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Merck

S7817

Scriptaid

synthetic (organic), ≥95%, Histone deacetylase inhibitor, solid

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C18H18N2O4
Numéro CAS:
287383-59-9
Poids moléculaire :
326.35
UNSPSC Code:
12352203
PubChem Substance ID:
329824590
NACRES:
NA.77
MDL number:
MFCD00386477
Assay:
≥95%
Form:
solid
Quality level:
100

Principaux documents

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Nom du produit

Scriptaid, ≥95%, solid

SMILES string

ONC(=O)CCCCCN1C(=O)c2cccc3cccc(C1=O)c23

InChI key

JTDYUFSDZATMKU-UHFFFAOYSA-N

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)

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

Quality Level

100

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Catégories apparentées

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.

Classe de stockage

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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Certificats d'analyse (COA)

Lot/Batch Number
MKDB1256
MKDB0504
MKCZ9289
MKCZ3442
MKCX2104

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Consulter la Bibliothèque de documents

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)
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)
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
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)
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