glutathione reduced state - an overview Glutathione reduced ethyl ester =

Description

Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.) Not-in-force Links RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 title claims description 388 229960003180 glutathione Drugs 0.000 title claims description 186 229920000344 molecularly imprinted polymer Polymers 0.000 title claims description 87 108010024636 Glutathione Proteins 0.000 title claims description 73 238000000034 method Methods 0.000 title claims description 39 235000003969 glutathione Nutrition 0.000 claims description 87 230000015572 biosynthetic process Effects 0.000 claims description 25 238000000605 extraction Methods 0.000 claims description 24 239000000178 monomer Substances 0.000 claims description 23 229940000406 drug candidate Drugs 0.000 claims description 17 231100000820 toxicity test Toxicity 0.000 claims description 12 238000009602 toxicology test Methods 0.000 claims description 11 125000003396 thiol group Chemical group [H]S* 0.000 claims description 10 238000001514 detection method Methods 0.000 claims description 9 230000008569 process Effects 0.000 claims description 8 239000011159 matrix material Substances 0.000 claims description 7 238000000926 separation method Methods 0.000 claims description 7 238000007334 copolymerization reaction Methods 0.000 claims description 5 125000005395 methacrylic acid group Chemical group 0.000 claims description 5 229920006395 saturated elastomer Polymers 0.000 claims description 5 NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4 125000005842 heteroatom Chemical group 0.000 claims description 4 230000014759 maintenance of location Effects 0.000 claims description 4 229910052760 oxygen Inorganic materials 0.000 claims description 4 229910052717 sulfur Inorganic materials 0.000 claims description 4 229920002554 vinyl polymer Polymers 0.000 claims description 4 238000006243 chemical reaction Methods 0.000 claims description 3 238000003776 cleavage reaction Methods 0.000 claims description 3 125000004122 cyclic group Chemical group 0.000 claims description 3 238000000746 purification Methods 0.000 claims description 3 230000007017 scission Effects 0.000 claims description 3 238000001179 sorption measurement Methods 0.000 claims description 3 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3 PQLIJYXBMZPSNT-WFGXUCIJSA-N CC(=C)C(O)=O.OC(=O)[C@@H](N)CCC(=O)N(C(=O)OC(C)(C)C)[C@H](C(=O)NCC(O)=O)CSSC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O Chemical compound CC(=C)C(O)=O.OC(=O)[C@@H](N)CCC(=O)N(C(=O)OC(C)(C)C)[C@H](C(=O)NCC(O)=O)CSSC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O PQLIJYXBMZPSNT-WFGXUCIJSA-N 0.000 claims description 2 238000010521 absorption reaction Methods 0.000 claims description 2 125000003636 chemical group Chemical group 0.000 claims description 2 238000013270 controlled release Methods 0.000 claims description 2 125000002228 disulfide group Chemical group 0.000 claims description 2 150000002430 hydrocarbons Chemical class 0.000 claims description 2 238000006068 polycondensation reaction Methods 0.000 claims description 2 230000002349 favourable effect Effects 0.000 claims 2 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1 239000004215 Carbon black (E152) Substances 0.000 claims 1 229930195733 hydrocarbon Natural products 0.000 claims 1 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1 WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 41 239000000243 solution Substances 0.000 description 26 238000013459 approach Methods 0.000 description 25 LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 21 XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21 XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 20 OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 16 QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15 YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15 WMYLYYNMCFINGV-CKCBUVOCSA-N (2s)-2-amino-5-[[(2r)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O.OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O WMYLYYNMCFINGV-CKCBUVOCSA-N 0.000 description 14 IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14 230000003993 interaction Effects 0.000 description 14 239000000463 material Substances 0.000 description 14 239000002207 metabolite Substances 0.000 description 14 238000004128 high performance liquid chromatography Methods 