CN103012193A - 隐色孔雀石绿半抗原、人工抗原及制备方法 - Google Patents
隐色孔雀石绿半抗原、人工抗原及制备方法 Download PDFInfo
- Publication number
- CN103012193A CN103012193A CN2012105462258A CN201210546225A CN103012193A CN 103012193 A CN103012193 A CN 103012193A CN 2012105462258 A CN2012105462258 A CN 2012105462258A CN 201210546225 A CN201210546225 A CN 201210546225A CN 103012193 A CN103012193 A CN 103012193A
- Authority
- CN
- China
- Prior art keywords
- malachite green
- unsubstituted
- formula
- particularly preferably
- reaction
- 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.)
- Granted
Links
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 title claims abstract description 96
- 229940107698 malachite green Drugs 0.000 title claims abstract description 95
- 239000000427 antigen Substances 0.000 title claims abstract description 49
- 102000036639 antigens Human genes 0.000 title claims abstract description 49
- 108091007433 antigens Proteins 0.000 title claims abstract description 49
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 25
- 238000001514 detection method Methods 0.000 claims abstract description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims description 68
- 150000001875 compounds Chemical class 0.000 claims description 38
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 33
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 claims description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 19
- YZUPZGFPHUVJKC-UHFFFAOYSA-N 1-bromo-2-methoxyethane Chemical compound COCCBr YZUPZGFPHUVJKC-UHFFFAOYSA-N 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 16
- 229920005989 resin Polymers 0.000 claims description 16
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 10
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 10
- CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- CMEWLCATCRTSGF-UHFFFAOYSA-N N,N-dimethyl-4-nitrosoaniline Chemical compound CN(C)C1=CC=C(N=O)C=C1 CMEWLCATCRTSGF-UHFFFAOYSA-N 0.000 claims description 6
- 102000004169 proteins and genes Human genes 0.000 claims description 6
- 108090000623 proteins and genes Proteins 0.000 claims description 6
- 239000000376 reactant Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 102000014914 Carrier Proteins Human genes 0.000 claims description 3
- 108010078791 Carrier Proteins Proteins 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims description 2
- 230000007613 environmental effect Effects 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 2
- WZKXBGJNNCGHIC-UHFFFAOYSA-N Leucomalachite green Chemical compound C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)C1=CC=CC=C1 WZKXBGJNNCGHIC-UHFFFAOYSA-N 0.000 abstract description 5
- 230000035945 sensitivity Effects 0.000 abstract description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 2
- 238000011084 recovery Methods 0.000 abstract description 2
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 229920002521 macromolecule Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 description 21
- 239000000243 solution Substances 0.000 description 21
- 238000003810 ethyl acetate extraction Methods 0.000 description 17
- 239000012074 organic phase Substances 0.000 description 17
- 238000005160 1H NMR spectroscopy Methods 0.000 description 15
- 238000013019 agitation Methods 0.000 description 15
- 230000003595 spectral effect Effects 0.000 description 14
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 13
- 238000003756 stirring Methods 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
- 238000000746 purification Methods 0.000 description 11
- 238000000926 separation method Methods 0.000 description 11
- 238000010898 silica gel chromatography Methods 0.000 description 10
- 230000008878 coupling Effects 0.000 description 8
- 238000010168 coupling process Methods 0.000 description 8
- 238000005859 coupling reaction Methods 0.000 description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 239000012043 crude product Substances 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- 230000004044 response Effects 0.000 description 7
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- 0 CCCC(C)c1ccc(C(c(cc2)ccc2C(N*N)=*)c(cc2)ccc2N(C)C)cc1 Chemical compound CCCC(C)c1ccc(C(c(cc2)ccc2C(N*N)=*)c(cc2)ccc2N(C)C)cc1 0.000 description 6
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 6
