BG61082B2 - Ензимен метод за определяне на антибиотици съдържащи бета-лактамов пръстен - Google Patents
Ензимен метод за определяне на антибиотици съдържащи бета-лактамов пръстен Download PDFInfo
- Publication number
- BG61082B2 BG61082B2 BG094327A BG9432791A BG61082B2 BG 61082 B2 BG61082 B2 BG 61082B2 BG 094327 A BG094327 A BG 094327A BG 9432791 A BG9432791 A BG 9432791A BG 61082 B2 BG61082 B2 BG 61082B2
- Authority
- BG
- Bulgaria
- Prior art keywords
- enzyme
- acid
- antibiotic
- substrate
- sample
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 124
- 239000003242 anti bacterial agent Substances 0.000 title claims description 31
- 229940088710 antibiotic agent Drugs 0.000 title claims description 22
- 239000000758 substrate Substances 0.000 claims abstract description 50
- 239000013060 biological fluid Substances 0.000 claims abstract description 46
- 239000002253 acid Substances 0.000 claims abstract description 37
- 238000011534 incubation Methods 0.000 claims abstract description 26
- -1 phenylacetyl Chemical group 0.000 claims abstract description 23
- 150000007970 thio esters Chemical class 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 4
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 102000004190 Enzymes Human genes 0.000 claims description 107
- 108090000790 Enzymes Proteins 0.000 claims description 107
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims description 62
- 230000003115 biocidal effect Effects 0.000 claims description 59
- 235000013336 milk Nutrition 0.000 claims description 45
- 210000004080 milk Anatomy 0.000 claims description 45
- 239000008267 milk Substances 0.000 claims description 45
- 230000000694 effects Effects 0.000 claims description 31
- 229940056360 penicillin g Drugs 0.000 claims description 29
- QNAYBMKLOCPYGJ-UWTATZPHSA-N D-alanine Chemical compound C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims description 25
- 238000006460 hydrolysis reaction Methods 0.000 claims description 24
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N D-alpha-Ala Natural products CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 claims description 23
- 230000007062 hydrolysis Effects 0.000 claims description 22
- 150000001413 amino acids Chemical class 0.000 claims description 21
- 239000003153 chemical reaction reagent Substances 0.000 claims description 20
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 17
- 210000002966 serum Anatomy 0.000 claims description 10
- 239000004471 Glycine Substances 0.000 claims description 9
- 239000003782 beta lactam antibiotic agent Substances 0.000 claims description 9
- 125000003460 beta-lactamyl group Chemical group 0.000 claims description 9
- 239000002132 β-lactam antibiotic Substances 0.000 claims description 9
- 229940124586 β-lactam antibiotics Drugs 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000010186 staining Methods 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 7
- 241000187362 Actinomadura Species 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 6
- HNDVDQJCIGZPNO-RXMQYKEDSA-N D-histidine Chemical compound OC(=O)[C@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-RXMQYKEDSA-N 0.000 claims description 5
- 229930195721 D-histidine Natural products 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 210000002700 urine Anatomy 0.000 claims description 5
- QWCKQJZIFLGMSD-GSVOUGTGSA-N D-alpha-aminobutyric acid Chemical compound CC[C@@H](N)C(O)=O QWCKQJZIFLGMSD-GSVOUGTGSA-N 0.000 claims description 4
- ODKSFYDXXFIFQN-SCSAIBSYSA-N D-arginine Chemical compound OC(=O)[C@H](N)CCCNC(N)=N ODKSFYDXXFIFQN-SCSAIBSYSA-N 0.000 claims description 4
- 229930028154 D-arginine Natural products 0.000 claims description 4
- FFEARJCKVFRZRR-SCSAIBSYSA-N D-methionine Chemical compound CSCC[C@@H](N)C(O)=O FFEARJCKVFRZRR-SCSAIBSYSA-N 0.000 claims description 4
- 229930182818 D-methionine Natural products 0.000 claims description 4
- COLNVLDHVKWLRT-MRVPVSSYSA-N D-phenylalanine Chemical compound OC(=O)[C@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-MRVPVSSYSA-N 0.000 claims description 4