0.000 description 13 -1 heteroaryl radical Chemical class 0.000 description 12 239000000203 mixture Substances 0.000 description 11 239000000047 product Substances 0.000 description 11 238000004458 analytical method Methods 0.000 description 10 241000894007 species Species 0.000 description 10 238000003786 synthesis reaction Methods 0.000 description 10 CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9 230000006870 function Effects 0.000 description 9 229910052757 nitrogen Inorganic materials 0.000 description 9 238000006116 polymerization reaction Methods 0.000 description 9 229920000642 polymer Polymers 0.000 description 8 HWLDEBICSINTBN-UTLUCORTSA-N (4s)-4-amino-5-[[(2r)-1-[(2-ethoxy-2-oxoethyl)amino]-3-[(2r)-2-hydroxypropanoyl]sulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid Chemical compound CCOC(=O)CNC(=O)[C@H](CSC(=O)[C@@H](C)O)NC(=O)[C@@H](N)CCC(O)=O HWLDEBICSINTBN-UTLUCORTSA-N 0.000 description 7 238000005406 washing Methods 0.000 description 7 OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6 VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6 230000004048 modification Effects 0.000 description 6 238000012986 modification Methods 0.000 description 6 239000002245 particle Substances 0.000 description 6 NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5 CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5 239000003480 eluent Substances 0.000 description 5 238000002360 preparation method Methods 0.000 description 5 230000000717 retained effect Effects 0.000 description 5 239000002904 solvent Substances 0.000 description 5 238000013456 study Methods 0.000 description 5 RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4 KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 4 BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 4 XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4 FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4 230000005587 bubbling Effects 0.000 description 4 238000012512 characterization method Methods 0.000 description 4 150000001875 compounds Chemical class 0.000 description 4 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4 238000011534 incubation Methods 0.000 description 4 238000002347 injection Methods 0.000 description 4 239000007924 injection Substances 0.000 description 4 238000002156 mixing Methods 0.000 description 4 238000011084 recovery Methods 0.000 description 4 SGVGXZUYPSIJPZ-IUCAKERBSA-N (2S)-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid Chemical compound CC(C)(C)OC(=O)N[C@H](C(O)=O)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O SGVGXZUYPSIJPZ-IUCAKERBSA-N 0.000 description 3 CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 3 108010053070 Glutathione Disulfide Proteins 0.000 description 3 ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3 DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 3 HAXFWIACAGNFHA-UHFFFAOYSA-N aldrithiol Chemical compound C=1C=CC=NC=1SSC1=CC=CC=N1 HAXFWIACAGNFHA-UHFFFAOYSA-N 0.000 description 3 239000007864 aqueous solution Substances 0.000 description 3 238000000149 argon plasma sintering Methods 0.000 description 3 239000003431 cross linking reagent Substances 0.000 description 3 YPZRWBKMTBYPTK-BJDJZHNGSA-N glutathione disulfide Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@H](C(=O)NCC(O)=O)CSSC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O YPZRWBKMTBYPTK-BJDJZHNGSA-N 0.000 description 3 239000003550 marker Substances 0.000 description 3 238000002414 normal-phase solid-phase extraction Methods 0.000 description 3 239000012074 organic phase Substances 0.000 description 3 239000000843 powder Substances 0.000 description 3 239000000377 silicon dioxide Substances 0.000 description 3 238000003756 stirring Methods 0.000 description 3 239000000126 substance Substances 0.000 description 3 150000003573 thiols Chemical class 0.000 description 3 MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 2 MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2 XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 2 DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2 108010008488 Glycylglycine Proteins 0.000 description 2 JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2 241001080024 Telles Species 0.000 description 2 241001122767 Theaceae Species 0.000 description 2 HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2 239000003463 adsorbent Substances 0.000 