NO333066B1 - Peptidbaserte forbindelser, farmasoytisk sammensetning omfattende en slik forbindelse, anvendelse av en slik forbindelse samt fremgangsmate for a danne bilder av et menneske eller en annen dyrekropp. - Google Patents
Peptidbaserte forbindelser, farmasoytisk sammensetning omfattende en slik forbindelse, anvendelse av en slik forbindelse samt fremgangsmate for a danne bilder av et menneske eller en annen dyrekropp.Info
- Publication number
- NO333066B1 NO333066B1 NO20040084A NO20040084A NO333066B1 NO 333066 B1 NO333066 B1 NO 333066B1 NO 20040084 A NO20040084 A NO 20040084A NO 20040084 A NO20040084 A NO 20040084A NO 333066 B1 NO333066 B1 NO 333066B1
- Authority
- NO
- Norway
- Prior art keywords
- compound
- cys
- tfa
- peptide
- metal
- Prior art date
Links
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Classifications
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Landscapes
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NO20014954A NO20014954D0 (no) | 2001-10-11 | 2001-10-11 | Peptidbaserte forbindelser |
PCT/NO2002/000250 WO2003006491A2 (en) | 2001-07-10 | 2002-07-08 | Peptide-based compounds for targeting intergin receptors |
Publications (2)
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NO20040084L NO20040084L (no) | 2004-03-09 |
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WO (1) | WO2003006491A2 (pt) |
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GB0905438D0 (en) * | 2009-03-30 | 2009-05-13 | Ge Healthcare Ltd | Radiolabelling reagents and methods |
GB0910013D0 (en) * | 2009-06-10 | 2009-07-22 | Ge Healthcare Ltd | PET imaging of fibogenesis |
FR2952300B1 (fr) * | 2009-11-09 | 2012-05-11 | Oreal | Nouveaux colorants fluorescents a motif heterocyclique disulfure, composition de teinture les comprenant et procede de coloration des fibres keratiniques humaines a partir de ces colorants |
CN103108659A (zh) | 2010-07-27 | 2013-05-15 | 通用电气健康护理有限公司 | 放射性药物组合物 |
WO2013048996A1 (en) * | 2011-09-30 | 2013-04-04 | Ge Healthcare Limited | Method for the purification of a peptide-based imaging agent precursor |
WO2014089177A2 (en) | 2012-12-04 | 2014-06-12 | Massachusetts Institute Of Technology | Compounds, conjugates and compositions of epipolythiodiketopiperazines and polythiodiketopiperazines |
GB201511036D0 (en) * | 2015-06-23 | 2015-08-05 | Guy S And St Thomas Hospital Nhs Foundation Trust | Imaging method |
JP7174627B2 (ja) * | 2015-10-23 | 2022-11-17 | ウニフェルシタイト・トゥヴェンテ | インテグリン結合ペプチド及びその使用 |
US10918627B2 (en) | 2016-05-11 | 2021-02-16 | Massachusetts Institute Of Technology | Convergent and enantioselective total synthesis of Communesin analogs |
US11932650B2 (en) | 2017-05-11 | 2024-03-19 | Massachusetts Institute Of Technology | Potent agelastatin derivatives as modulators for cancer invasion and metastasis |
US10640508B2 (en) | 2017-10-13 | 2020-05-05 | Massachusetts Institute Of Technology | Diazene directed modular synthesis of compounds with quaternary carbon centers |
WO2020247054A1 (en) | 2019-06-05 | 2020-12-10 | Massachusetts Institute Of Technology | Compounds, conjugates, and compositions of epipolythiodiketopiperazines and polythiodiketopiperazines and uses thereof |
