JP2002501389A - 培養におけるバクテリアの増殖の迅速検出法 - Google Patents
培養におけるバクテリアの増殖の迅速検出法Info
- Publication number
- JP2002501389A JP2002501389A JP50093399A JP50093399A JP2002501389A JP 2002501389 A JP2002501389 A JP 2002501389A JP 50093399 A JP50093399 A JP 50093399A JP 50093399 A JP50093399 A JP 50093399A JP 2002501389 A JP2002501389 A JP 2002501389A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- medium
- oxygen
- growth
- meso
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims abstract description 61
- 230000012010 growth Effects 0.000 title claims abstract description 41
- 230000001580 bacterial effect Effects 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 45
- 244000005700 microbiome Species 0.000 claims abstract description 40
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 39
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 39
- 239000001301 oxygen Substances 0.000 claims abstract description 39
- 238000010791 quenching Methods 0.000 claims abstract description 16
- 230000000171 quenching effect Effects 0.000 claims abstract description 12
- 239000000758 substrate Substances 0.000 claims abstract description 7
- 239000000412 dendrimer Substances 0.000 claims description 29
- 229920000736 dendritic polymer Polymers 0.000 claims description 29
- 150000004032 porphyrins Chemical class 0.000 claims description 27
- GZEFZLXJPGMRSP-UHFFFAOYSA-N 37,38,39,40-tetrazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1(37),2,4,6,8,10,12(39),13,15,17,19,21,23,25,27,29,31,33,35-nonadecaene Chemical compound c1ccc2c3cc4[nH]c(cc5nc(cc6[nH]c(cc(n3)c2c1)c1ccccc61)c1ccccc51)c1ccccc41 GZEFZLXJPGMRSP-UHFFFAOYSA-N 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 201000008827 tuberculosis Diseases 0.000 claims description 6
- 230000000813 microbial effect Effects 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 229910052763 palladium Inorganic materials 0.000 claims description 5
- 241000894007 species Species 0.000 claims description 5
- 108010020346 Polyglutamic Acid Proteins 0.000 claims description 4
- 229920000370 gamma-poly(glutamate) polymer Polymers 0.000 claims description 4
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- 241000589291 Acinetobacter Species 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052765 Lutetium Inorganic materials 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 238000000855 fermentation Methods 0.000 claims description 3
- 230000004151 fermentation Effects 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052746 lanthanum Inorganic materials 0.000 claims description 3
- 229910052718 tin Inorganic materials 0.000 claims description 3
- 229910052727 yttrium Inorganic materials 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- 241000589220 Acetobacter Species 0.000 claims description 2
- 241000590020 Achromobacter Species 0.000 claims description 2
- 241000186046 Actinomyces Species 0.000 claims description 2
- 241000186063 Arthrobacter Species 0.000 claims description 2
- 241000193830 Bacillus <bacterium> Species 0.000 claims description 2
- 241000186146 Brevibacterium Species 0.000 claims description 2
- 241000186216 Corynebacterium Species 0.000 claims description 2
- 241000589350 Methylobacter Species 0.000 claims description 2
- 241000589345 Methylococcus Species 0.000 claims description 2
- 241000589966 Methylocystis Species 0.000 claims description 2
- 241001467578 Microbacterium Species 0.000 claims description 2
- 241000192041 Micrococcus Species 0.000 claims description 2
- 241000186359 Mycobacterium Species 0.000 claims description 2
- 241000589516 Pseudomonas Species 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 20
- 239000002609 medium Substances 0.000 description 17
- 230000015572 biosynthetic process Effects 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 14
- 125000000524 functional group Chemical group 0.000 description 13
- 238000005259 measurement Methods 0.000 description 13
- -1 porphyrin bromide Chemical class 0.000 description 12
