Fluorogenic/fluorescent probes derivative from sulfoxanthene, and use thereof

摘要

The invention relates to fluorescent/fluorogenic probes of formula (I″) or (II″):;
wherein Z is chosen between:
—NH2 and —OH,

or in the fluorescence quencher group consisting of:
—NO2;—N═N—R1; R1 being any organic group that does not obscure the corresponding azo bond;—NHCO-Pept.; Pept. being a peptide residue or any organic group that does not obscure the corresponding amide bond;—O-Glyc.; Glyc. being a oligoglycoside residue that does not obscure the corresponding glycosidic bond;—O—C(O)—R2; —O—P(O)(OR2)(OR2′) and —O—S(O)2—R2; R2 and R2′ being independently a hydrogen atom or an organic group that does not obscure the corresponding ester bond; and; Ra, Rb, Rc, Rd and Re being independently a hydrogen atom or any organic group that does not obscure the corresponding arylether bond so as not to prevent its possible cleavage by a myeloperoxidase activity.;It also relates to the use of these fluorescent/fluorogenic probes, for the detection of an enzyme activity, notably in order to identify/discriminate microorganisms in function of their ability to express particular enzyme activities.

主权项

1. A fluorogenic substrate of formula I or II: wherein qu. is a fluorescence quencher group selected from the group consisting of: —NO2; —N═N—R1; R1 being any organic group that does not obscure the corresponding azo bond; —NHCO-Pept.; Pept. being a peptide residue or any organic group that does not obscure the corresponding amide bond; —O-Glyc.; Glyc. being an oligoglycoside residue that does not obscure the corresponding glycosidic bond; —O—C(O)—R2; —O—P(O)(OR2)(OR2′) and —O—S(O)2—R2; R2 and R2′ being independently a hydrogen atom or any organic group that does not obscure the corresponding ester bond; and  Ra, Rb, Rc, Rd and Re being independently a hydrogen atom or any organic group that does not obscure the corresponding arylether bond.