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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:
12352200
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

Certificates of Analysis (COA)

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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
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 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
T Ruscetti et al.
The Journal of biological chemistry, 273(23), 14461-14467 (1998-06-11)
The DNA-dependent protein kinase (DNA-PK) is a heterotrimeric enzyme that binds to double-stranded DNA and is required for the rejoining of double-stranded DNA breaks in mammalian cells. It has been proposed that DNA-PK functions in this DNA repair pathway by
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