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.

The invention provides a conjugate of formula I:
R-L-Y   I
or a salt thereof, wherein R, L, and Y have any of the values described in the specification, as well as compositions comprising a conjugate of formula I. The conjugates are useful for labeling.

The invention provides a conjugate of formula I:
R-L-Y   I
or a salt thereof, wherein R, L, and Y have any of the values described in the specification, as well as compositions comprising a conjugate of formula I. The conjugates are useful for labeling.

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.

New antimicrobials targeting L,D-transpeptidases, non-classical cysteine peptidases, have been developed and their unique chemical structures identified. Carbapenems and penems of the present invention are unique among -lactams as they acylate and inhibit L,D-transpeptidases, which likely results in their superior antimicrobial potency. These new antimicrobial agents can be used alone, or in combination with other classic antimicrobial agents that target D,D transpeptidases, when treating bacterial infections.

New antimicrobials targeting L,D-transpeptidases, non-classical cysteine peptidases, have been developed and their unique chemical structures identified. Carbapenems and penems of the present invention are unique among -lactams as they acylate and inhibit L,D-transpeptidases, which likely results in their superior antimicrobial potency. These new antimicrobial agents can be used alone, or in combination with other classic antimicrobial agents that target D,D transpeptidases, when treating bacterial infections.