S7817
Scriptaid
synthetic (organic), ≥95%, Histone deacetylase inhibitor, solid
Synonym(s):
6-(1,3-Dioxo-1H, 3H-benzo[de]isoquinolin-2-yl)-hexanoic acid hydroxyamide
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About This Item
Empirical Formula (Hill Notation):
C18H18N2O4
CAS Number:
Molecular Weight:
326.35
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Scriptaid, ≥95%, solid
biological source
synthetic (organic)
Quality Level
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
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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.
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Effects of combined treatment of MG132 and scriptaid on early and term development of porcine somatic cell nuclear transfer embryos
Mao J, et al.
Cellular Reprogramming, 14(5), 385-389 (2012)
A novel histone deacetylase inhibitor, scriptaid, enhances expression of functional estrogen receptor ?(ER) in ER negative human breast cancer cells in combination with 5-aza 2?-deoxycytidine
Keen JC, et al.
Breast Cancer Research and Treatment, 81(3), 177-186 (2003)
Weihua Xu et al.
PloS one, 8(5), e64705-e64705 (2013-06-07)
Somatic cell nuclear transfer (SCNT) in mammalian cloning currently remains inefficient. Incomplete or erroneous epigenetic reprogramming of specialized donor somatic nuclear and resulting aberrant gene expression during development of cloned embryos is commonly believed as the main reason that causes
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
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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