- 230000006837 decompression Effects 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 230000007246 mechanism Effects 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000003814 drug Substances 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 238000005303 weighing Methods 0.000 description 5
- 241000251468 Actinopterygii Species 0.000 description 4
- 239000007821 HATU Substances 0.000 description 4
- 229920001213 Polysorbate 20 Polymers 0.000 description 4
- 238000013016 damping Methods 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- UQLDLKMNUJERMK-UHFFFAOYSA-L di(octadecanoyloxy)lead Chemical compound [Pb+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O UQLDLKMNUJERMK-UHFFFAOYSA-L 0.000 description 4
- 238000000502 dialysis Methods 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 230000002163 immunogen Effects 0.000 description 4
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 4
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- 210000002966 serum Anatomy 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
- 235000019270 ammonium chloride Nutrition 0.000 description 3
- 238000009360 aquaculture Methods 0.000 description 3
- 244000144974 aquaculture Species 0.000 description 3
- 239000012954 diazonium Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000012280 lithium aluminium hydride Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 229960004249 sodium acetate Drugs 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N DMSO Substances CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 230000002860 competitive effect Effects 0.000 description 2
- 230000021615 conjugation Effects 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000003053 immunization Effects 0.000 description 2
- 238000003018 immunoassay Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 2
- HOGDNTQCSIKEEV-UHFFFAOYSA-N n'-hydroxybutanediamide Chemical compound NC(=O)CCC(=O)NO HOGDNTQCSIKEEV-UHFFFAOYSA-N 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 150000003384 small molecules Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- GCPXLNGKNMWVCT-SIXSVYSXSA-N C/C=C(/CCc(cc1)ccc1N)\C=C/C(NC(c1ccc(C(c(cc2)ccc2N(C)C)c(cc2)ccc2N(C)C)cc1)=O)=C Chemical compound C/C=C(/CCc(cc1)ccc1N)\C=C/C(NC(c1ccc(C(c(cc2)ccc2N(C)C)c(cc2)ccc2N(C)C)cc1)=O)=C GCPXLNGKNMWVCT-SIXSVYSXSA-N 0.000 description 1
- KRCSCEPWDXYNDY-UHFFFAOYSA-N CN(C)c1ccc(C(c(cc2)ccc2/C(/Nc2ccc(CCc(cc3)ccc3N)cc2)=[O]/C)c(cc2)ccc2N(C)C)cc1 Chemical compound CN(C)c1ccc(C(c(cc2)ccc2/C(/Nc2ccc(CCc(cc3)ccc3N)cc2)=[O]/C)c(cc2)ccc2N(C)C)cc1 KRCSCEPWDXYNDY-UHFFFAOYSA-N 0.000 description 1
- WSJSEQICIJHHPF-UHFFFAOYSA-N CN(C)c1ccc(C(c(cc2)ccc2N(C)C)c2cc(C(Nc3ccc(CCc(cc4)ccc4N)cc3)=O)ccc2)cc1 Chemical compound CN(C)c1ccc(C(c(cc2)ccc2N(C)C)c2cc(C(Nc3ccc(CCc(cc4)ccc4N)cc3)=O)ccc2)cc1 WSJSEQICIJHHPF-UHFFFAOYSA-N 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- 238000002965 ELISA Methods 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000283074 Equus asinus Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000607142 Salmonella Species 0.000 description 1
- 241000404975 Synchiropus splendidus Species 0.000 description 1
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000005557 antagonist Substances 0.000 description 1
- 230000000890 antigenic effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001555 benzenes Chemical group 0.000 description 1
- 238000002306 biochemical method Methods 0.000 description 1
- 230000031018 biological processes and functions Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003636 conditioned culture medium Substances 0.000 description 1
- 239000012228 culture supernatant Substances 0.000 description 1
- 230000024835 cytogamy Effects 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 230000000984 immunochemical effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003471 mutagenic agent Substances 0.000 description 1
- 229940031815 mycocide Drugs 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 230000005311 nuclear magnetism Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 238000003822 preparative gas chromatography Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003107 structure activity relationship analysis Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
免疫抗原 | a-BSA | b-BSA | c-BSA | d-BSA | e-BSA | f-BSA | h-BSA |
结合比 | 32:1 | 38:1 | 28:1 | 25:1 | 36:1 | 32:1 | 31:1 |
免疫抗原 | i-BSA | j-BSA | k-BSA | l-BSA | m-BSA | n-BSA | o-BSA |
