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Merck
CN

566320

Sirtinol

A cell-permeable 2-hydroxy-1-naphthaldehyde derivative that acts as a specific and direct inhibitor of the sirtuin class of deacetylase activity with no affect on human HDAC1.

别名:

Sirtinol, 2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]-N-(1-phenethyl)benzamide, Sir Two Inhibitor Naphthol, SIRT1 Inhibitor I, SIRT1/2 Inhibitor I, SIRT2 Inhibitor III

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关于此项目

经验公式（希尔记法）:
C26H22N2O2
化学文摘社编号:
410536-97-9
分子量:
394.47
MDL number:
MFCD00810186
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze
protect from light

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产品名称

Sirtinol, A cell-permeable 2-hydroxy-1-naphthaldehyde derivative that acts as a specific and direct inhibitor of the sirtuin class of deacetylase activity with no affect on human HDAC1.

SMILES string

N([C@@H](C)c4ccccc4)C(=O)c1c(cccc1)N\C=C2\c3c(cccc3)C=CC\2=O

InChI

1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,27H,1H3,(H,28,30)/b23-17-/t18-/m0/s1

InChI key

YUGODMKHHCZZOI-ZVTCDHROSA-N

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 1 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

相关类别

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Human HDAC1
Product does not compete with ATP.
Reversible: no
Target IC50: 48 µM, 131 µM and 58 µM for ySir2, hSIRT1 and hSIRT2

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable 2-hydroxy-1-naphthaldehyde derivative that acts as a specific and direct inhibitor of the sirtuin class of deacetylase activity with no affect on human HDAC1 (IC50 = 48 µM, 131 µM and 58 µM for ySir2, hSIRT1 and hSIRT2, respectively). Reported to inhibit Sir2p transcriptional silencing activity in vivo (IC50 = 25 µM), and NAD-dependent histone deacetylase activity of purified recombinant yeast Sir2p and human SIRT2 in vitro (IC50 = 70 µM and 40 µM, respectively). A 10 mM (1 mg/254 µl) solution of Sirtinol (Cat. No. 566321) in DMSO is also available.
A cell-permeable 2-hydroxy-1-napthaldehyde derivative that acts as a specific and a direct inhibitor of sirtuin class of histone deacetylase (HDAC) activity. Does not affect human HDAC1. Reported to block Sir2p transcriptional silencing activity in vivo (IC50 = 25 µM) and NAD-dependent HDAC activity in purified recombinant yeast Sir2p and human SIRT2 in vitro (IC50 = 68 µM and 38 µM, respectively).

Other Notes

Mai, A., et al. 2005. J. Med. Chem.48, 7789.
Grozinger, C.M., et al. 2001. J. Biol. Chem.276, 38837.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

存储类别

11 - Combustible Solids

wgk

WGK 1

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Younho Han et al.
Journal of cellular biochemistry, 120(8), 13085-13094 (2019-03-20)
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Esther Vorovich et al.
Aging, 1(1), 58-67 (2008-01-01)
P53 homolog p63 was shown to play a role in premature ageing phenotype found in mouse models through regulation of the replicative senescence. We previously showed that the forced DeltaNp63alpha expression decreased the SIRT1 protein levels, and induced the replicative

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"The SIRTainty™ Class III HDAC Assay utilizes a novel patent pending technology for the sensitive detection of all known sirtuin family members. Unlike conventional assays that are dependent upon a single pre-labeled fluorescently tagged substrate, the SIRTainty Class III HDAC Assay employs untagged acetylated peptide substrates. This approach not only enables unparalleled flexibility in your choice of sirtuin isoform and peptide substrate, but also eliminates the potential for artifacts due to the use of artificial substrates containing bulky fluorophores."

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