- 229930182832 D-phenylalanine Natural products 0.000 claims description 4
- QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 claims description 4
- KZSNJWFQEVHDMF-SCSAIBSYSA-N D-valine Chemical compound CC(C)[C@@H](N)C(O)=O KZSNJWFQEVHDMF-SCSAIBSYSA-N 0.000 claims description 4
- 229930182831 D-valine Natural products 0.000 claims description 4
- HOKIDJSKDBPKTQ-GLXFQSAKSA-N cephalosporin C Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-N 0.000 claims description 4
- 230000002427 irreversible effect Effects 0.000 claims description 4
- 210000003296 saliva Anatomy 0.000 claims description 4
- MTCFGRXMJLQNBG-UWTATZPHSA-N D-Serine Chemical compound OC[C@@H](N)C(O)=O MTCFGRXMJLQNBG-UWTATZPHSA-N 0.000 claims description 3
- 229930195711 D-Serine Natural products 0.000 claims description 3
- 229930182827 D-tryptophan Natural products 0.000 claims description 3
- 238000006911 enzymatic reaction Methods 0.000 claims description 3
- 239000000284 extract Substances 0.000 claims description 3
- 238000000855 fermentation Methods 0.000 claims description 3
- 230000004151 fermentation Effects 0.000 claims description 3
- 235000013372 meat Nutrition 0.000 claims description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 3
- 229930195708 Penicillin V Natural products 0.000 claims description 2
- 229960000723 ampicillin Drugs 0.000 claims description 2
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 claims description 2
- FPPNZSSZRUTDAP-UWFZAAFLSA-N carbenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)C(C(O)=O)C1=CC=CC=C1 FPPNZSSZRUTDAP-UWFZAAFLSA-N 0.000 claims description 2
- 229960003669 carbenicillin Drugs 0.000 claims description 2
- FUBBGQLTSCSAON-PBFPGSCMSA-N cefaloglycin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)C)C(O)=O)=CC=CC=C1 FUBBGQLTSCSAON-PBFPGSCMSA-N 0.000 claims description 2
- 229950004030 cefaloglycin Drugs 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- UWYHMGVUTGAWSP-JKIFEVAISA-N oxacillin Chemical compound N([C@@H]1C(N2[C@H](C(C)(C)S[C@@H]21)C(O)=O)=O)C(=O)C1=C(C)ON=C1C1=CC=CC=C1 UWYHMGVUTGAWSP-JKIFEVAISA-N 0.000 claims description 2
- 229960001019 oxacillin Drugs 0.000 claims description 2
- 235000019371 penicillin G benzathine Nutrition 0.000 claims description 2
- 229940056367 penicillin v Drugs 0.000 claims description 2
- BPLBGHOLXOTWMN-MBNYWOFBSA-N phenoxymethylpenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)COC1=CC=CC=C1 BPLBGHOLXOTWMN-MBNYWOFBSA-N 0.000 claims description 2
- RJQXTJLFIWVMTO-TYNCELHUSA-N Methicillin Chemical compound COC1=CC=CC(OC)=C1C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 RJQXTJLFIWVMTO-TYNCELHUSA-N 0.000 claims 1
- QWCKQJZIFLGMSD-UHFFFAOYSA-N alpha-aminobutyric acid Chemical compound CCC(N)C(O)=O QWCKQJZIFLGMSD-UHFFFAOYSA-N 0.000 claims 1
- 229960003085 meticillin Drugs 0.000 claims 1
- 102000030899 Serine-Type D-Ala-D-Ala Carboxypeptidase Human genes 0.000 abstract description 2
- 108010004832 Serine-Type D-Ala-D-Ala Carboxypeptidase Proteins 0.000 abstract description 2
- 125000000988 D-alanyl group Chemical group N[C@@H](C(=O)*)C 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000523 sample Substances 0.000 description 76
- 238000012360 testing method Methods 0.000 description 21
- 230000035945 sensitivity Effects 0.000 description 17
- 235000001014 amino acid Nutrition 0.000 description 15
- 230000008569 process Effects 0.000 description 15
- 230000003287 optical effect Effects 0.000 description 11
- 239000012190 activator Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000012916 chromogenic reagent Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 238000004040 coloring Methods 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 230000000007 visual effect Effects 0.000 description 7
- 229930182555 Penicillin Natural products 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical compound OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 description 5
