Beta-lactamase substrates having phenolic ethers
AssigneeThe Regents of the University of California
InventorsRoger Y. Tsien, Jianghong Rao
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Abstract
Provided are fluorescent substrates for β-lactamases having the general formula I: in which R is a benzyl, 2-thienylmethyl, or cyanomethyl group; R′ is selected from the group consisting of H, physiologically acceptable salts or metal, ester groups, ammonium cations, —CHR2OCO(CH2)nCH3, —CHR2OCOC(CH3)3, acylthiomethyl, acyloxy-alpha-benzyl, deltabutyrolactonyl, methoxycarbonyloxymethyl, phenyl, methylsulphinylmethyl, β-morpholinoethyl, dialkylaminoethyl, and dialkylaminocarbonyloxymethyl, in which R2 is selected from the group consisting of H and lower alkyl; A is selected from the group consisting of S, O, SO, SO2 and CH2; and Z is a donor fluorescent moiety. Also provided are methods of use of the compound of general formula I.
Claims2
A compound having the general formula:
- in which R is a benzyl, 2-thienylmethyl, or cyanomethyl group;
- R′ is selected from the group consisting of H, physiologically acceptable salt or metal, the ammonium cation, —CHR2OCOC(CH3)3, in which
- R2 is selected from the group consisting of H, lower alkyl;
- deltabutyrolactonyl, methoxycarbonyloxymethyl, phenyl,
- methylsulphinylmethyl, β-morpholinoethyl, dialkylaminoethyl, and
- dialkylaminocarbonyloxymethyl;
- A is selected from the group consisting of O, SO, and SO2;
- and
- Z is selected from:
- wherein
- R3 is a linker;
- X is H, F, Cl, Br, or CO2R′;
- and
- Y is N, CH, C—CN, or C—CF3.
A compound comprising the structure:
- wherein n is 0, 1, or 2.
Dependencies are inferred from the claim text.