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  • Title: Comparative stability of carbapenem and penem antibiotics to renal dehydropeptidase-I.
    Author: Hikida M, Yoshida M, Mitsuhashi S.
    Journal: Arzneimittelforschung; 1993 Jan; 43(1):71-3. PubMed ID: 8447852.
    Abstract:
    Comparison has been made on the stability of 4 carbapenems and 3 penems against porcine renal dehydropeptidase-I (DHP-I). Evaluated were the carbapenems (5R,6S)-3-[[2-(formimidoylamino)ethyl]thio]-6-[(R)-1-hydroxyethyl] - 7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate, CAS 74431-23-5, in the following called FAC, (5R,6S)-3-[(S)-1-(acetimidoylpyrrolidin-3-yl)thio]-6-[(R)-1- hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0] hept-2-ene-2-carboxylic acid, CAS 87726-17-8, in the following called AHC, (4R,5S,6S)-3-[[(3S,5S)-5-dimethylcarbamoylpyrrolidin-3-yl]thio]-6- [(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2- carboxylic acid trihydrate, CAS 96036-03-2, in the following called DHC. (1R,5S,6S)-2-[(6,7-dihydro-5H-pyrazolo[1,2-a] [1,2,4]triazolium-6-yl)thio]-6-[(R)-1-hydroxyethyl]-1-methyl-ca rbapen - 2-em-3-carboxylate, in the following called DHM, and the penems (5R,6S)-6-[(R)-1-hydroxyethyl]-7-oxo-3-[(R)-2-tetrahydrofuryl]-4-thia-1 - azabicyclo [3.2.0]hept-2-ene-2-carboxylic acid sodium salt, in the following called HTC, (5R,6S)-2-carbamoyloxymethyl-6-[(1R)-hydroxyethyl]-2-penem-3-carboxylic acid, in the following called CHC, (5R,6S)-6-[(R)-1-hydroxyethyl]-3-[(3S)-(cis-1-oxotetrahydrothiophen++ +-3-yl) thio]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, in the following called HHC. According to the comparison of the Vmax/Km ratios, the order of stability of the compounds to hydrolysis by renal DHP-I was as follows: DHM >> DHC > HHC > AHC > HTC > CHC > FAC. From this result it is particularly noteworthy that DHM has extremely high stability against renal DHP-I.
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