
mp   160-161 °C
solubility   DMSO:methanol (1:1): complete 2 mg/ml, clear, colorless to faintly yellow
  DMSO: 1 mg/mL
  methanol: soluble
storage temp.   −20°C
SMILES string   ONC(=O)CCCCCN1C(=O)c2cccc3cccc(C1=O)c23
InChI   1S/C18H18N2O4/c21-15(19-24)10-2-1-3-11-20-17(22)13-8-4-6-12-7-5-9-14(16(12)13)18(20)23/h4-9,24H,1-3,10-11H2,(H,19,21)
InChI key   JTDYUFSDZATMKU-UHFFFAOYSA-N

Description

General description

Scriptaid is a histone deacetylase (HDAC) inhibitor, which enhances global acetylation of histones. It improves transcriptional activity and protein expression. Scriptaid inhibits tumor growth. It decreases telomerase activity and stimulates glioma cell apoptosis.

Application

Scriptaid has been used in post activation of oocytes and embryo culture.

Scriptaid was used to enhance transcriptional activity in cloning procedures by somatic cell nuclear transfer.5,6

Packaging

1 mg in poly bottle

5 mg in glass bottle

Biochem/physiol Actions

Histone deacetylase inhibitor with lower toxicity than trichostatin A; used to enhance protein expression.

Scriptaid inhibits the cell cycle progression of ovarian cancer cells by inducing arrest in G0/G1 and/or G2/M phase. Treatment of cells with scriptaid results in loss of mitochondrial membrane potential and increased acetylation of H3 and H4 histone tails.2 Sciptaid induces expression of γ-globin in human erythroid progenitors via p38 signaling and may be a treatment option for sickle cell disease.3 It enhances the transcriptional activity and protein expression in mouse embryos. This is useful in producing cloned, inbred mouse embryos that develop normally into adulthood with regular reproductive ability.4

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.

Legal Information

Sold under license of U.S. Patent No. 6,544,957.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

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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