CA1177393A - Methode de marquage des proteines a l'aide du technetium 99-m - Google Patents

Methode de marquage des proteines a l'aide du technetium 99-m

Info

Publication number: CA1177393A
Authority: CA; Canada
Prior art keywords: technetium; alkali metal; composition; protein; stannous chloride
Prior art date: 1982-05-07
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.): Expired

Application number

CA000402484A

Other languages

English (en)

Inventor

Buck A. Rhodes

David R. Crockford

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Summa Medical Corp

University Patents Inc

Original Assignee

Summa Medical Corp

University Patents Inc

Priority date (The priority date 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 date listed.)

1982-05-07

Filing date

1982-05-07

Publication date

1984-11-06

1982-05-07 Application filed by Summa Medical Corp, University Patents Inc filed Critical Summa Medical Corp

1982-05-07 Priority to CA000402484A priority Critical patent/CA1177393A/fr

1984-11-06 Application granted granted Critical

1984-11-06 Publication of CA1177393A publication Critical patent/CA1177393A/fr

Status Expired legal-status Critical Current

Links

102000004169 proteins and genes Human genes 0.000 title claims abstract description 38
108090000623 proteins and genes Proteins 0.000 title claims abstract description 38
GKLVYJBZJHMRIY-OUBTZVSYSA-N Technetium-99 Chemical compound [99Tc] GKLVYJBZJHMRIY-OUBTZVSYSA-N 0.000 title claims abstract description 29
229940056501 technetium 99m Drugs 0.000 title claims abstract description 28
238000000034 method Methods 0.000 title claims description 28
238000000163 radioactive labelling Methods 0.000 title abstract description 5
229910052783 alkali metal Inorganic materials 0.000 claims abstract description 23
-1 alkali metal tartrate Chemical class 0.000 claims abstract description 18
239000000872 buffer Substances 0.000 claims abstract description 14
150000001340 alkali metals Chemical class 0.000 claims abstract description 7
229940095064 tartrate Drugs 0.000 claims abstract description 7
239000000203 mixture Substances 0.000 claims description 44
IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical compound [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 claims description 10
WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-Dihydroxybenzoic acid Natural products OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 claims description 9
230000003139 buffering effect Effects 0.000 claims description 9
229940114119 gentisate Drugs 0.000 claims description 7
230000008569 process Effects 0.000 claims description 5
238000009007 Diagnostic Kit Methods 0.000 claims 2
229910021626 Tin(II) chloride Inorganic materials 0.000 abstract description 28
239000001119 stannous chloride Substances 0.000 abstract description 28
TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 abstract description 27
235000011150 stannous chloride Nutrition 0.000 abstract description 27
238000002372 labelling Methods 0.000 abstract description 11
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 10
239000001301 oxygen Substances 0.000 abstract description 10
229910052760 oxygen Inorganic materials 0.000 abstract description 10
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract description 9
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract description 5
229940033078 sodium pertechnetate tc 99m Drugs 0.000 abstract description 5
239000000126 substance Substances 0.000 abstract description 3
239000000700 radioactive tracer Substances 0.000 abstract description 2
229940121896 radiopharmaceutical Drugs 0.000 abstract 1
239000012217 radiopharmaceutical Substances 0.000 abstract 1
230000002799 radiopharmaceutical effect Effects 0.000 abstract 1
229910052713 technetium Inorganic materials 0.000 description 28
GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 description 27
239000000758 substrate Substances 0.000 description 21
239000000243 solution Substances 0.000 description 20
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
102000008100 Human Serum Albumin Human genes 0.000 description 12
108091006905 Human Serum Albumin Proteins 0.000 description 12
238000011534 incubation Methods 0.000 description 11
229940027941 immunoglobulin g Drugs 0.000 description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
229920005654 Sephadex Polymers 0.000 description 7
239000012507 Sephadex™ Substances 0.000 description 7
239000003638 chemical reducing agent Substances 0.000 description 7
238000004587 chromatography analysis Methods 0.000 description 6
239000000463 material Substances 0.000 description 6
108010022366 Carcinoembryonic Antigen Proteins 0.000 description 5
102100025475 Carcinoembryonic antigen-related cell adhesion molecule 5 Human genes 0.000 description 5
230000009467 reduction Effects 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
241000283690 Bos taurus Species 0.000 description 4
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 4
239000002738 chelating agent Substances 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
230000000694 effects Effects 0.000 description 4
239000000047 product Substances 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000011734 sodium Substances 0.000 description 4
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
102000001706 Immunoglobulin Fab Fragments Human genes 0.000 description 3
108010054477 Immunoglobulin Fab Fragments Proteins 0.000 description 3
239000012506 Sephacryl® Substances 0.000 description 3
238000004440 column chromatography Methods 0.000 description 3
108010074605 gamma-Globulins Proteins 0.000 description 3
229960000443 hydrochloric acid Drugs 0.000 description 3
235000011167 hydrochloric acid Nutrition 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
