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S7817

Sigma-Aldrich

Scriptaid

≥95%, solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H18N2O4
Número de CAS:
287383-59-9
Peso molecular:
326.35
MDL number:
MFCD00386477
UNSPSC Code:
12352203
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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
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