- 230000005284 excitation Effects 0.000 description 10
- 239000000178 monomer Substances 0.000 description 10
- 238000006396 nitration reaction Methods 0.000 description 9
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 239000000523 sample Substances 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 230000008033 biological extinction Effects 0.000 description 6
- 229930195712 glutamate Natural products 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 230000010363 phase shift Effects 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 238000007336 electrophilic substitution reaction Methods 0.000 description 4
- 239000001963 growth medium Substances 0.000 description 4
- 231100000252 nontoxic Toxicity 0.000 description 4
- 230000003000 nontoxic effect Effects 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- JQTAOTLIRWYSFQ-VIFPVBQESA-N bis(prop-2-enyl) (2s)-2-aminopentanedioate Chemical compound C=CCOC(=O)[C@@H](N)CCC(=O)OCC=C JQTAOTLIRWYSFQ-VIFPVBQESA-N 0.000 description 3
- 235000010633 broth Nutrition 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- FTLBCTMWXUZNRJ-UHFFFAOYSA-N chembl595309 Chemical compound C1=CC=CC=C1C(C=1NC(=C2C=CC=CC2=1)C(C=1C=CC=CC=1)=C1N=C(C2=CC=CC=C21)C(C=1C=CC=CC=1)=C1NC(C2=CC=CC=C21)=C1C=2C=CC=CC=2)=C2C3=CC=CC=C3C1=N2 FTLBCTMWXUZNRJ-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004925 denaturation Methods 0.000 description 3
- 230000036425 denaturation Effects 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000004220 glutamic acid Substances 0.000 description 3
- 235000013922 glutamic acid Nutrition 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- SMBBZHGTZJNSRQ-UHFFFAOYSA-N n'-(6,6-dichlorohexyl)methanediimine Chemical compound ClC(Cl)CCCCCN=C=N SMBBZHGTZJNSRQ-UHFFFAOYSA-N 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 230000035755 proliferation Effects 0.000 description 3
- 230000001603 reducing effect Effects 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 208000030507 AIDS Diseases 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HJCNSOVRAZFJLK-UHFFFAOYSA-N C1=CC(C(=O)O)=CC=C1C1=CC2=CC([N]3)=CC=C3C=C(C=C3)NC3=CC([N]3)=CC=C3C=C1N2 Chemical class C1=CC(C(=O)O)=CC=C1C1=CC2=CC([N]3)=CC=C3C=C(C=C3)NC3=CC([N]3)=CC=C3C=C1N2 HJCNSOVRAZFJLK-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical class [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical class [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 2
- 206010034960 Photophobia Diseases 0.000 description 2
- 206010036790 Productive cough Diseases 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- PLXBWHJQWKZRKG-UHFFFAOYSA-N Resazurin Chemical compound C1=CC(=O)C=C2OC3=CC(O)=CC=C3[N+]([O-])=C21 PLXBWHJQWKZRKG-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 206010052428 Wound Diseases 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 206010000269 abscess Diseases 0.000 description 2
- IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000003321 amplification Effects 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 150000001728 carbonyl compounds Chemical class 0.000 description 2
- 230000006315 carbonylation Effects 0.000 description 2
- 238000005810 carbonylation reaction Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 125000001165 hydrophobic group Chemical group 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000002054 inoculum Substances 0.000 description 2
- 208000013469 light sensitivity Diseases 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 2
- 229960000907 methylthioninium chloride Drugs 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000003199 nucleic acid amplification method Methods 0.000 description 2
- 238000002496 oximetry Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002824 redox indicator Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 210000003802 sputum Anatomy 0.000 description 2
- 208000024794 sputum Diseases 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical group CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical group NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 1