description 2 150000001412 amines Chemical group 0.000 description 2 239000012491 analyte Substances 0.000 description 2 239000003637 basic solution Substances 0.000 description 2 230000008901 benefit Effects 0.000 description 2 210000004027 cell Anatomy 0.000 description 2 238000007385 chemical modification Methods 0.000 description 2 239000003153 chemical reaction reagent Substances 0.000 description 2 239000003795 chemical substances by application Substances 0.000 description 2 HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2 230000003750 conditioning effect Effects 0.000 description 2 239000002537 cosmetic Substances 0.000 description 2 125000001295 dansyl group Chemical group [H]C1=C([H])C(N(C([H])([H])[H])C([H])([H])[H])=C2C([H])=C([H])C([H])=C(C2=C1[H])S(*)(=O)=O 0.000 description 2 239000003814 drug Substances 0.000 description 2 229940079593 drug Drugs 0.000 description 2 229940082150 encore Drugs 0.000 description 2 STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2 238000011156 evaluation Methods 0.000 description 2 239000002778 food additive Substances 0.000 description 2 235000013373 food additive Nutrition 0.000 description 2 239000000499 gel Substances 0.000 description 2 YMAWOPBAYDPSLA-UHFFFAOYSA-N glycine anhydride Natural products [NH3+]CC(=O)NCC([O-])=O YMAWOPBAYDPSLA-UHFFFAOYSA-N 0.000 description 2 229940043257 glycylglycine Drugs 0.000 description 2 239000003112 inhibitor Substances 0.000 description 2 239000003999 initiator Substances 0.000 description 2 238000002372 labelling Methods 0.000 description 2 ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 2 238000007254 oxidation reaction Methods 0.000 description 2 229910000073 phosphorus hydride Inorganic materials 0.000 description 2 238000002203 pretreatment Methods 0.000 description 2 238000011002 quantification Methods 0.000 description 2 230000005855 radiation Effects 0.000 description 2 229930195734 saturated hydrocarbon Natural products 0.000 description 2 239000011780 sodium chloride Substances 0.000 description 2 239000007790 solid phase Substances 0.000 description 2 238000002470 solid-phase micro-extraction Methods 0.000 description 2 239000000725 suspension Substances 0.000 description 2 238000012360 testing method Methods 0.000 description 2 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2 AGGVESWXCMESMU-AAQZBYNGSA-N (2s)-2-amino-5-[[(2r)-3-[[(2r)-2-[[(4s)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.OC(=O)[C@@H](N)CCC(=O)N[C@H](C(=O)NCC(O)=O)CSSC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O AGGVESWXCMESMU-AAQZBYNGSA-N 0.000 description 1 IBVPVTPPYGGAEL-UHFFFAOYSA-N 1,3-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC(C(C)=C)=C1 IBVPVTPPYGGAEL-UHFFFAOYSA-N 0.000 description 1 WEERVPDNCOGWJF-UHFFFAOYSA-N 1,4-bis(ethenyl)benzene Chemical compound C=CC1=CC=C(C=C)C=C1 WEERVPDNCOGWJF-UHFFFAOYSA-N 0.000 description 1 SDTADDXWFMZCEW-UHFFFAOYSA-N 1-(pyridin-2-yldisulfanyl)ethanol Chemical compound CC(O)SSC1=CC=CC=N1 SDTADDXWFMZCEW-UHFFFAOYSA-N 0.000 description 1 YERHJBPPDGHCRJ-UHFFFAOYSA-N 1-[4-(1-oxoprop-2-enyl)-1-piperazinyl]-2-propen-1-one Chemical compound C=CC(=O)N1CCN(C(=O)C=C)CC1 YERHJBPPDGHCRJ-UHFFFAOYSA-N 0.000 description 1 XXMFJKNOJSDQBM-UHFFFAOYSA-N 2,2,2-trifluoroacetic acid;hydrate Chemical compound [OH3+].[O-]C(=O)C(F)(F)F XXMFJKNOJSDQBM-UHFFFAOYSA-N 0.000 description 1 GDOBGDUGIFUCJV-UHFFFAOYSA-N 2,2-dimethylbutane;2-methylprop-2-enoic acid Chemical compound CCC(C)(C)C.CC(=C)C(O)=O.CC(=C)C(O)=O.CC(=C)C(O)=O GDOBGDUGIFUCJV-UHFFFAOYSA-N 0.000 description 1 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 1 PIYJQTKZHLLZQE-UHFFFAOYSA-N 2-methyl-n-[2-(2-methylprop-2-enoylamino)ethyl]prop-2-enamide Chemical compound CC(=C)C(=O)NCCNC(=O)C(C)=C PIYJQTKZHLLZQE-UHFFFAOYSA-N 0.000 description 1 GPZMMHLFZGNTRW-UHFFFAOYSA-N 2-methyl-n-[3-(2-methylprop-2-enoylamino)phenyl]prop-2-enamide Chemical compound CC(=C)C(=O)NC1=CC=CC(NC(=O)C(C)=C)=C1 GPZMMHLFZGNTRW-UHFFFAOYSA-N 0.000 description 1 LRBAGBSJVWOHDF-UHFFFAOYSA-N 2-methyl-n-[4-(2-methylprop-2-enoylamino)butyl]prop-2-enamide Chemical compound CC(=C)C(=O)NCCCCNC(=O)C(C)=C LRBAGBSJVWOHDF-UHFFFAOYSA-N 0.000 description 1 YBKWKURHPIBUEM-UHFFFAOYSA-N 2-methyl-n-[6-(2-methylprop-2-enoylamino)hexyl]prop-2-enamide Chemical compound CC(=C)C(=O)NCCCCCCNC(=O)C(C)=C YBKWKURHPIBUEM-UHFFFAOYSA-N 0.000 description 1 COUSKCJMTHTAAP-UHFFFAOYSA-N 