结合比 | 32:1 | 31:1 | 35:1 | 25:1 | 29:1 | 28:1 | 28:1 |
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201210546225.8A CN103012193B (zh) | 2012-12-14 | 2012-12-14 | 隐色孔雀石绿半抗原、人工抗原及制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201210546225.8A CN103012193B (zh) | 2012-12-14 | 2012-12-14 | 隐色孔雀石绿半抗原、人工抗原及制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN103012193A true CN103012193A (zh) | 2013-04-03 |
CN103012193B CN103012193B (zh) | 2015-08-19 |
Family
ID=47961358
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201210546225.8A Active CN103012193B (zh) | 2012-12-14 | 2012-12-14 | 隐色孔雀石绿半抗原、人工抗原及制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN103012193B (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104569372A (zh) * | 2014-12-31 | 2015-04-29 | 中国农业科学院农业质量标准与检测技术研究所 | 一种隐性孔雀石绿半抗原的制备方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002098369A2 (en) * | 2001-06-07 | 2002-12-12 | Wyeth Holdings Corporation | Mutant forms of cholera holotoxin as an adjuvant |
CN1672054A (zh) * | 2002-07-25 | 2005-09-21 | 阿克拉若生物科学公司 | 检测受体寡聚化 |
CN101245032A (zh) * | 2008-01-31 | 2008-08-20 | 华南农业大学 | 隐孔雀石绿半抗原及制备得到的抗体和抗体的应用 |
CN101451999B (zh) * | 2008-01-16 | 2012-09-12 | 北京中德大地食品安全技术开发有限责任公司 | 一种检测隐性孔雀石绿直接竞争elisa试剂盒 |
-
2012
- 2012-12-14 CN CN201210546225.8A patent/CN103012193B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002098369A2 (en) * | 2001-06-07 | 2002-12-12 | Wyeth Holdings Corporation | Mutant forms of cholera holotoxin as an adjuvant |
CN1672054A (zh) * | 2002-07-25 | 2005-09-21 | 阿克拉若生物科学公司 | 检测受体寡聚化 |
CN101451999B (zh) * | 2008-01-16 | 2012-09-12 | 北京中德大地食品安全技术开发有限责任公司 | 一种检测隐性孔雀石绿直接竞争elisa试剂盒 |
CN101245032A (zh) * | 2008-01-31 | 2008-08-20 | 华南农业大学 | 隐孔雀石绿半抗原及制备得到的抗体和抗体的应用 |
Non-Patent Citations (2)
Title |
---|
TETSUO NAGANO等: "Hydrophobic Modifications at 1-Phosphate of Inositol 1,4,5-Trisphosphate Analogues Enhance Receptor Binding", 《BIOORGANIC & MEDICINAL CHEMISTRY LETTERS》 * |
沈玉栋等: "隐孔雀石绿半抗原与全抗原设计、合成及鉴定", 《食品科学》 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104569372A (zh) * | 2014-12-31 | 2015-04-29 | 中国农业科学院农业质量标准与检测技术研究所 | 一种隐性孔雀石绿半抗原的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN103012193B (zh) | 2015-08-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN104263701B (zh) | 一株氯霉素类通用性单克隆抗体杂交瘤细胞株及其应用 | |
TR201911272T4 (tr) | Paliperidon haptenleri. | |
CN105301234B (zh) | 一种克仑特罗免疫磁珠分离富集试剂盒及其应用 | |
CN110498766A (zh) | 氟啶胺半抗原、人工抗原和抗体及其制备方法和应用 | |
CN103588661A (zh) | 尼卡巴嗪半抗原和人工抗原的制备 | |
CN105838681B (zh) | 一株抗地塞米松特异性单克隆抗体杂交瘤细胞株c3及其应用 | |
CN107014993B (zh) | 一种检测动物源性食品中头孢类抗生素的间接竞争elisa试剂盒及其应用 | |
CN110305139B (zh) | 用于间接检测米酵菌酸的毒黄素半抗原及其合成方法 | |
CN107012128A (zh) | 一种分泌抗黄曲霉毒素b1单克隆抗体的杂交瘤细胞株及其应用 | |
US20220010029A1 (en) | Hybridoma cell strain that secrets anti-dinitolmide monoclonal antibodies and the application of hybridoma cell strain | |
CN105624119B (zh) | 杂交瘤细胞株yqqd8及其产生的抗辣椒素、二氢辣椒素、合成辣椒素通用单克隆抗体 | |
CN106831498A (zh) | 呋喃西林代谢物sem衍生化半抗原、人工抗原的制备方法及其应用 | |
CN105916860A (zh) | 6-单乙酰吗啡类似物的合成和使用方法 | |
CN108456661A (zh) | 一株抗苯并芘特异性单克隆抗体杂交瘤细胞株及其应用 | |
CN103012193B (zh) | 隐色孔雀石绿半抗原、人工抗原及制备方法 | |
CN110938007A (zh) | 三氯杀螨醇半抗原、人工抗原、抗体及其合成方法和应用 | |
CN110294762B (zh) | 检测米酵菌酸中毒的人工抗原及应用 | |
CN109575123B (zh) | 一种氟乙酰胺半抗原及单克隆抗体的制备方法与应用 | |
CN107118159A (zh) | 呋喃妥因代谢物ahd衍生化半抗原、人工抗原的制备方法及其应用 | |
CN114315722B (zh) | 唑虫酰胺人工半抗原及其抗体的制备与应用 | |
CN109608479A (zh) | 一种毒鼠强半抗原及单克隆抗体的制备方法与应用 | |
CN114031528B (zh) | 氟苯尼考半抗原、人工抗原、抗体及其合成方法和应用 | |
CN104530221B (zh) | 一种邻苯二甲酸酯类化合物通用人工抗原的合成方法 | |
CN105439997B (zh) | 一种克百威氨基化半抗原的合成方法及应用 | |
CN113637642A (zh) | 一株分泌三氯杀螨醇单克隆抗体的杂交瘤细胞株及其应用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20130403 Assignee: Huzhou Feiying Financial Leasing Co.,Ltd. Assignor: WUXI ZODOLABS BIOTECH Co.,Ltd. Contract record no.: X2023980043088 Denomination of invention: Dark malachite green hapten, artificial antigen, and preparation method Granted publication date: 20150819 License type: Exclusive License Record date: 20231008 |
|
EE01 | Entry into force of recordation of patent licensing contract | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Dark malachite green hapten, artificial antigen, and preparation method Effective date of registration: 20231019 Granted publication date: 20150819 Pledgee: Huzhou Feiying Financial Leasing Co.,Ltd. Pledgor: WUXI ZODOLABS BIOTECH Co.,Ltd. Registration number: Y2023980061901 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right |