- 108010006303 Carboxypeptidases Proteins 0.000 description 5
- 102000005367 Carboxypeptidases Human genes 0.000 description 5
- 235000013365 dairy product Nutrition 0.000 description 5
- UQLLWWBDSUHNEB-CZUORRHYSA-N Cefaprin Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C)C(O)=O)C(=O)CSC1=CC=NC=C1 UQLLWWBDSUHNEB-CZUORRHYSA-N 0.000 description 4
- 102000004674 D-amino-acid oxidase Human genes 0.000 description 4
- 108010003989 D-amino-acid oxidase Proteins 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229960004350 cefapirin Drugs 0.000 description 4
- 238000004737 colorimetric analysis Methods 0.000 description 4
- 229940049954 penicillin Drugs 0.000 description 4
- GANZODCWZFAEGN-UHFFFAOYSA-N 5-mercapto-2-nitro-benzoic acid Chemical compound OC(=O)C1=CC(S)=CC=C1[N+]([O-])=O GANZODCWZFAEGN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 102000003992 Peroxidases Human genes 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 238000011088 calibration curve Methods 0.000 description 3
- VWWQXMAJTJZDQX-UYBVJOGSSA-N flavin adenine dinucleotide Chemical compound C1=NC2=C(N)N=CN=C2N1[C@@H]([C@H](O)[C@@H]1O)O[C@@H]1CO[P@](O)(=O)O[P@@](O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=NC(=O)NC(=O)C2=NC2=C1C=C(C)C(C)=C2 VWWQXMAJTJZDQX-UYBVJOGSSA-N 0.000 description 3
- 235000019162 flavin adenine dinucleotide Nutrition 0.000 description 3
- 239000011714 flavin adenine dinucleotide Substances 0.000 description 3
- 229940093632 flavin-adenine dinucleotide Drugs 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 108040007629 peroxidase activity proteins Proteins 0.000 description 3
- 230000002285 radioactive effect Effects 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 description 2
- VEXDRERIMPLZLU-UHFFFAOYSA-N 3-hydroxy-2-methylbutanoic acid Chemical compound CC(O)C(C)C(O)=O VEXDRERIMPLZLU-UHFFFAOYSA-N 0.000 description 2
- 229930186147 Cephalosporin Natural products 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 208000035473 Communicable disease Diseases 0.000 description 2
- 108010093096 Immobilized Enzymes Proteins 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- HFUWQLKNDPPTKF-IMJSIDKUSA-N [(2S)-2-aminopropanoyl] (2S)-2-aminopropaneperoxoate Chemical compound N[C@@H](C)C(=O)OOC([C@@H](N)C)=O HFUWQLKNDPPTKF-IMJSIDKUSA-N 0.000 description 2
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 229940124587 cephalosporin Drugs 0.000 description 2
- 150000001780 cephalosporins Chemical class 0.000 description 2
- 239000005515 coenzyme Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000013048 microbiological method Methods 0.000 description 2
- 150000002960 penicillins Chemical class 0.000 description 2
- 239000008055 phosphate buffer solution Substances 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- 238000011002 quantification Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- OQEBIHBLFRADNM-WDCZJNDASA-N (2r,3s,4r)-2-(hydroxymethyl)pyrrolidine-3,4-diol Chemical compound OC[C@H]1NC[C@@H](O)[C@H]1O OQEBIHBLFRADNM-WDCZJNDASA-N 0.000 description 1
- KIUMMUBSPKGMOY-UHFFFAOYSA-N 3,3'-Dithiobis(6-nitrobenzoic acid) Chemical compound C1=C([N+]([O-])=O)C(C(=O)O)=CC(SSC=2C=C(C(=CC=2)[N+]([O-])=O)C(O)=O)=C1 KIUMMUBSPKGMOY-UHFFFAOYSA-N 0.000 description 1
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 1
- MERLDGDYUMSLAY-UHFFFAOYSA-N 4-[(4-aminophenyl)disulfanyl]aniline Chemical compound C1=CC(N)=CC=C1SSC1=CC=C(N)C=C1 MERLDGDYUMSLAY-UHFFFAOYSA-N 0.000 description 1
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 108010075409 Alanine carboxypeptidase Proteins 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- DEFJQIDDEAULHB-QWWZWVQMSA-N D-alanyl-D-alanine Chemical group C[C@@H]([NH3+])C(=O)N[C@H](C)C([O-])=O DEFJQIDDEAULHB-QWWZWVQMSA-N 0.000 description 1
- 238000002965 ELISA Methods 0.000 description 1
- 241000193385 Geobacillus stearothermophilus Species 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 1