EP3967704A4 (en) | 2019-06-11 | 2022-08-31 | FUJIFILM Corporation | CYCLIC PEPTIDE, CELL SCAFFOLD MATERIAL, CELL SEPARATOR MATERIAL AND CULTURE MEDIUM |
CN113993880A (zh) * | 2019-06-11 | 2022-01-28 | 富士胶片株式会社 | 环肽、细胞支架材料、细胞分离材料及培养基 |
GB202202919D0 (en) | 2022-03-02 | 2022-04-13 | Serac Healthcare Ltd | Methods for imaging integrin expression |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5888474A (en) * | 1991-02-08 | 1999-03-30 | Diatide, Inc. | Technetium-99m labeled peptides for GPIIb/IIIa ligands useful for thrombus imaging |
Family Cites Families (42)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4647447A (en) | 1981-07-24 | 1987-03-03 | Schering Aktiengesellschaft | Diagnostic media |
DE3855239T2 (de) | 1987-07-16 | 1996-10-31 | Nycomed Imaging As | Aminocarbonsäure und Derivate |
US5364613A (en) | 1989-04-07 | 1994-11-15 | Sieving Paul F | Polychelants containing macrocyclic chelant moieties |
IE901736L (en) | 1989-05-17 | 1990-11-17 | Fuller H B Licensing Financ | Polypeptide-antibody conjugate for inhibiting cell adhesion |
US5367080A (en) | 1990-11-08 | 1994-11-22 | Sterling Winthrop Inc. | Complexing agents and targeting radioactive immunoreagents useful in therapeutic and diagnostic imaging compositions and methods |
US5965107A (en) * | 1992-03-13 | 1999-10-12 | Diatide, Inc. | Technetium-99m labeled peptides for imaging |
ATE197767T1 (de) * | 1992-01-03 | 2000-12-15 | Rhomed Inc | Pharmazeutische anwendungen auf der basis von peptid-metall-ionen |
ATE329624T1 (de) | 1992-05-21 | 2006-07-15 | Diatide Inc | Technetium-99m markierte peptide zur bilderzeugung von thrombus |
UA43823C2 (uk) | 1992-07-06 | 2002-01-15 | Мерк Патент Геселлшафт Міт Бесшренктер Хафтунг | ФАРМАЦЕВТИЧНА КОМПОЗИЦІЯ ДЛЯ ІНГІБУВАННЯ ІНТЕГРИН <font face="Symbol">a</font><sub>V</sub><font face="Symbol">b</font><sub>3</sub>-ОПОСЕРЕДКОВАНОЇ КЛІТИННОЇ АДГЕЗІЇ КЛІТИН ССАВЦІВ, СПОСІБ ЛІКУВАННЯ ТА ПРОФІЛАКТИКИ ЗАХВОРЮВАННЯ, АСОЦІЙОВАНОГО З ПОРУШЕННЯМ АДГЕЗІЇ КЛІТИН, СПОСІБ БЛОКУВАННЯ ЗВ'ЯЗУВАННЯ ФІБРИНОГЕНОМ ІНТЕГРИНУ, КОМПОЗИЦІЯ ДЛЯ ЗАГОЄННЯ РАН |
JP3083157B2 (ja) | 1993-08-04 | 2000-09-04 | アマーシャム・インターナショナル・ピーエルシー | 酸素欠乏性組織に局在する放射性金属錯体 |
US5981478A (en) | 1993-11-24 | 1999-11-09 | La Jolla Cancer Research Foundation | Integrin-binding peptides |
US5753230A (en) | 1994-03-18 | 1998-05-19 | The Scripps Research Institute | Methods and compositions useful for inhibition of angiogenesis |
WO1995026205A1 (en) | 1994-03-28 | 1995-10-05 | Nycomed Imaging A/S | Liposomes |
US5846782A (en) | 1995-11-28 | 1998-12-08 | Genvec, Inc. | Targeting adenovirus with use of constrained peptide motifs |
GB9420390D0 (en) | 1994-10-10 | 1994-11-23 | Nycomed Salutar Inc | Liposomal agents |
UA84665C2 (ru) | 1995-08-14 | 2008-11-25 | Дзе Скриппс Рисерч Инститьют | Способ ингибирования опосредствованного ангиогенеза в ткани у пациента с неоваскулярным заболеванием роговицы |
CA2204535C (en) | 1995-09-11 | 2002-11-12 | Erkki Ruoslahti | Molecules that home to a selected organ or tissue in vivo and methods of identifying same |
CZ219498A3 (cs) | 1996-01-10 | 1998-12-16 | Nycomed Imaging A/S | Kontrastní prostředek |
KR19990082412A (ko) | 1996-02-09 | 1999-11-25 | 하인리히 볼프강 슈타이넬 | 활성 유체 물질 증발 장치 |
AU4412297A (en) | 1996-09-10 | 1998-04-02 | Burnham Institute, The | Tumor homing molecules, conjugates derived therefrom, and methods of using sa me |