- GXXXUZIRGXYDFP-UHFFFAOYSA-M 2-(4-methylphenyl)acetate Chemical compound CC1=CC=C(CC([O-])=O)C=C1 GXXXUZIRGXYDFP-UHFFFAOYSA-M 0.000 description 1
- QKSGIGXOKHZCQZ-UHFFFAOYSA-N 2-chloro-2-phenylacetic acid Chemical compound OC(=O)C(Cl)C1=CC=CC=C1 QKSGIGXOKHZCQZ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 102100021390 C-terminal-binding protein 1 Human genes 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- ITIONVBQFUNVJV-UHFFFAOYSA-N Etomidoline Chemical compound C12=CC=CC=C2C(=O)N(CC)C1NC(C=C1)=CC=C1OCCN1CCCCC1 ITIONVBQFUNVJV-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 101001028025 Homo sapiens Mdm2-binding protein Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-Leucine Natural products CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- 239000004395 L-leucine Substances 0.000 description 1
- 235000019454 L-leucine Nutrition 0.000 description 1
- 125000003440 L-leucyl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])C(C([H])([H])[H])([H])C([H])([H])[H] 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 102100037572 Mdm2-binding protein Human genes 0.000 description 1
- 241000589343 Methylobacter luteus Species 0.000 description 1
- 101000735361 Mus musculus Poly(rC)-binding protein 2 Proteins 0.000 description 1
- 241000186367 Mycobacterium avium Species 0.000 description 1
- 241000187479 Mycobacterium tuberculosis Species 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 241000187654 Nocardia Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 241000586779 Protaminobacter Species 0.000 description 1
- 241000220010 Rhode Species 0.000 description 1
- 241000190932 Rhodopseudomonas Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 244000250129 Trigonella foenum graecum Species 0.000 description 1
- 235000001484 Trigonella foenum graecum Nutrition 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- 208000025087 Yersinia pseudotuberculosis infectious disease Diseases 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000000746 allylic group Chemical group 0.000 description 1
- 238000010976 amide bond formation reaction Methods 0.000 description 1
- 125000005577 anthracene group Chemical group 0.000 description 1
- HWDFZWVXKWKIHT-UHFFFAOYSA-N anthracene;naphthalene Chemical group C1=CC=CC2=CC=CC=C21.C1=CC=CC2=CC3=CC=CC=C3C=C21 HWDFZWVXKWKIHT-UHFFFAOYSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000010945 base-catalyzed hydrolysis reactiony Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 210000001787 dendrite Anatomy 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- GOMCKELMLXHYHH-UHFFFAOYSA-L dipotassium;phthalate Chemical compound [K+].[K+].[O-]C(=O)C1=CC=CC=C1C([O-])=O GOMCKELMLXHYHH-UHFFFAOYSA-L 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000012039 electrophile Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000005283 ground state Effects 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000012623 in vivo measurement Methods 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 229960003136 leucine Drugs 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 238000012886 linear function Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229940071257 lithium acetate Drugs 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 244000000010 microbial pathogen Species 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 238000000302 molecular modelling Methods 0.000 description 1
- 230000009670 mycobacterial growth Effects 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000036284 oxygen consumption Effects 0.000 description 1
- 229940049953 phenylacetate Drugs 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000001243 protein synthesis Methods 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229940006198 sodium phenylacetate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- FDJUBNCEVCSIAV-UHFFFAOYSA-N tetrakis(o-aminophenyl)porphyrin Chemical compound NC1=CC=CC=C1C(C1=CC=C(N1)C(C=1C(=CC=CC=1)N)=C1C=CC(=N1)C(C=1C(=CC=CC=1)N)=C1C=CC(N1)=C1C=2C(=CC=CC=2)N)=C2N=C1C=C2 FDJUBNCEVCSIAV-UHFFFAOYSA-N 0.000 description 1