- BNVWPGLCPXQMDU-DMTCNVIQSA-N N[C@H](C)C(=O)ON[C@@H](C)C(=O)O Chemical compound N[C@H](C)C(=O)ON[C@@H](C)C(=O)O BNVWPGLCPXQMDU-DMTCNVIQSA-N 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- 241001282135 Poromitra oscitans Species 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000187747 Streptomyces Species 0.000 description 1
- 102000005488 Thioesterase Human genes 0.000 description 1
- 241000219793 Trifolium Species 0.000 description 1
- 206010048232 Yawning Diseases 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000004520 agglutination Effects 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- XIURVHNZVLADCM-IUODEOHRSA-N cefalotin Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C)C(O)=O)C(=O)CC1=CC=CS1 XIURVHNZVLADCM-IUODEOHRSA-N 0.000 description 1
- 229960000603 cefalotin Drugs 0.000 description 1
- 229940106164 cephalexin Drugs 0.000 description 1
- ZAIPMKNFIOOWCQ-UEKVPHQBSA-N cephalexin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=CC=C1 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N 0.000 description 1
- 125000001271 cephalosporin group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000013351 cheese Nutrition 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- LQOLIRLGBULYKD-JKIFEVAISA-N cloxacillin Chemical compound N([C@@H]1C(N2[C@H](C(C)(C)S[C@@H]21)C(O)=O)=O)C(=O)C1=C(C)ON=C1C1=CC=CC=C1Cl LQOLIRLGBULYKD-JKIFEVAISA-N 0.000 description 1
- 229960003326 cloxacillin Drugs 0.000 description 1
- 229940075614 colloidal silicon dioxide Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000012631 diagnostic technique Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 230000003053 immunization Effects 0.000 description 1
- 238000002649 immunization Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 208000004396 mastitis Diseases 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 108020002982 thioesterase Proteins 0.000 description 1
- 235000013618 yogurt Nutrition 0.000 description 1
- 150000003952 β-lactams Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06086—Dipeptides with the first amino acid being basic
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
- C12Q1/37—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving peptidase or proteinase
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/81—Packaged device or kit
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/825—Actinomadura
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/975—Kit
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S436/00—Chemistry: analytical and immunological testing
- Y10S436/815—Test for named compound or class of compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Biotechnology (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB909009692A GB9009692D0 (en) | 1990-04-30 | 1990-04-30 | An enzymatic method of determining beta-lactam ring antibiotics |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BG61082B2 true BG61082B2 (bg) | 1996-10-31 |
Family
ID=10675235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG094327A BG61082B2 (bg) | 1990-04-30 | 1991-04-29 | Ензимен метод за определяне на антибиотици съдържащи бета-лактамов пръстен |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US5246830A (pl) |
| EP (1) | EP0468946B1 (pl) |
| JP (1) | JP2823382B2 (pl) |
| AT (1) | ATE124998T1 (pl) |
| AU (1) | AU636482B2 (pl) |
| BG (1) | BG61082B2 (pl) |
| CA (1) | CA2040180C (pl) |
| CZ (1) | CZ280282B6 (pl) |
| DE (1) | DE69111149T2 (pl) |
| DK (1) | DK0468946T3 (pl) |
| ES (1) | ES2075414T3 (pl) |
| FI (1) | FI97151C (pl) |
| GB (1) | GB9009692D0 (pl) |
| GR (1) | GR3017235T3 (pl) |
| HU (1) | HU214926B (pl) |
| IE (1) | IE69037B1 (pl) |
| NO (1) | NO302664B1 (pl) |
| NZ (1) | NZ237950A (pl) |
| PL (1) | PL169360B1 (pl) |
| PT (1) | PT97511B (pl) |
| SK (1) | SK279176B6 (pl) |
| YU (1) | YU48050B (pl) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100614632B1 (ko) * | 1997-10-07 | 2006-08-22 | 네오젠 코포레이션 | 액체 유제품내의 분석물질을 결정하기 위한 검정 장치 |
| US6143513A (en) * | 1999-06-23 | 2000-11-07 | Biacore Ab | Method and kit for detecting betalactam-containing compounds |
