DK2603242T3 - TARGETED GAS FILLED MICROVESICLES - Google Patents

Info

Publication number

DK2603242T3

DK2603242T3 DK11743811.9T DK11743811T DK2603242T3 DK 2603242 T3 DK2603242 T3 DK 2603242T3 DK 11743811 T DK11743811 T DK 11743811T DK 2603242 T3 DK2603242 T3 DK 2603242T3

Authority

DK

Denmark

Prior art keywords

aqueous suspension

gas

polypeptide

amino acid

microvesicles

Prior art date

2010-08-09

Links

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• 239000007789 gas Substances 0.000 claims description 90
• 108090000765 processed proteins & peptides Proteins 0.000 claims description 64
• 102000004196 processed proteins & peptides Human genes 0.000 claims description 60
• 235000001014 amino acid Nutrition 0.000 claims description 58
• 229920001184 polypeptide Polymers 0.000 claims description 58
• 150000003904 phospholipids Chemical group 0.000 claims description 57
• 150000001413 amino acids Chemical class 0.000 claims description 52
• 150000001875 compounds Chemical class 0.000 claims description 39
• 239000007900 aqueous suspension Substances 0.000 claims description 25
• 239000000463 material Substances 0.000 claims description 24
• KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 20
• 239000002243 precursor Substances 0.000 claims description 20
• 239000004472 Lysine Substances 0.000 claims description 18
• 125000003275 alpha amino acid group Chemical group 0.000 claims description 16
• 238000003756 stirring Methods 0.000 claims description 15
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
• 150000004676 glycans Chemical group 0.000 claims description 13
• 239000008365 aqueous carrier Substances 0.000 claims description 12
• 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 claims description 12
• 125000000539 amino acid group Chemical group 0.000 claims description 11
• 229910052757 nitrogen Inorganic materials 0.000 claims description 10
• XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 9
• 235000018417 cysteine Nutrition 0.000 claims description 9
• 238000004108 freeze drying Methods 0.000 claims description 9
• 239000000654 additive Substances 0.000 claims description 8
• 125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 claims description 6
• QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
• 230000000996 additive effect Effects 0.000 claims description 3
• NIGUVXFURDGQKZ-UQTBNESHSA-N alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc Chemical group O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](O[C@]3(O[C@H]([C@H](NC(C)=O)[C@@H](O)C3)[C@H](O)[C@H](O)CO)C(O)=O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](CO)O[C@@H](O)[C@@H]1NC(C)=O NIGUVXFURDGQKZ-UQTBNESHSA-N 0.000 claims description 3
• OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 2
• 239000000243 solution Substances 0.000 description 71
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• 239000000839 emulsion Substances 0.000 description 27
• 239000000725 suspension Substances 0.000 description 27
• IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 26
• 210000004027 cell Anatomy 0.000 description 25
• 238000003384 imaging method Methods 0.000 description 24
• 238000000034 method Methods 0.000 description 24
• 229920001223 polyethylene glycol Polymers 0.000 description 24
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 21
• 150000002632 lipids Chemical class 0.000 description 20
• 102000004169 proteins and genes Human genes 0.000 description 17
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• NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 description 16
• 235000014113 dietary fatty acids Nutrition 0.000 description 16
• 229930195729 fatty acid Natural products 0.000 description 16
• 239000000194 fatty acid Substances 0.000 description 16
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• 239000002202 Polyethylene glycol Substances 0.000 description 15
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 14
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• CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 12
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• WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 12
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• PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 description 9
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• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 9
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• TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 description 8
• KLFKZIQAIPDJCW-HTIIIDOHSA-N Dipalmitoylphosphatidylserine Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC KLFKZIQAIPDJCW-HTIIIDOHSA-N 0.000 description 8
• PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 8
• FVJZSBGHRPJMMA-IOLBBIBUSA-N PG(18:0/18:0) Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCCCC FVJZSBGHRPJMMA-IOLBBIBUSA-N 0.000 description 8
• 239000006185 dispersion Substances 0.000 description 8
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• 150000008104 phosphatidylethanolamines Chemical class 0.000 description 8
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• 108020003175 receptors Proteins 0.000 description 8
• YFWHNAWEOZTIPI-DIPNUNPCSA-N 1,2-dioctadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC YFWHNAWEOZTIPI-DIPNUNPCSA-N 0.000 description 7
• BIABMEZBCHDPBV-MPQUPPDSSA-N 1,2-palmitoyl-sn-glycero-3-phospho-(1'-sn-glycerol) Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCC BIABMEZBCHDPBV-MPQUPPDSSA-N 0.000 description 7
• YKIOPDIXYAUOFN-UHFFFAOYSA-N 2,3-di(icosanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC YKIOPDIXYAUOFN-UHFFFAOYSA-N 0.000 description 7
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• 230000000052 comparative effect Effects 0.000 description 7
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• KAVGMUDTWQVPDF-UHFFFAOYSA-N perflubutane Chemical class FC(F)(F)C(F)(F)C(F)(F)C(F)(F)F KAVGMUDTWQVPDF-UHFFFAOYSA-N 0.000 description 7
• 239000001294 propane Substances 0.000 description 7
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