IWZKICVEHNUQTL-UHFFFAOYSA-M potassium hydrogen phthalate Chemical compound [K+].OC(=O)C1=CC=CC=C1C([O-])=O IWZKICVEHNUQTL-UHFFFAOYSA-M 0.000 description 3
YXTDAZMTQFUZHK-ZVGUSBNCSA-L (2r,3r)-2,3-dihydroxybutanedioate;tin(2+) Chemical compound [Sn+2].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O YXTDAZMTQFUZHK-ZVGUSBNCSA-L 0.000 description 2
102000011022 Chorionic Gonadotropin Human genes 0.000 description 2
108010062540 Chorionic Gonadotropin Proteins 0.000 description 2
MOIJZWWOFOQFMH-UHFFFAOYSA-M Gentisic acid sodium Chemical compound [Na+].OC1=CC=C(O)C(C([O-])=O)=C1 MOIJZWWOFOQFMH-UHFFFAOYSA-M 0.000 description 2
241000282412 Homo Species 0.000 description 2
206010028980 Neoplasm Diseases 0.000 description 2
239000000427 antigen Substances 0.000 description 2
102000036639 antigens Human genes 0.000 description 2
108091007433 antigens Proteins 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
210000000988 bone and bone Anatomy 0.000 description 2
239000007853 buffer solution Substances 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000000084 colloidal system Substances 0.000 description 2
238000011109 contamination Methods 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
238000005755 formation reaction Methods 0.000 description 2
239000012634 fragment Substances 0.000 description 2
229940084986 human chorionic gonadotropin Drugs 0.000 description 2
239000012535 impurity Substances 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
239000008188 pellet Substances 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
239000001472 potassium tartrate Substances 0.000 description 2
229940111695 potassium tartrate Drugs 0.000 description 2
235000011005 potassium tartrates Nutrition 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000010926 purge Methods 0.000 description 2
239000011369 resultant mixture Substances 0.000 description 2
HELHAJAZNSDZJO-OLXYHTOASA-L sodium L-tartrate Chemical compound [Na+].[Na+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O HELHAJAZNSDZJO-OLXYHTOASA-L 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
229950004644 sodium gentisate Drugs 0.000 description 2
239000001433 sodium tartrate Substances 0.000 description 2
229960002167 sodium tartrate Drugs 0.000 description 2
235000011004 sodium tartrates Nutrition 0.000 description 2
239000007787 solid Substances 0.000 description 2
229960002799 stannous fluoride Drugs 0.000 description 2
229940007163 stannous tartrate Drugs 0.000 description 2
QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical compound [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 description 2
101001010152 Aplysia californica Probable glutathione transferase Proteins 0.000 description 1
241000283707 Capra Species 0.000 description 1
102000008946 Fibrinogen Human genes 0.000 description 1
108010049003 Fibrinogen Proteins 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
102000006395 Globulins Human genes 0.000 description 1
108010044091 Globulins Proteins 0.000 description 1
108060003951 Immunoglobulin Proteins 0.000 description 1
108010021625 Immunoglobulin Fragments Proteins 0.000 description 1
102000008394 Immunoglobulin Fragments Human genes 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
241001494479 Pecora Species 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229920002684 Sepharose Polymers 0.000 description 1
229910008066 SnC12 Inorganic materials 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
102000003990 Urokinase-type plasminogen activator Human genes 0.000 description 1
108090000435 Urokinase-type plasminogen activator Proteins 0.000 description 1
102000013529 alpha-Fetoproteins Human genes 0.000 description 1
108010026331 alpha-Fetoproteins Proteins 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
230000002494 anti-cea effect Effects 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000001185 bone marrow Anatomy 0.000 description 1
229910021538 borax Inorganic materials 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
230000002301 combined effect Effects 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000000032 diagnostic agent Substances 0.000 description 1
229940039227 diagnostic agent Drugs 0.000 description 1
238000010828 elution Methods 0.000 description 1
229940012952 fibrinogen Drugs 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
239000005556 hormone Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
230000000984 immunochemical effect Effects 0.000 description 1
102000018358 immunoglobulin Human genes 0.000 description 1
238000010253 intravenous injection Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
210000004185 liver Anatomy 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
AVTYONGGKAJVTE-OLXYHTOASA-L potassium L-tartrate Chemical compound [K+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O AVTYONGGKAJVTE-OLXYHTOASA-L 0.000 description 1
LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical compound [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 1
230000005855 radiation Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
150000003384 small molecules Chemical class 0.000 description 1
239000001476 sodium potassium tartrate Substances 0.000 description 1
235000011006 sodium potassium tartrate Nutrition 0.000 description 1
235000010339 sodium tetraborate Nutrition 0.000 description 1
IZUPJOYPPLEPGM-UHFFFAOYSA-M sodium;hydron;phthalate Chemical compound [Na+].OC(=O)C1=CC=CC=C1C([O-])=O IZUPJOYPPLEPGM-UHFFFAOYSA-M 0.000 description 1
239000002904 solvent Substances 0.000 description 1
210000000952 spleen Anatomy 0.000 description 1
ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
IOWOAQVVLHHFTL-UHFFFAOYSA-N technetium(vii) oxide Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Tc+7].[Tc+7] IOWOAQVVLHHFTL-UHFFFAOYSA-N 0.000 description 1
BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
229960005356 urokinase Drugs 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)

