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S7817

Sigma-Aldrich

Scriptaid

≥95%, solid

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Synonym(s):
6-(1,3-Dioxo-1H, 3H-benzo[de]isoquinolin-2-yl)-hexanoic acid hydroxyamide
Empirical Formula (Hill Notation):
C18H18N2O4
CAS Number:
287383-59-9
Molecular Weight:
326.35
MDL number:
MFCD00386477
PubChem Substance ID:
329824590
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

100

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

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J Johnson et al.
Cellular and molecular biology (Noisy-le-Grand, France), 51(2), 229-238 (2005-09-21)
Many different classes of drugs induce fetal hemoglobin (HbF) including histone deacetylase (HDAC) inhibitors such as butyrate and trichostatin A. Although these agents induce gamma-globin expression in culture many are ineffective in vivo, therefore research efforts continue to identify clinically
Kiho Lee et al.
Molecular reproduction and development, 80(2), 145-154 (2012-12-15)
In general, pig embryos established by somatic cell nuclear transfer (SCNT) are transferred at the one-cell stage because of suboptimal embryo culture conditions. Improvements in embryo culture can increase the practical application of late embryo transfer. The goal of this
Nguyen Van Thuan et al.
Reproduction (Cambridge, England), 138(2), 309-317 (2009-05-13)
Since the birth of Cumulina, the first mouse clone produced by somatic cell nuclear transfer (SCNT), the success rate of cloning in mice has been extremely low compared with other species and most of the inbred mouse strains have never
HDAC inhibitor, scriptaid, induces glioma cell apoptosis through JNK activation and inhibits telomerase activity
Sharma V, et al.
Journal of Cellular and Molecular Medicine, 14(8), 2151-2161 (2010)
Noriyuki Takai et al.
International journal of molecular medicine, 17(2), 323-329 (2006-01-05)
Histone deacetylase inhibitors (HDACIs) can inhibit cell proliferation, induce cell cycle arrest, and stimulate the apoptosis of cancer cells. We investigated the effects of a novel HDACI, Scriptaid, on the Ishikawa endometrial cancer cell line, SK-OV-3 ovarian cancer cell line
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