- AWDBHOZBRXWRKS-UHFFFAOYSA-N tetrapotassium;iron(6+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+6].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] AWDBHOZBRXWRKS-UHFFFAOYSA-N 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 150000003627 tricarboxylic acid derivatives Chemical group 0.000 description 1
- 241001446247 uncultured actinomycete Species 0.000 description 1
- DNYWZCXLKNTFFI-UHFFFAOYSA-N uranium Chemical compound [U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U] DNYWZCXLKNTFFI-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- 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
- C12Q1/02—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving viable microorganisms
- C12Q1/04—Determining presence or kind of microorganism; Use of selective media for testing antibiotics or bacteriocides; Compositions containing a chemical indicator therefor
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Biophysics (AREA)
- Analytical Chemistry (AREA)
- Physics & Mathematics (AREA)
- Toxicology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Electroluminescent Light Sources (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/867,159 US6165741A (en) | 1997-05-30 | 1997-05-30 | Method for rapid detection of bacterial growth in cultures |
| US08/867,159 | 1997-05-30 | ||
| PCT/US1998/010939 WO1998054354A1 (en) | 1997-05-30 | 1998-05-29 | Method for rapid detection of bacterial growth in cultures |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008290799A Division JP4350158B2 (ja) | 1997-05-30 | 2008-11-13 | 培養におけるバクテリアの増殖の迅速検出法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002501389A true JP2002501389A (ja) | 2002-01-15 |
| JP2002501389A5 JP2002501389A5 (enExample) | 2005-12-08 |
Family
ID=25349234
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50093399A Pending JP2002501389A (ja) | 1997-05-30 | 1998-05-29 | 培養におけるバクテリアの増殖の迅速検出法 |
| JP2008290799A Expired - Fee Related JP4350158B2 (ja) | 1997-05-30 | 2008-11-13 | 培養におけるバクテリアの増殖の迅速検出法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008290799A Expired - Fee Related JP4350158B2 (ja) | 1997-05-30 | 2008-11-13 | 培養におけるバクテリアの増殖の迅速検出法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6165741A (enExample) |
| EP (1) | EP0988396A4 (enExample) |
| JP (2) | JP2002501389A (enExample) |
| AU (1) | AU761209B2 (enExample) |
| CA (1) | CA2291476C (enExample) |
| WO (1) | WO1998054354A1 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2387492C (en) * | 1999-10-14 | 2012-07-10 | The Trustees Of The University Of Pennsylvania | Apparatus for measuring an oxygen concentration gradient and method of use thereof |
| EP1134583A1 (en) * | 2000-03-17 | 2001-09-19 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO | Measuring metabolic rate changes |
| WO2004079349A1 (en) * | 2003-03-07 | 2004-09-16 | Luxcel Biosciences Limited | An oxygen sensitive probe |
| WO2005027714A2 (en) * | 2003-07-12 | 2005-03-31 | Accelr8 Technology Corporation | Sensitive and rapid biodetection |
| GB2408265A (en) * | 2003-11-21 | 2005-05-25 | Univ Sheffield | Water-soluble hyperbranched polymer porphyrins |
| EP1716252A1 (en) * | 2004-02-19 | 2006-11-02 | University College Cork-National University of Ireland, Cork | Detection of biologically active compounds |
| US7575890B2 (en) * | 2006-01-18 | 2009-08-18 | Oxygen Enterprises, Ltd. | Method for rapid detection and evaluation of cultured cell growth |
| US20080220465A1 (en) * | 2007-03-05 | 2008-09-11 | Pocared Diagnostics, Inc. | Antibiotic Sensitivity Testing Method |
| US8613158B2 (en) | 2008-04-18 | 2013-12-24 | Ball Horticultural Company | Method for grouping a plurality of growth-induced seeds for commercial use or sale based on testing of each individual seed |
| EP2350614A4 (en) * | 2008-11-07 | 2017-01-11 | Mocon, Inc. | Calibration card for oxygen optical sensors |
