CN112684163B - 一种吖啶类化合物标记原料工作液及制备方法 - Google Patents
一种吖啶类化合物标记原料工作液及制备方法 Download PDFInfo
- Publication number
- CN112684163B CN112684163B CN202110126091.3A CN202110126091A CN112684163B CN 112684163 B CN112684163 B CN 112684163B CN 202110126091 A CN202110126091 A CN 202110126091A CN 112684163 B CN112684163 B CN 112684163B
- Authority
- CN
- China
- Prior art keywords
- raw material
- acridine
- acridine compound
- polyethylene glycol
- working solution
- 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.)
- Active
Links
- DZBUGLKDJFMEHC-UHFFFAOYSA-N benzoquinolinylidene Natural products C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 title claims abstract description 94
- 239000002994 raw material Substances 0.000 title claims abstract description 58
- -1 Acridine compound Chemical class 0.000 title claims abstract description 45
- 239000012224 working solution Substances 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 47
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 47
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 35
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 35
- 230000004913 activation Effects 0.000 claims abstract description 31
- 239000003607 modifier Substances 0.000 claims abstract description 31
- 238000002372 labelling Methods 0.000 claims abstract description 14
- 238000006011 modification reaction Methods 0.000 claims abstract description 10
- 239000012460 protein solution Substances 0.000 claims abstract description 7
- BDQRMEBGHYKVLA-UHFFFAOYSA-N acridine-1-sulfonamide Chemical compound C1=CC=C2C=C3C(S(=O)(=O)N)=CC=CC3=NC2=C1 BDQRMEBGHYKVLA-UHFFFAOYSA-N 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- IHDIPBYRHCSTKF-UHFFFAOYSA-N acridine sulfamide Chemical compound NS(N)(=O)=O.C1=CC=CC2=CC3=CC=CC=C3N=C21 IHDIPBYRHCSTKF-UHFFFAOYSA-N 0.000 claims description 3
- 239000000427 antigen Substances 0.000 claims description 3
- 102000036639 antigens Human genes 0.000 claims description 3
- 108091007433 antigens Proteins 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 abstract description 21
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 19
- 238000003860 storage Methods 0.000 abstract description 16
- 150000001875 compounds Chemical class 0.000 abstract description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 21
- 230000000052 comparative effect Effects 0.000 description 15
- 238000000502 dialysis Methods 0.000 description 10
- 238000001514 detection method Methods 0.000 description 9
- KQFCNGKUXYNDPF-UHFFFAOYSA-N 3-[9-[[4-(2,5-dioxopyrrolidin-1-yl)oxy-4-oxobutyl]-(4-methylphenyl)sulfonylcarbamoyl]acridin-10-ium-10-yl]propane-1-sulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N(C(=O)C=1C2=CC=CC=C2[N+](CCCS([O-])(=O)=O)=C2C=CC=CC2=1)CCCC(=O)ON1C(=O)CCC1=O KQFCNGKUXYNDPF-UHFFFAOYSA-N 0.000 description 7
- 239000000872 buffer Substances 0.000 description 7
- 239000008055 phosphate buffer solution Substances 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 3
- 239000004472 Lysine Substances 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
- 150000001251 acridines Chemical class 0.000 description 3
- 229940098773 bovine serum albumin Drugs 0.000 description 3
- 239000007853 buffer solution Substances 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 239000003223 protective agent Substances 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 102000012406 Carcinoembryonic Antigen Human genes 0.000 description 2
- 108010022366 Carcinoembryonic Antigen Proteins 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 238000003018 immunoassay Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004020 luminiscence type Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- DZBUGLKDJFMEHC-UHFFFAOYSA-O acridine;hydron Chemical compound C1=CC=CC2=CC3=CC=CC=C3[NH+]=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-O 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000036046 immunoreaction Effects 0.000 description 1
- HWYHZTIRURJOHG-UHFFFAOYSA-N luminol Chemical compound O=C1NNC(=O)C2=C1C(N)=CC=C2 HWYHZTIRURJOHG-UHFFFAOYSA-N 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000005220 pharmaceutical analysis Methods 0.000 description 1
- RXNXLAHQOVLMIE-UHFFFAOYSA-N phenyl 10-methylacridin-10-ium-9-carboxylate Chemical compound C12=CC=CC=C2[N+](C)=C2C=CC=CC2=C1C(=O)OC1=CC=CC=C1 RXNXLAHQOVLMIE-UHFFFAOYSA-N 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Peptides Or Proteins (AREA)
Abstract
Description
