JP5341757B2 - 非対称フルオロ置換ポリメチン色素 - Google Patents
非対称フルオロ置換ポリメチン色素 Download PDFInfo
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- JP5341757B2 JP5341757B2 JP2009522326A JP2009522326A JP5341757B2 JP 5341757 B2 JP5341757 B2 JP 5341757B2 JP 2009522326 A JP2009522326 A JP 2009522326A JP 2009522326 A JP2009522326 A JP 2009522326A JP 5341757 B2 JP5341757 B2 JP 5341757B2
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- OYTZUGLPJZKBKS-UHFFFAOYSA-N n,n'-diphenylpent-2-ene-1,5-diimine Chemical compound C=1C=CC=CC=1N=CCC=CC=NC1=CC=CC=C1 OYTZUGLPJZKBKS-UHFFFAOYSA-N 0.000 description 1
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- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
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- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N p-hydroxybenzoic acid propyl ester Natural products CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- 150000005599 propionic acid derivatives Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 235000019833 protease Nutrition 0.000 description 1
- 238000000159 protein binding assay Methods 0.000 description 1
- 239000002510 pyrogen Substances 0.000 description 1
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 description 1
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- 235000004400 serine Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229960000553 somatostatin Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
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- 239000003381 stabilizer Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000008227 sterile water for injection Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000003270 steroid hormone Substances 0.000 description 1
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- DHHKPEUQJIEKOA-UHFFFAOYSA-N tert-butyl 2-[6-(nitromethyl)-6-bicyclo[3.2.0]hept-3-enyl]acetate Chemical compound C1C=CC2C(CC(=O)OC(C)(C)C)(C[N+]([O-])=O)CC21 DHHKPEUQJIEKOA-UHFFFAOYSA-N 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 150000003556 thioamides Chemical class 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M thiocyanate group Chemical group [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 229960004906 thiomersal Drugs 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- 239000008181 tonicity modifier Substances 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
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- XLRPYZSEQKXZAA-OCAPTIKFSA-N tropane Chemical compound C1CC[C@H]2CC[C@@H]1N2C XLRPYZSEQKXZAA-OCAPTIKFSA-N 0.000 description 1
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- 229910000634 wood's metal Inorganic materials 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
- G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0013—Luminescence
- A61K49/0017—Fluorescence in vivo
- A61K49/0019—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
- A61K49/0021—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules the fluorescent group being a small organic molecule
- A61K49/0032—Methine dyes, e.g. cyanine dyes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0013—Luminescence
- A61K49/0017—Fluorescence in vivo
- A61K49/005—Fluorescence in vivo characterised by the carrier molecule carrying the fluorescent agent
- A61K49/0056—Peptides, proteins, polyamino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
- C07K1/1072—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups
- C07K1/1077—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups by covalent attachment of residues other than amino acids or peptide residues, e.g. sugars, polyols, fatty acids
-
- 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
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
-
- 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