3,5-bis(prop-2-enoylamino)benzoic acid Chemical compound OC(=O)C1=CC(NC(=O)C=C)=CC(NC(=O)C=C)=C1 COUSKCJMTHTAAP-UHFFFAOYSA-N 0.000 description 1 QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1 BQAOGEPSOXHMHO-OZZZDHQUSA-N C(=O)(OC(C)(C)C)N[C@H](C(=O)O)CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O.C(C(=C)C)(=O)O Chemical compound C(=O)(OC(C)(C)C)N[C@H](C(=O)O)CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O.C(C(=C)C)(=O)O BQAOGEPSOXHMHO-OZZZDHQUSA-N 0.000 description 1 XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1 WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1 231100000750 In vitro toxicology Toxicity 0.000 description 1 101100449785 Mus musculus Gsx2 gene Proteins 0.000 description 1 WXJRZSRVUUJKAX-WDSKDSINSA-N N[C@@H](CCC(N[C@@H](CS)C(NCC(O)O)=O)=O)C(O)=O Chemical compound N[C@@H](CCC(N[C@@H](CS)C(NCC(O)O)=O)=O)C(O)=O WXJRZSRVUUJKAX-WDSKDSINSA-N 0.000 description 1 PGQBJEAECNFBER-GEMLJDPKSA-N N[C@H](C(=O)O)CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O.C(C1(CS1)C)(=[O+][S-])O Chemical compound N[C@H](C(=O)O)CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O.C(C1(CS1)C)(=[O+][S-])O PGQBJEAECNFBER-GEMLJDPKSA-N 0.000 description 1 229930040373 Paraformaldehyde Natural products 0.000 description 1 239000004695 Polyether sulfone Substances 0.000 description 1 239000004697 Polyetherimide Substances 0.000 description 1 229920002873 Polyethylenimine Polymers 0.000 description 1 239000004642 Polyimide Substances 0.000 description 1 239000004721 Polyphenylene oxide Substances 0.000 description 1 239000004372 Polyvinyl alcohol Substances 0.000 description 1 FVRWSIPJNWXCEO-YUMQZZPRSA-N S-acetylglutathione Chemical compound OC(=O)CNC(=O)[C@H](CSC(=O)C)NC(=O)CC[C@H](N)C(O)=O FVRWSIPJNWXCEO-YUMQZZPRSA-N 0.000 description 1 RSTYNRFIUBELCA-ZDUSSCGKSA-N [(2s)-3-phenyl-2-(prop-2-enoylamino)propyl] prop-2-enoate Chemical compound C=CC(=O)OC[C@@H](NC(=O)C=C)CC1=CC=CC=C1 RSTYNRFIUBELCA-ZDUSSCGKSA-N 0.000 description 1 MDMKOESKPAVFJF-UHFFFAOYSA-N [4-(2-methylprop-2-enoyloxy)phenyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=C(OC(=O)C(C)=C)C=C1 MDMKOESKPAVFJF-UHFFFAOYSA-N 0.000 description 1 239000004480 active ingredient Substances 0.000 description 1 239000013543 active substance Substances 0.000 description 1 125000000217 alkyl group Chemical group 0.000 description 1 125000000746 allylic group Chemical group 0.000 description 1 239000008346 aqueous phase Substances 0.000 description 1 239000003125 aqueous solvent Substances 0.000 description 1 125000003118 aryl group Chemical group 0.000 description 1 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 description 1 239000000872 buffer Substances 0.000 description 1 239000007853 buffer solution Substances 0.000 description 1 CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1 239000003638 chemical reducing agent Substances 0.000 description 1 239000013626 chemical specie Substances 0.000 description 1 235000012000 cholesterol Nutrition 0.000 description 1 238000004587 chromatography analysis Methods 0.000 description 1 238000004737 colorimetric analysis Methods 0.000 description 1 239000012230 colorless oil Substances 0.000 description 1 230000000052 comparative effect Effects 0.000 description 1 230000008260 defense mechanism Effects 0.000 description 1 238000011161 development Methods 0.000 description 1 238000003745 diagnosis Methods 0.000 description 1 239000000539 dimer Substances 0.000 description 1 VHJLVAABSRFDPM-QWWZWVQMSA-N dithiothreitol Chemical compound SC[C@@H](O)[C@H](O)CS VHJLVAABSRFDPM-QWWZWVQMSA-N 0.000 description 1 238000010828 elution Methods 0.000 description 1 239000000839 emulsion Substances 0.000 description 1 210000003527 eukaryotic cell Anatomy 0.000 description 1 239000000706 filtrate Substances 0.000 description 1 125000000524 functional group Chemical group 0.000 description 1 239000011521 glass Substances 0.000 description 1 229940045883 glutathione disulfide Drugs 0.000 description 1 PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1 239000010931 gold Substances 0.000 description 1 229910052737 gold Inorganic materials 0.000 description 1 230000036541 health Effects 0.000 description 1 229910052739 hydrogen Inorganic materials 0.000 description 1 239000001257 hydrogen Substances 0.000 description 1 230000002209 hydrophobic effect Effects 0.000 description 1 238000003384 imaging method Methods 0.000 description 