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I138

Sigma-Aldrich

1,5-Isoquinolinediol

≥98% (HPLC), powder

Synonym(s):

1,5-Dihydroxyisoquinoline, 5-Hydroxy-1(2H)-isoquinolinone, DiQ

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
5154-02-9
Molecular Weight:
161.16
MDL number:
MFCD00006900
UNSPSC Code:
12352202
PubChem Substance ID:
24278174
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

mp

279-281  °C

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

Oc1cccc2c(O)nccc12

InChI

1S/C9H7NO2/c11-8-3-1-2-7-6(8)4-5-10-9(7)12/h1-5,11H,(H,10,12)

InChI key

LFUJIPVWTMGYDG-UHFFFAOYSA-N

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Biochem/physiol Actions

DiQ is a potent inhibitor of Poly(ADP-ribose) synthetase which is activated by nitric oxide; neuroprotective agent.

Caution

Light sensitive

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000002906
0000000791
023M4706V
088K4618
037K4616

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G M Wray et al.
Shock (Augusta, Ga.), 10(1), 13-19 (1998-08-04)
The nuclear enzyme poly(ADP-ribose) synthetase (PARS) is activated by DNA strand breakage, caused, for example by nitric oxide (NO), peroxynitrite, or oxygen-derived free radicals. Activation of PARS can cause intracellular energy depletion and cell death in vitro and may play
J Zhang et al.
Science (New York, N.Y.), 263(5147), 687-689 (1994-02-04)
Poly(adenosine 5'-diphosphoribose) synthetase (PARS) is a nuclear enzyme which, when activated by DNA strand breaks, adds up to 100 adenosine 5'-diphosphoribose (ADP-ribose) units to nuclear proteins such as histones and PARS itself. This activation can lead to cell death through
M C McDonald et al.
British journal of pharmacology, 128(6), 1339-1345 (1999-12-01)
1 Poly (ADP-ribose) synthetase (PARS) is a nuclear enzyme activated by strand breaks in DNA, which are caused by reactive oxygen species (ROS). Here we investigate the effects of the PARS inhibitors 3-aminobenzamide (3-AB), nicotinamide and 1,5-dihydroxyisoquinoline (ISO) on the
Niklas Schultz et al.
Nucleic acids research, 31(17), 4959-4964 (2003-08-22)
Cells with non-functional poly(ADP-ribose) polymerase (PARP-1) show increased levels of sister chromatid exchange, suggesting a hyper recombination phenotype in these cells. To further investigate the involvement of PARP-1 in homologous recombination (HR) we investigated how PARP-1 affects nuclear HR sites
J C Docherty et al.
British journal of pharmacology, 127(6), 1518-1524 (1999-08-24)
The cardioprotective properties of inhibition of poly (ADP-ribose) synthetase (PARS) were investigated in the isolated perfused heart of the rat. Hearts were perfused in the Langendorff mode and subjected to 23 min total global ischaemia and reperfused for 60 min.
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