| PL385415A1 (pl) * | 2008-06-11 | 2009-12-21 | Marek Ciesielski | Sposób wykrywania bakteriooporności, zestaw diagnostyczny oraz zastosowanie oznaczania obecności leku i/lub produktów jego rozpadu |
| US9689021B2 (en) * | 2011-10-14 | 2017-06-27 | Université de Liège | Method for measuring beta-lactam antibiotics |
| CN111830015B (zh) * | 2019-04-18 | 2022-12-09 | 中国农业科学院农产品加工研究所 | 一种定量检测抗生素的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2824863A (en) * | 1952-11-14 | 1958-02-25 | Ciba Pharm Prod Inc | Acylmercapto compounds |
| US4166825A (en) * | 1978-08-17 | 1979-09-04 | Abbott Laboratories | Chromogenic substrates |
| CA1185881A (en) * | 1982-02-01 | 1985-04-23 | Jacques Degelaen | ENZYMATIC PROCESS FOR THE DETERMINATION OF .beta.-LACTAM ANTIBIOTICS |
| US4806478A (en) * | 1984-10-17 | 1989-02-21 | Minnesota Mining And Manufacturing Company | Dry enzyme formulations containing D-amino acid oxidase |
| US4686182A (en) * | 1984-10-17 | 1987-08-11 | Minnesota Mining And Manufacturing Company | Method and kit for detecting antibiotics in a liquid sample |
-
1990
- 1990-04-30 GB GB909009692A patent/GB9009692D0/en active Pending
-
1991
- 1991-04-10 CA CA002040180A patent/CA2040180C/en not_active Expired - Lifetime
- 1991-04-26 PL PL91290061A patent/PL169360B1/pl unknown
- 1991-04-26 ES ES91870070T patent/ES2075414T3/es not_active Expired - Lifetime
- 1991-04-26 JP JP3096762A patent/JP2823382B2/ja not_active Expired - Fee Related
- 1991-04-26 DE DE69111149T patent/DE69111149T2/de not_active Expired - Lifetime
- 1991-04-26 US US07/692,355 patent/US5246830A/en not_active Expired - Lifetime
- 1991-04-26 AT AT91870070T patent/ATE124998T1/de not_active IP Right Cessation
- 1991-04-26 AU AU76226/91A patent/AU636482B2/en not_active Ceased
- 1991-04-26 NZ NZ237950A patent/NZ237950A/en unknown
- 1991-04-26 DK DK91870070.9T patent/DK0468946T3/da active
- 1991-04-26 EP EP91870070A patent/EP0468946B1/fr not_active Expired - Lifetime
- 1991-04-29 BG BG094327A patent/BG61082B2/bg unknown
- 1991-04-29 PT PT97511A patent/PT97511B/pt not_active IP Right Cessation
- 1991-04-29 NO NO911692A patent/NO302664B1/no unknown
- 1991-04-29 IE IE143391A patent/IE69037B1/en not_active IP Right Cessation
- 1991-04-29 HU HU911441A patent/HU214926B/hu not_active IP Right Cessation
- 1991-04-29 FI FI912054A patent/FI97151C/fi active
- 1991-04-30 SK SK1246-91A patent/SK279176B6/sk unknown
- 1991-04-30 YU YU78391A patent/YU48050B/sh unknown
- 1991-04-30 CZ CS911246A patent/CZ280282B6/cs not_active IP Right Cessation
-
1995
- 1995-08-30 GR GR950402344T patent/GR3017235T3/el unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH11502101A (ja) | 電気化学発光検定 | |
| JP2809537B2 (ja) | リステリア属の細菌を同定する方法及び媒質 | |
| WO1989003889A1 (en) | Detection of microbial beta-lactamase | |
| JP2011509680A (ja) | クロストリジウム・ディフィシルを検出及び／又は同定する方法 | |
| BG61082B2 (bg) | Ензимен метод за определяне на антибиотици съдържащи бета-лактамов пръстен | |
| US4546076A (en) | Enzymatic process for the determination of beta-lactam antibiotics | |
| JPH06125791A (ja) | 乳清及び乳清含有物質中の細菌数を測定するための方法及び分析キット | |
| JPS6156098A (ja) | 抗微生物活性物質の検出用試薬および検出方法 | |
| JP7083663B2 (ja) | ジンジパインを産生する微生物又はジンジバリス菌を検出する方法及びキット | |
| EP0325472B1 (en) | Composition for testing periodontal diseases | |
| US3990946A (en) | Substrate for the determination of desoxy-ribonuclease | |
| Thorogood et al. | An evaluation of the Penzym® assay: a rapid method for the detection of β‐lactam antibiotics in milk | |
| Baker | A sensitive procedure for screening microorganisms for the presence of penicillin amidase | |
| SU1041568A1 (ru) | Реагент дл определени аденозин-5-трифосфата | |
| SU1497218A1 (ru) | Способ определени активности гликогенфосфорилазы | |
| JPH0662893A (ja) | Ｅ．ｃｏｌｉの迅速検出法 | |
| JP2002510504A (ja) | プロテイナーゼ基質として酵素を用いるプロテイナーゼ定量法 | |
| Coulet et al. | Luminescence in biosensor design | |
| JPS6146117B2 (pl) | ||
| JPH119298A (ja) | 細菌を検出する方法 | |
| JPH01148198A (ja) | サルコシンの定量法 |