CA000402484A 1982-05-07 1982-05-07 Methode de marquage des proteines a l'aide du technetium 99-m Expired CA1177393A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000402484A CA1177393A (fr)	1982-05-07	1982-05-07	Methode de marquage des proteines a l'aide du technetium 99-m

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000402484A CA1177393A (fr)	1982-05-07	1982-05-07	Methode de marquage des proteines a l'aide du technetium 99-m

Publications (1)

Publication Number	Publication Date
CA1177393A true CA1177393A (fr)	1984-11-06

Family

ID=4122727

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000402484A Expired CA1177393A (fr)	1982-05-07	1982-05-07	Methode de marquage des proteines a l'aide du technetium 99-m

Country Status (1)

Country	Link
CA (1)	CA1177393A (fr)

1982
- 1982-05-07 CA CA000402484A patent/CA1177393A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2001-11-07	MKEC	Expiry (correction)
2002-05-07	MKEX	Expiry

Publication	Publication Date	Title
US4424200A (en)	1984-01-03	Method for radiolabeling proteins with technetium-99m
US4478815A (en)	1984-10-23	Composition and method for detecting cancer with technetium labeled antibody fragments
US4323546A (en)	1982-04-06	Method and composition for cancer detection in humans
CA1335268C (fr)	1995-04-18	Methodes de marquage de proteines au technetium/rhenium
EP0038546B1 (fr)	1984-02-08	Compositions marquées au 99m Tc pour le diagnostic et procédé de préparation
US5011676A (en)	1991-04-30	Method to directly radiolabel antibodies for diagnostic imaging and therapy
EP0354923B1 (fr)	1994-06-29	Procede de marquage d'anticorps a l'aide d'un ion metallique
US5460785A (en)	1995-10-24	Direct labeling of antibodies and other protein with metal ions
US5078985A (en)	1992-01-07	Radiolabeling antibodies and other proteins with technetium or rhenium by regulated reduction
US4472371A (en)	1984-09-18	Radiolabeled antibody to anti-tumor associated antigen and process
EP0237150B1 (fr)	1996-09-04	Couplage de radionuclide et d'anticorps
AU650629B2 (en)	1994-06-30	Direct radiolabeling of antibodies and other proteins with technetium or rhenium
US4305922A (en)	1981-12-15	Labeling proteins with 99m-Tc by ligand exchange
US4652440A (en)	1987-03-24	Method of stably radiolabeling antibodies with technetium and rhenium
JPH03157338A (ja)	1991-07-05	ヒト腫瘍造影用注射組成物
USRE32417E (en)	1987-05-12	Radiolabeled antibody to anti-tumor associated antigen and process
CA1177393A (fr)	1984-11-06	Methode de marquage des proteines a l'aide du technetium 99-m
Crockford et al.	1984	Method for radiolabeling proteins with technetium-99m
CA1186221A (fr)	1985-04-30	Compose et methode pour la detection du cancer faisant appel a des fragments d'anticorps marques au technetium
JPS58194820A (ja)	1983-11-12	テクネチウム−９９ｍによる蛋白質類の放射性札付け方法
CA1186620A (fr)	1985-05-07	Compose et methode pour detecter le cancer a l'aide de fragments d'anticorps marques au technetium
Wong	1983	Chemical method of labelling proteins with the radionuclides of technetium at physiological condition
JPH05501107A (ja)	1993-03-04	画像用放射標識抗体
IL113168A (en)	1996-07-23	Method and kit for radiolabeling a protein using a radioisotope of rhenium