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
- C09B23/083—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines five >CH- groups
-
- 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
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
- C09B23/086—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines more than five >CH- groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B5/00—Measuring for diagnostic purposes; Identification of persons
- A61B5/0059—Measuring for diagnostic purposes; Identification of persons using light, e.g. diagnosis by transillumination, diascopy, fluorescence
- A61B5/0071—Measuring for diagnostic purposes; Identification of persons using light, e.g. diagnosis by transillumination, diascopy, fluorescence by measuring fluorescence emission
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B5/00—Measuring for diagnostic purposes; Identification of persons
- A61B5/48—Other medical applications
- A61B5/4842—Monitoring progression or stage of a disease
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Immunology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Hematology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Cell Biology (AREA)
- Food Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Peptides Or Proteins (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0615211.0 | 2006-07-31 | ||
| GB0615211A GB0615211D0 (en) | 2006-07-31 | 2006-07-31 | Asymmetric flouro-substituted polymethine dyes |
| PCT/GB2007/002907 WO2008015415A2 (en) | 2006-07-31 | 2007-07-31 | Asymmetric fluoro-substituted polymethine dyes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009545645A JP2009545645A (ja) | 2009-12-24 |
| JP2009545645A5 JP2009545645A5 (enExample) | 2010-08-26 |
| JP5341757B2 true JP5341757B2 (ja) | 2013-11-13 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009522326A Expired - Fee Related JP5341757B2 (ja) | 2006-07-31 | 2007-07-31 | 非対称フルオロ置換ポリメチン色素 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20090252687A1 (enExample) |
| EP (1) | EP2046895A2 (enExample) |
| JP (1) | JP5341757B2 (enExample) |
| CN (1) | CN101522815A (enExample) |
| GB (1) | GB0615211D0 (enExample) |
| WO (1) | WO2008015415A2 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9533059B2 (en) | 2010-08-18 | 2017-01-03 | Ge Healthcare Limited | Peptide radiotracer compositions |
| US10300156B2 (en) | 2013-12-18 | 2019-05-28 | Ge Healthcare Limited | Radiotracer compositions and methods |
| US10548995B2 (en) | 2013-08-21 | 2020-02-04 | Ge Healthcare Limited | Radiolabelling method |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0718957D0 (en) * | 2007-09-28 | 2007-11-07 | Ge Healthcare Ltd | Optical imaging agents |
| GB0718967D0 (en) * | 2007-09-28 | 2007-11-07 | Ge Healthcare Ltd | Peptide imaging agents |
| WO2009046010A2 (en) * | 2007-10-02 | 2009-04-09 | Charles Brush | Monomethine dyes |
| SG10201706428XA (en) | 2009-02-06 | 2017-09-28 | Beth Israel Deaconess Medical Ct Inc | Charge-balanced imaging agents |
| US10493169B2 (en) | 2009-02-06 | 2019-12-03 | Beth Israel Deaconess Medical Center | Use of charge-balanced imaging agents for determining renal function |
| WO2010126045A1 (ja) * | 2009-04-28 | 2010-11-04 | 和光純薬工業株式会社 | 第４級アンモニウムカチオン含有ピラゾール系シアニン色素 |
| TWI516264B (zh) * | 2010-05-06 | 2016-01-11 | 臺北醫學大學 | 芳香醯喹啉化合物 |
| WO2012001063A1 (en) * | 2010-06-29 | 2012-01-05 | Ge Healthcare As | Dye compositions and dye syntheses |
| DE102010027016A1 (de) | 2010-07-09 | 2012-01-12 | Universitätsklinikum Jena | Steroid-Styrylfarbstoff-Konjugate zur Simulation und direkten lichtoptischen Detektion des Verhaltens von Steroiden im lebenden biologischen Gewebe und in Gegenwart von steroidbindenden Proteinen |
| WO2012061403A1 (en) * | 2010-11-02 | 2012-05-10 | Life Technologies Corporation | Modified hydrocyanine dyes for the detection of reactive oxygen species |