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202110126091.3A CN112684163B (zh) | 2021-01-29 | 2021-01-29 | 一种吖啶类化合物标记原料工作液及制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202110126091.3A CN112684163B (zh) | 2021-01-29 | 2021-01-29 | 一种吖啶类化合物标记原料工作液及制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN112684163A CN112684163A (zh) | 2021-04-20 |
CN112684163B true CN112684163B (zh) | 2022-08-09 |
Family
ID=75459461
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202110126091.3A Active CN112684163B (zh) | 2021-01-29 | 2021-01-29 | 一种吖啶类化合物标记原料工作液及制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN112684163B (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114113610B (zh) * | 2021-12-08 | 2023-08-11 | 深圳市亚辉龙生物科技股份有限公司 | 吖啶酯标记复合物和检测试剂盒 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5656426A (en) * | 1988-08-01 | 1997-08-12 | Chiron Diagnostics Corporation | Functionaized hydrophilic acridinium esters |
CN104109235A (zh) * | 2014-05-30 | 2014-10-22 | 厦门赛诺邦格生物科技有限公司 | 一种具有氮原子支化中心的单一官能化聚乙二醇、制备方法及其生物相关物质 |
CN105153115A (zh) * | 2009-11-16 | 2015-12-16 | 西门子医疗保健诊断公司 | 含两性离子的吖啶*化合物 |
CN106124777A (zh) * | 2016-07-05 | 2016-11-16 | 深圳市亚辉龙生物科技股份有限公司 | 吖啶标记结合物及其制备方法、化学发光试剂盒 |
CN111855996A (zh) * | 2019-09-19 | 2020-10-30 | 潍坊市康华生物技术有限公司 | 一种能提高吖啶酯抗原抗体结合物稳定性并降低本底的稀释液及其制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6664043B2 (en) * | 2001-07-03 | 2003-12-16 | Bayer Corporation | Acridinium ester labels having hydrophilic modifiers |
CA2753598C (en) * | 2009-02-27 | 2018-07-10 | Beckman Coulter, Inc. | Solution phase homogeneous assays |
CN106053443A (zh) * | 2016-07-05 | 2016-10-26 | 深圳市亚辉龙生物科技股份有限公司 | 吖啶标记结合物及其制备方法、化学发光试剂盒 |
-
2021
- 2021-01-29 CN CN202110126091.3A patent/CN112684163B/zh active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5656426A (en) * | 1988-08-01 | 1997-08-12 | Chiron Diagnostics Corporation | Functionaized hydrophilic acridinium esters |
CN105153115A (zh) * | 2009-11-16 | 2015-12-16 | 西门子医疗保健诊断公司 | 含两性离子的吖啶*化合物 |
CN104109235A (zh) * | 2014-05-30 | 2014-10-22 | 厦门赛诺邦格生物科技有限公司 | 一种具有氮原子支化中心的单一官能化聚乙二醇、制备方法及其生物相关物质 |
CN106124777A (zh) * | 2016-07-05 | 2016-11-16 | 深圳市亚辉龙生物科技股份有限公司 | 吖啶标记结合物及其制备方法、化学发光试剂盒 |
CN111855996A (zh) * | 2019-09-19 | 2020-10-30 | 潍坊市康华生物技术有限公司 | 一种能提高吖啶酯抗原抗体结合物稳定性并降低本底的稀释液及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN112684163A (zh) | 2021-04-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4228237A (en) | Methods for the detection and determination of ligands | |
Heitzmann et al. | Use of the avidin-biotin complex for specific staining of biological membranes in electron microscopy | |
US4578361A (en) | Creatinine antibody | |
JP2627124B2 (ja) | 三官能共役体、その製造方法及びその使用方法 | |
US4256833A (en) | Enzyme immunoassay for allergic disorders | |
US6114180A (en) | Synthetic calibrators for use in immunoassays, comprising the analytes or partial sequences thereof which are conjugated to inert carrier molecules | |
WO1993001498A1 (en) | Water-soluble, polymer-based reagents and conjugates comprising moieties derived from divinyl sulfone | |
CN102269762B (zh) | 结合物的制备方法及相关试剂盒 | |
JP3363166B2 (ja) | 相互に対する極めて高い特異的親和性を有するペプチド対をイン・ビトロ診断分野に使用する方法 | |
CN104697830B (zh) | 用于hiv检测的酸性处理剂、样本预处理方法、试剂盒及检测方法 | |
CN112684163B (zh) | 一种吖啶类化合物标记原料工作液及制备方法 | |
CN117269517B (zh) | 一种血型抗原三糖b类似物蛋白偶联物在血型抗体检测中的应用 | |
WO2023124154A1 (zh) | 磁珠包被物及其制备方法和检测试剂盒 | |
JPS61217763A (ja) | 免疫学的検定法 | |
CN113311174B (zh) | 一种肌红蛋白抗体-酶标记物及其制备与应用 | |
CN115711990A (zh) | 一种信号放大的免疫层析检测试纸及其制备方法、检测试剂盒及其检测方法 | |
JPH0743378B2 (ja) | 可溶性および沈澱性hrp―elisa用のtmb試薬 | |
CN112147335A (zh) | 一种基于点击化学的标记配体组合物、试剂盒及系统 | |
EP3483172B1 (en) | Acridine-marker conjugate and preparation method thereof, and chemiluminescence kit | |
CN112305227A (zh) | 自交联蛋白、配体组合物、制备方法、试剂盒及系统 | |
Bachas et al. | Cooperative interaction of immobilized folate binding protein with enzyme-folate conjugates: an enzyme-linked assay for folate | |
US5534414A (en) | Process for preparing conjugates consisting of a specific binding partner and a carbohydrate-containing protein | |
JP3819612B2 (ja) | β−hCGの免疫学的測定方法 | |
JPS6210070A (ja) | ヒスタミン誘導体、免疫原接合体およびそれに対してレイズされた抗体 | |
EP0132292A2 (en) | Method of measuring biological ligands |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A working solution and preparation method for labeling raw materials with acridine compounds Effective date of registration: 20230505 Granted publication date: 20220809 Pledgee: China Everbright Bank Limited by Share Ltd. Xiamen branch Pledgor: ANBIO (XIAMEN) PRODUCTS Inc. Registration number: Y2023980039764 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Granted publication date: 20220809 Pledgee: China Everbright Bank Limited by Share Ltd. Xiamen branch Pledgor: ANBIO (XIAMEN) PRODUCTS Inc. Registration number: Y2023980039764 |