| US8241911B2 (en) * | 2008-11-07 | 2012-08-14 | Mocon, Inc. | Calibration card for photoluminescent oxygen sensors with zero point maintained with a metal-air battery |
| US8323978B2 (en) * | 2008-11-07 | 2012-12-04 | Mocon, Inc. | Calibration system and technique for photoluminescent oxygen sensors with zero point maintained with a metal-air battery |
| US8398922B2 (en) * | 2009-10-08 | 2013-03-19 | The United States of America as represented by the Secretary of Commerce, the National Institute of Standards and Technology | Highly sensitive oxygen sensor for cell culture |
| US20110136247A1 (en) * | 2009-12-07 | 2011-06-09 | Dmitri Boris Papkovsky | Photoluminescent oxygen probe with reduced cross-sensitivity to humidity |
| US9274060B1 (en) | 2011-01-13 | 2016-03-01 | Mocon, Inc. | Methods for transmembrane measurement of oxygen concentration and monitoring changes in oxygen concentration within a space enclosed by a membrane employing a photoluminescent transmembrane oxygen probe |
| US9121827B2 (en) | 2011-06-30 | 2015-09-01 | Mocon, Inc. | Method of contemporaneously monitoring changes in analyte concentration in a plurality of samples on individual schedules |
| WO2013010574A1 (en) * | 2011-07-18 | 2013-01-24 | Luxcel Biosciences Limited | Method and device for detection and quantification of thermoduric microorganisms in a product |
| JP2015512620A (ja) | 2012-02-16 | 2015-04-30 | スリーエム イノベイティブ プロパティズ カンパニー | 生物学的滅菌インジケータ装置及びその使用方法 |
| WO2013130510A1 (en) * | 2012-02-27 | 2013-09-06 | Sergei Vinogradov | Improved phosphorescent molecules for measuring oxygen and imaging methods |
| US10493168B2 (en) * | 2012-02-27 | 2019-12-03 | Oxygen Enterprises, Ltd | Phosphorescent meso-unsubstituted metallo-porphyrin probe molecules for measuring oxygen and imaging methods |
| US9057687B2 (en) | 2012-04-20 | 2015-06-16 | Mocon, Inc. | Calibration vial and technique for calibrating a fiber optic oxygen sensing needle |
| US8658429B1 (en) | 2012-08-06 | 2014-02-25 | Mocon, Inc. | Photoluminescent oxygen probe tack |
| US9420967B2 (en) | 2013-03-19 | 2016-08-23 | Surgisense Corporation | Apparatus, systems and methods for determining tissue oxygenation |
| ES2833471T3 (es) | 2013-10-11 | 2021-06-15 | Regeneron Pharma | Cultivo celular metabólicamente optimizado |
| US11390663B2 (en) | 2013-10-11 | 2022-07-19 | Regeneron Pharmaceuticals, Inc. | Metabolically optimized cell culture |
| CN107072505B (zh) | 2014-04-05 | 2021-03-12 | 手术感应设备公司 | 用于组织氧合的绘制的装置、系统和方法 |
| CN107850541A (zh) * | 2016-02-13 | 2018-03-27 | 百特科生物技术有限公司 | 用于检测微生物的镧系元素掺杂的纳米颗粒组合物 |
| US12059683B2 (en) | 2017-05-16 | 2024-08-13 | Agilent Technologies, Inc. | Headspace eliminating microtiter plate lid and method of optically measuring well oxygen concentration through the lid |
| ES2862190T3 (es) | 2018-07-16 | 2021-10-07 | Bacteromic Sp Z O O | Método y sistema para robar rápidamente la susceptibilidad antimicrobiana |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4062727A (en) * | 1976-04-08 | 1977-12-13 | Louisiana State University Foundation | Process for manufacturing high density cell cultures |
| JPS6463842A (en) * | 1987-09-03 | 1989-03-09 | Terumo Corp | Method and apparatus for measuring concentration of optical material |
| US5041516A (en) * | 1989-06-21 | 1991-08-20 | Cornell Research Foundation, Inc. | Dendritic molecules and method of production |
| ATE206395T1 (de) * | 1990-05-15 | 2001-10-15 | Hyperion Inc | Fluoreszierende porphyrin- und fluoreszierende phthalocyanin-polyethylenglykol-, polyol- und saccharidderivate als fluoreszierende sonden |
| US5164301A (en) * | 1990-06-22 | 1992-11-17 | Difco Laboratories | Process and kit for detecting microbial metabolism |
| AU647609B2 (en) * | 1991-04-18 | 1994-03-24 | Becton Dickinson & Company | Microbial monitoring device |
| US6362175B1 (en) * | 1991-09-20 | 2002-03-26 | The Trustees Of The University Of Pennsylvania | Porphyrin compounds for imaging tissue oxygen |
