The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1: ##STR00001## R.sup.1 is H or CH.sub.3 R.sup.2 is not H, and is CH.sub.3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including C═CH.sub.2; R.sup.3 is H, CH.sub.3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R.sup.4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R.sup.4 is an SR.sup.a, where R.sup.a is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R.sup.4 is a CH.sub.2OR.sup.b, where R.sup.b=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.

The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1: ##STR00001## R.sup.1 is H or CH.sub.3 R.sup.2 is not H, and is CH.sub.3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including C═CH.sub.2; R.sup.3 is H, CH.sub.3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R.sup.4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R.sup.4 is an SR.sup.a, where R.sup.a is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R.sup.4 is a CH.sub.2OR.sup.b, where R.sup.b=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.

Beta-lactam compounds to detect carbapenemases or microbial carbapenem resistance are disclosed. The compounds contain a chemical probe. Upon hydrolysis by carbapenemases, the compounds undergo intramolecular rearrangement and release the chemical probe. Detection of the released chemical probe indicates the presence of carbapenemases and the presence of microbial carbapenem resistance.

Beta-lactam compounds to detect carbapenemases or microbial carbapenem resistance are disclosed. The compounds contain a chemical probe. Upon hydrolysis by carbapenemases, the compounds undergo intramolecular rearrangement and release the chemical probe. Detection of the released chemical probe indicates the presence of carbapenemases and the presence of microbial carbapenem resistance.

The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1:

##STR00001## R.sup.1 is H or CH.sub.3 R.sup.2 is not H, and is CH.sub.3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including CCH.sub.2; R.sup.3 is H, CH.sub.3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R.sup.4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R.sup.4 is an SR.sup.a, where R.sup.a is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R.sup.4 is a CH.sub.2OR.sup.b, where R.sup.b=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.

The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1:

##STR00001## R.sup.1 is H or CH.sub.3 R.sup.2 is not H, and is CH.sub.3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including CCH.sub.2; R.sup.3 is H, CH.sub.3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R.sup.4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R.sup.4 is an SR.sup.a, where R.sup.a is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R.sup.4 is a CH.sub.2OR.sup.b, where R.sup.b=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.

The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1: ##STR00001## R.sup.1 is H or CH.sub.3 R.sup.2 is not H, and is CH.sub.3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including CCH.sub.2; R.sup.3 is H, CH.sub.3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R.sup.4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R.sup.4 is an SR.sup.a, where R.sup.a is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R.sup.4 is a CH.sub.2OR.sup.b, where R.sup.b=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.

The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1: ##STR00001## R.sup.1 is H or CH.sub.3 R.sup.2 is not H, and is CH.sub.3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including CCH.sub.2; R.sup.3 is H, CH.sub.3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R.sup.4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R.sup.4 is an SR.sup.a, where R.sup.a is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R.sup.4 is a CH.sub.2OR.sup.b, where R.sup.b=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.

A polymer containing a carboxyl group, a preparation method and an application thereof, a supported catalyst and a preparation method thereof and preparation methods of penem antibiotic intermediate are disclosed. The polymer has high rigidity and hardness, thus the mechanical properties of the polymer is effectively improved. Meanwhile, in the polymer, the carboxyl group is used as a main functional group, and is used as a carrier to prepare, by means of a coordination reaction between the carboxyl group and a heavy metal, a supported metal catalyst which has better connection stability between the metal and the polymer. The above two factors can improve the stability of the supported metal catalyst, such that the catalyst can be recycled without losing the catalytic activity. Meanwhile, loss of a heavy metal active ingredient and production cost can be reduced.

A polymer containing a carboxyl group, a preparation method and an application thereof, a supported catalyst and a preparation method thereof and preparation methods of penem antibiotic intermediate are disclosed. The polymer has high rigidity and hardness, thus the mechanical properties of the polymer is effectively improved. Meanwhile, in the polymer, the carboxyl group is used as a main functional group, and is used as a carrier to prepare, by means of a coordination reaction between the carboxyl group and a heavy metal, a supported metal catalyst which has better connection stability between the metal and the polymer. The above two factors can improve the stability of the supported metal catalyst, such that the catalyst can be recycled without losing the catalytic activity. Meanwhile, loss of a heavy metal active ingredient and production cost can be reduced.