N8403
6-Nitroso-1,2-benzopyrone
ADP-ribosyltransferase inhibitor
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About This Item
Empirical Formula (Hill Notation):
C9H5NO3
CAS Number:
Molecular Weight:
175.14
UNSPSC Code:
12352202
PubChem Substance ID:
MDL number:
InChI
1S/C9H5NO3/c11-9-4-1-6-5-7(10-12)2-3-8(6)13-9/h1-5H
SMILES string
O=Nc1ccc2OC(=O)C=Cc2c1
InChI key
HXTDAUGEZTYMGP-UHFFFAOYSA-N
form
solid
storage temp.
−20°C
Application
Binds to the DNA-recognizing domain of ADP-ribosyltransferase and preferentially destabilizes one of the two zinc finger polypeptide complexes. The affected enzyme loses almost all activity, but still binds to DNA.
Binds to the DNA-recognizing domain of ADP-ribosyltransferase and preferentially destabilizes one of the two zinc finger polypeptide complexes. The affected enzyme loses almost all activity, but still binds to DNA.>
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Jeremy G Owen et al.
The Biochemical journal, 436(3), 709-717 (2011-04-07)
PPTases (phosphopantetheinyl transferases) are of great interest owing to their essential roles in activating fatty acid, polyketide and non-ribosomal peptide synthetase enzymes for both primary and secondary metabolism, as well as an increasing number of biotechnological applications. However, existing techniques
Maria Koulmanda et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(42), 16242-16247 (2008-10-15)
Invasive insulitis is a destructive T cell-dependent autoimmune process directed against insulin-producing beta cells that is central to the pathogenesis of type 1 diabetes mellitus (T1DM) in humans and the clinically relevant nonobese diabetic (NOD) mouse model. Few therapies have
K G Buki et al.
FEBS letters, 290(1-2), 181-185 (1991-09-23)
6-Nitroso-1,2-benzopyrone, an oxidation product of 6-amino-1,2-benzopyrone, binds to the DNA-recognizing domain of the ADP-ribose transferase protein and preferentially destabilizes Zn2+ from one of the two zinc finger polypeptide complexes present in the intact enzyme, as determined by the loss of
W G Rice et al.
Proceedings of the National Academy of Sciences of the United States of America, 89(16), 7703-7707 (1992-08-15)
6-Nitroso-1,2-benzopyrone and 3-nitrosobenzamide, two C-nitroso compounds that inactivate the eukaryotic nuclear protein poly(ADP-ribose) polymerase [NAD+:poly(adenosine diphosphate D-ribose) ADP-D-ribosyltransferase, ADPRT, EC 2.4.2.30] at one zinc-finger site, completely suppressed the proliferation of leukemic and other malignant human cells and subsequently produced cell
W G Rice et al.
Nature, 361(6411), 473-475 (1993-02-04)
Retroviral nucleocapsid and gag-precursor proteins from all known strains of retroviruses contain one or two copies of an invariant sequence, Cys-X2-Cys-X4-His-X4-Cys, that is populated with zinc in mature particles. Modification of cysteine or histidine residues results in defective packaging of
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