1 238000011065 in-situ storage Methods 0.000 description 1 230000002452 interceptive effect Effects 0.000 description 1 230000003834 intracellular effect Effects 0.000 description 1 238000010982 kinetic investigation Methods 0.000 description 1 230000007774 longterm Effects 0.000 description 1 238000004949 mass spectrometry Methods 0.000 description 1 229940126601 medicinal product Drugs 0.000 description 1 VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1 CSJDCSCTVDEHRN-UHFFFAOYSA-N methane;molecular oxygen Chemical compound C.O=O CSJDCSCTVDEHRN-UHFFFAOYSA-N 0.000 description 1 YQCIWBXEVYWRCW-UHFFFAOYSA-N methane;sulfane Chemical compound C.S YQCIWBXEVYWRCW-UHFFFAOYSA-N 0.000 description 1 239000004530 micro-emulsion Substances 0.000 description 1 210000001589 microsome Anatomy 0.000 description 1 YSGITULMFHYMSG-UHFFFAOYSA-N n-[4-(prop-2-enoylamino)phenyl]prop-2-enamide Chemical compound C=CC(=O)NC1=CC=C(NC(=O)C=C)C=C1 YSGITULMFHYMSG-UHFFFAOYSA-N 0.000 description 1 239000002547 new drug Substances 0.000 description 1 238000009206 nuclear medicine Methods 0.000 description 1 239000012038 nucleophile Substances 0.000 description 1 239000003921 oil Substances 0.000 description 1 230000003287 optical effect Effects 0.000 description 1 239000003960 organic solvent Substances 0.000 description 1 230000003647 oxidation Effects 0.000 description 1 238000005325 percolation Methods 0.000 description 1 239000012071 phase Substances 0.000 description 1 239000008055 phosphate buffer solution Substances 0.000 description 1 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 description 1 229920002401 polyacrylamide Polymers 0.000 description 1 229920000058 polyacrylate Polymers 0.000 description 1 229920002239 polyacrylonitrile Polymers 0.000 description 1 229920000570 polyether Polymers 0.000 description 1 229920006393 polyether sulfone Polymers 0.000 description 1 229920001601 polyetherimide Polymers 0.000 description 1 229920001721 polyimide Polymers 0.000 description 1 229920000193 polymethacrylate Polymers 0.000 description 1 229920006324 polyoxymethylene Polymers 0.000 description 1 229920001296 polysiloxane Polymers 0.000 description 1 229920002451 polyvinyl alcohol Polymers 0.000 description 1 229920000915 polyvinyl chloride Polymers 0.000 description 1 239000004800 polyvinyl chloride Substances 0.000 description 1 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1 239000001267 polyvinylpyrrolidone Substances 0.000 description 1 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1 231100000683 possible toxicity Toxicity 0.000 description 1 239000002244 precipitate Substances 0.000 description 1 238000001556 precipitation Methods 0.000 description 1 UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1 238000004451 qualitative analysis Methods 0.000 description 1 238000004445 quantitative analysis Methods 0.000 description 1 150000003254 radicals Chemical class 0.000 description 1 230000009257 reactivity Effects 0.000 description 1 230000009467 reduction Effects 0.000 description 1 QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1 238000012552 review Methods 0.000 description 1 239000012047 saturated solution Substances 0.000 description 1 238000012216 screening Methods 0.000 description 1 230000035945 sensitivity Effects 0.000 description 1 239000007787 solid Substances 0.000 description 1 238000004611 spectroscopical analysis Methods 0.000 description 1 239000007858 starting material Substances 0.000 description 1 238000000092 stir-bar solid-phase extraction Methods 0.000 description 1 238000003860 storage Methods 0.000 description 1 125000001424 substituent group Chemical group 0.000 description 1 125000003107 substituted aryl group Chemical group 0.000 description 1 239000000758 substrate Substances 0.000 description 1 XBXCNNQPRYLIDE-UHFFFAOYSA-N tert-butylcarbamic acid Chemical compound CC(C)(C)NC(O)=O XBXCNNQPRYLIDE-UHFFFAOYSA-N 0.000 description 1 238000002560 therapeutic procedure Methods 0.000 description 1 231100000419 toxicity Toxicity 0.000 description 1 230000001988 toxicity Effects 0.000 description 1 238000002604 ultrasonography Methods 0.000 description 1 239000000273 veterinary drug Substances 0.000 description 1 239000002699 waste material Substances 0.000 description 1 DGVVWUTYPXICAM-UHFFFAOYSA-N Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1 Images Classifications GPHYSICS G01MEASURING