Fluorogenic compounds
Assignee3M Innovative Properties Company
InventorsJames Gregory Bentsen, Christopher Allen Mickelson, Orlin Bruce Knudson, Kevin Michael Lewandowski
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Abstract
Disclosed are novel coumarin based fluorogenic compounds useful in assaying for biological activity. Specifically, these fluorogenic compounds exhibit fluorescence at particular wavelengths when cleaved by target enzymes. Preferred compounds include sugar and peptide derivatives of umbelliferone derivatives bearing a heterocyclic five membered ring at the 3-position. These compounds can be used for rapidly detecting food pathogens and for determining sterilization effectiveness. The compounds may also be used in a form bounded to a polymeric support or to a biomolecule or macromolecule.
Claims17
A fluarogenic compound of the formula:
- wherein:
- Q is a enzymatically hydrolyzable group selected from the group consisting of a glyconc, a glycosyl phosphate, an ester, and a peptide,
- each R2 independently is a sterically non-interfering group;
- R3 is an electron withdrawing or non-electron withdrawing group;
- Z is O or NR5, wherein R5 is hydrogen or a hydrocarbyl-containing group;
- Y and Y1 independently are O, S, NHx, or CHy where x is 0 or 1 and y is 1 or 2, and at least one of Y and Y1 is O, S, or NHx;
- and
- each R4 independently is selected from the group consisting of hydrogen and carboxyl;
- or a salt thereof.
Dependencies are inferred from the claim text.