Terminology Service for NFDI4Health
aspirin-based probe AP
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http://purl.obolibrary.org/obo/CHEBI_141699
A benzoate ester resulting from the formal condensation of the carboxy group of acetylsalicylic acid with the phenolic hydroxy group of 2-(1,3-benzothiazol-2-yl)-4-fluorophenol. The latter is a fluorophore which is to the aspirin moiety via an H2O2-responsive bond. It can be used as probe for imaging H2O2 (overproduction of H2O2 causes oxidative stress and is characteristic of vascular diseases). In contrast to arylboronat-based probes, it shows high specificity for H2O2 over peroxynitrite (which is much more reactive than H2O2, but exists at much lower abundance).
Term info
Label
aspirin-based probe AP
Synonyms
- 2-(1,3-benzothiazol-2-yl)-4-fluorophenyl 2-(acetyloxy)benzoate
- 2-(1,3-benzothiazol-2-yl)-4-fluorophenyl 2-acetoxybenzoate
Subsets
3_STAR
charge
0
formula
C22H14FNO4S
has obo namespace
chebi_ontology
has related synonym
probe AP, 2-(1,3-benzothiazol-2-yl)-4-fluorophenyl salicylate
id
CHEBI:141699
inchi
InChI=1S/C22H14FNO4S/c1-13(25)27-18-8-4-2-6-15(18)22(26)28-19-11-10-14(23)12-16(19)21-24-17-7-3-5-9-20(17)29-21/h2-12H,1H3
inchikey
TVZDIFFVBBTTIJ-UHFFFAOYSA-N
mass
407.416
monoisotopicmass
407.06276
smiles
C=12C(=CC=CC1)N=C(S2)C=3C=C(C=CC3OC(C=4C(=CC=CC4)OC(C)=O)=O)F