GB9708265D0 (en) | 1997-04-24 | 1997-06-18 | Nycomed Imaging As | Contrast agents |
CA2291323A1 (en) | 1997-05-28 | 1998-12-03 | Genvec, Inc. | Alternatively targeted adenovirus |
GB9711115D0 (en) | 1997-05-29 | 1997-07-23 | Inst Of Child Health | Integrin-targeting vectors having enhanced transfection activity |
IL137681A0 (en) | 1998-02-06 | 2001-10-31 | Uab Research Foundation | Adenovirus vector containing a heterologous peptide epitope in the hi loop of the fiber knob |
WO1999040214A2 (en) | 1998-02-09 | 1999-08-12 | Genzyme Corporation | Nucleic acid delivery vehicles |
JP2002510709A (ja) * | 1998-04-08 | 2002-04-09 | ジー・ディー・サール・アンド・カンパニー | 二重Avb3及び転移関連受容体リガンド |
AU762736B2 (en) * | 1998-05-15 | 2003-07-03 | Ge Healthcare Limited | Labelled glutamine and lysine analogues |
DE19929199A1 (de) | 1999-06-25 | 2001-01-18 | Hap Handhabungs Automatisierun | Verfahren und Vorrichtung zum Herstellen eines dreidimensionalen Objektes |
AU5770100A (en) | 1999-06-28 | 2001-01-31 | Procter & Gamble Company, The | Cosmetic compositions |
NZ521735A (en) * | 2000-04-12 | 2004-12-24 | Amersham Health As | Peptide-based compounds, their use as targeting vectors that bind to receptors associated with antiogenesis such as integrin receptors |
AU2001288847A1 (en) * | 2000-09-07 | 2002-03-22 | Biosyntema Inc. | Conformationally constrained labeled peptides for imaging and therapy |
NO20004795D0 (no) * | 2000-09-26 | 2000-09-26 | Nycomed Imaging As | Peptidbaserte forbindelser |
GB0116815D0 (en) * | 2001-07-10 | 2001-08-29 | Nycomed Amersham Plc | Improved chelator conjugates |
KR100932827B1 (ko) * | 2001-07-10 | 2009-12-21 | 지이 헬스케어 에이에스 | 펩티드계 화합물 |
GB0305704D0 (en) * | 2003-03-13 | 2003-04-16 | Amersham Plc | Radiofluorination methods |
NO20033115D0 (no) * | 2003-07-08 | 2003-07-08 | Amersham Health As | Peptid-baserte forbindelser |
GB0317815D0 (en) * | 2003-07-30 | 2003-09-03 | Amersham Health As | Imaging agents |
NZ551210A (en) * | 2004-06-16 | 2009-10-30 | Ge Healthcare As | Peptide-based compounds |
EP1765863B1 (en) * | 2004-06-16 | 2011-12-21 | Ge Healthcare As | Peptide-based compounds |
US20080095704A1 (en) * | 2004-07-02 | 2008-04-24 | Alan Cuthbertson | Imaging Agents with Improved Pharmacokinetic Profiles |
GB0420344D0 (en) * | 2004-09-14 | 2004-10-13 | Amersham Plc | Diagnostic compounds |
EP1833512A1 (en) * | 2005-01-06 | 2007-09-19 | GE Healthcare AS | Optical imaging |
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- 2009-04-15 US US12/423,953 patent/US7994134B2/en not_active Expired - Fee Related
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- 2011-08-08 US US13/204,935 patent/US8299030B2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5888474A (en) * | 1991-02-08 | 1999-03-30 | Diatide, Inc. | Technetium-99m labeled peptides for GPIIb/IIIa ligands useful for thrombus imaging |
Non-Patent Citations (1)
Title |
---|
G.B. SIVOLAPENKO ET AL., "Imaging of metastatic melanoma utilising a technetium-99m labelled RGD-containing synthetic peptide", European Journal of Nuclear Medicine Germany, vol. 25, no. 10, 1998, s. 1383-1389, XP002259285, Dated: 01.01.0001 * |
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