| EP2831179B1 (en) * | 2012-03-30 | 2016-04-20 | Life Technologies Corporation | Modified nucleic acid binding cyanine dyes for the detection of reactive oxygen species |
| CN104540819B (zh) | 2012-08-28 | 2019-04-19 | 皮尔斯生物科技有限公司 | 苯并吡喃鎓化合物 |
| JP6133431B2 (ja) | 2012-11-24 | 2017-05-24 | ハンジョウ ディーエーシー バイオテック シーオー．，エルティディ．Ｈａｎｇｚｈｏｕ Ｄａｃ Ｂｉｏｔｅｃｈ Ｃｏ．，Ｌｔｄ． | 親水性連結体及び薬物分子と細胞結合分子との共役反応における親水性連結体の使用 |
| CN108852368B (zh) | 2013-03-14 | 2024-01-12 | 普罗菲尤萨股份有限公司 | 氧传感器 |
| CN104804463B (zh) * | 2015-03-10 | 2016-08-24 | 西安交通大学第一附属医院 | 用于靶向肿瘤组织的近红外荧光染色剂及制备方法和应用 |
| WO2018119204A1 (en) * | 2016-12-21 | 2018-06-28 | Profusa, Inc. | Polymerizable near-ir dyes |
| EP3375353A1 (en) * | 2017-03-16 | 2018-09-19 | Universität Zürich | Photoacoustic imaging of inflamed tissue |
| EP3606927A4 (en) | 2017-04-03 | 2021-03-17 | Massachusetts Institute of Technology | SHORTWAVE NEAR INFRARED POLYMETHINE DYES |
| US11292778B2 (en) | 2017-06-05 | 2022-04-05 | The Regents Of The University Of California | Heterocyclyl polymethine IR chromophores |
| EP3728137A4 (en) * | 2017-12-22 | 2021-12-08 | North Carolina State University | POLYMERIC FLUOROPHORES, COMPOSITIONS INCLUDING THEM, AND THEIR PREPARATION AND USE PROCESSES |
| AU2019293250A1 (en) | 2018-06-27 | 2021-01-07 | Profusa, Inc. | Near-IR glucose sensors |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5658751A (en) * | 1993-04-13 | 1997-08-19 | Molecular Probes, Inc. | Substituted unsymmetrical cyanine dyes with selected permeability |
| US6495692B1 (en) * | 1996-12-10 | 2002-12-17 | Abbott Laboratories | Helium-neon excitable reticulocyte dyes derivable from halolepidines |
| EP1325084A2 (de) * | 1998-12-05 | 2003-07-09 | Otto Samuel Wolfbeis | Pyridin- und chinolin-farbstoffe als marker für biomoleküle, polymere, arzneistoffe und partikel |
| DE19917713A1 (de) * | 1999-04-09 | 2000-10-19 | Diagnostikforschung Inst | Kurzkettige Peptid-Farbstoffkonjugate als Konstrastmittel für die optische Diagnostik |
| EP1917958B1 (en) * | 2000-01-19 | 2012-06-13 | Abbott Laboratories | Improved HIV protease inhibitors pharmaceutical formulations |
| WO2001090253A1 (de) * | 2000-05-23 | 2001-11-29 | Dyomics Gmbh | Stabile nir-marker-farbstoffe auf der basis von benzopyrylium-polymethinen |
| JP4510444B2 (ja) * | 2001-07-10 | 2010-07-21 | ジーイー・ヘルスケア・アクスイェ・セルスカプ | ペプチドベースの化合物 |
| TWI244494B (en) * | 2003-05-14 | 2005-12-01 | Ritek Corp | Optical recording medium dye |
| EP1866387B1 (en) * | 2005-03-09 | 2013-05-08 | Cepheid | Polar dyes |
-
2006
- 2006-07-31 GB GB0615211A patent/GB0615211D0/en not_active Ceased
-
2007
- 2007-07-31 JP JP2009522326A patent/JP5341757B2/ja not_active Expired - Fee Related
- 2007-07-31 WO PCT/GB2007/002907 patent/WO2008015415A2/en not_active Ceased
- 2007-07-31 EP EP07789086A patent/EP2046895A2/en not_active Withdrawn
- 2007-07-31 US US12/375,239 patent/US20090252687A1/en not_active Abandoned
- 2007-07-31 CN CN 200780036717 patent/CN101522815A/zh active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9533059B2 (en) | 2010-08-18 | 2017-01-03 | Ge Healthcare Limited | Peptide radiotracer compositions |
| US10548995B2 (en) | 2013-08-21 | 2020-02-04 | Ge Healthcare Limited | Radiolabelling method |
| US10300156B2 (en) | 2013-12-18 | 2019-05-28 | Ge Healthcare Limited | Radiotracer compositions and methods |
| US11311636B2 (en) | 2013-12-18 | 2022-04-26 | Ge Healthcare Limited | Radiotracer compositions and methods |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008015415A3 (en) | 2008-05-08 |
| CN101522815A (zh) | 2009-09-02 |
| JP2009545645A (ja) | 2009-12-24 |
| US20090252687A1 (en) | 2009-10-08 |
| WO2008015415A2 (en) | 2008-02-07 |
| EP2046895A2 (en) | 2009-04-15 |
| GB0615211D0 (en) | 2006-09-06 |
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