| SE468771B (sv) * | 1992-02-26 | 1993-03-15 | Perstorp Ab | Dendritisk makromolekyl av polyestertyp, foerfarande foer framstaellning daerav samt anvaendning daerav |
| US5736410A (en) * | 1992-09-14 | 1998-04-07 | Sri International | Up-converting reporters for biological and other assays using laser excitation techniques |
| DE4316394C1 (de) * | 1993-05-17 | 1994-06-23 | Biotest Ag | Verfahren zum optischen Nachweis von Mikroorganismen, ihrer Identifizierung und der Empfindlichkeitstestung gegen Antibiotika unter Verwendung eines Redoxindikatorsystems, umfassend Methylenblau und Resazurin |
| US5652106A (en) * | 1993-06-04 | 1997-07-29 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Rapid amplification-based subtyping of mycobacterium tuberculosis |
| AU5079698A (en) * | 1996-10-08 | 1998-05-05 | Photonics Biosystems | Microbiological assessment method and device utilizing oxygen gradient sensing |
-
1997
- 1997-05-30 US US08/867,159 patent/US6165741A/en not_active Expired - Lifetime
-
1998
- 1998-05-29 WO PCT/US1998/010939 patent/WO1998054354A1/en not_active Ceased
- 1998-05-29 JP JP50093399A patent/JP2002501389A/ja active Pending
- 1998-05-29 EP EP98926121A patent/EP0988396A4/en not_active Withdrawn
- 1998-05-29 CA CA2291476A patent/CA2291476C/en not_active Expired - Fee Related
- 1998-05-29 AU AU78030/98A patent/AU761209B2/en not_active Ceased
-
2008
- 2008-11-13 JP JP2008290799A patent/JP4350158B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2291476A1 (en) | 1998-12-03 |
| JP4350158B2 (ja) | 2009-10-21 |
| US6165741A (en) | 2000-12-26 |
| WO1998054354A1 (en) | 1998-12-03 |
| EP0988396A4 (en) | 2002-05-29 |
| EP0988396A1 (en) | 2000-03-29 |
| AU7803098A (en) | 1998-12-30 |
| AU761209B2 (en) | 2003-05-29 |
| CA2291476C (en) | 2010-03-23 |
| JP2009106291A (ja) | 2009-05-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4350158B2 (ja) | 培養におけるバクテリアの増殖の迅速検出法 | |
| EP1021712B1 (en) | Phosphorescent dendritic macromolecular compounds for imaging tissue oxygen | |
| JP2010535903A (ja) | 検体センサに使用されるＨＰＴＳ−モノ及びビス−Ｃｙｓ−ＭＡ重合性蛍光色素 | |
| CN109053802B (zh) | 一种比率型近红外荧光探针及其合成方法与应用 | |
| JP2021507071A (ja) | ポリマーフルオロフォア、それを含む組成物、ならびにその調製および使用方法 | |
| CN115974853A (zh) | 基于苯并半花菁类化合物的荧光探针及其制法和应用 | |
| CN113956265A (zh) | 一种基于丙二醛响应的近红外分子探针、制备方法及其应用 | |
| CN110003888B (zh) | 一种荧光纳米探针及其制备方法 | |
| CN109776564A (zh) | 一种氧杂蒽结构的亚铁离子荧光探针及其合成方法和应用 | |
| CN113201335A (zh) | 一种增强型荧光碳点及制备方法和在镉离子检测中的应用 | |
| CN112538089B (zh) | 近红外硅基罗丹明荧光染料、制备方法及其在线粒体脊膜原位免洗成像中的应用 | |
| CN107056827A (zh) | 一种基于bodipy类单线态氧荧光探针 | |
| JP2006514680A (ja) | 固相サッカライド検出化合物 | |
| CN119413768A (zh) | 一种烟叶中游离氨基酸的荧光测定方法 | |
| CN113681022B (zh) | 一种无荧光背景的金纳米材料及其制备方法与用于体外检测组胺和活体内组胺成像的方法 | |
| CN109608495A (zh) | 一种检测hno的化合物及其制备方法和应用 | |
| CN116376038A (zh) | 一种用于细胞成像和铜离子检测的纳米金属有机配合物制备方法 | |
| WO2023091767A1 (en) | Compositions and methods for use in flow cytometry | |
| CN104865233B (zh) | 基于刺激响应共轭聚合物用于检测二氧化碳含量或转化的方法 | |
| CN112239462B (zh) | 基于香豆素和羧酸吲哚的氰根受体化合物、制备方法及其应用 | |
| CN116660249A (zh) | 一种基于ZrMOFs@PEI@AuAgNCs复合物的双波长ECL传感器及其应用 | |
| CN113416540A (zh) | 一种应用于检测药物性耳聋试剂的碳点及其制备方法 | |
| Shadmehr | Design and Synthesis of Triazabutadiene-Based Fluorogenic Probes for Tyrosine Specific Labeling of Proteins | |
| CN115340517B (zh) | 一种极性敏感阳离子荧光染料及其制备方法和应用 | |
| CN120004831B (zh) | 一种分子探针及其制备方法与应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20041222 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20050530 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20050530 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20071127 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20080227 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20080414 |
|
| A524 | Written submission of copy of amendment under article 19 pct |
Free format text: JAPANESE INTERMEDIATE CODE: A524 Effective date: 20080527 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20080715 |
|
| RD03 | Notification of appointment of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7423 Effective date: 20081007 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20081007 |