α-Chymotrypsin |
25 kDa protein, 241 residues, pI: 8.75 |
Sodium docusate167
|
Solvent evaporation with polymethyl methacrylate, polystyrene, or poly(vinyl acetate)167
|
α-Lipoic acid |
|
N,N′-Dibenzylethylene diamine (DBDA),47 note: included pamoic acid to frustrate αLA : DBDA recrystallization and improve encapsulation |
PLA-b-PEG NPs by Flash NanoPrecipitation, in situ HIP47
|
Am80 |
|
N,N-Dimethyldodecyl amine (DDA)40
|
Block copolymer micelles by evaporation-sonication40
|
N,N-Dimethylhexyl amine40
|
N,N-Dimethyloctadecyl amine40
|
Atazanavir |
|
2-Naphthalene sulfonic acid28
|
SEDDS28
|
Sodium docusate (AOT)28
|
Atenolol |
|
Brilliant blue FCF155
|
PLGA NPs by nanoprecipitation155
|
AZD2811 |
|
Oleic acid38,89
|
Oil in water (o/w) nanoemulsification solvent extraction to form PLA-PEG NPs using in situ HIP38,89
|
1-Hydroxy-2-naphthoic acid38,89
|
Cholic acid38,89
|
Sodium deoxycholate38
|
Docusate sodium38,89
|
Pamoic acid38
|
Berberine |
|
Oleic acid161
|
Liquid crystalline nanoparticulates by a hydrotrope method161
|
Bevacizumab |
149 kDa antibody |
Docusate sodium168
|
Lipid coacervation168
|
Bovine serum albumin (BSA) |
66.5 kDa protein, 583 residues, pI: 4.7 |
Cholic acid56
|
Double emulsion56
|
CM-PEG56
|
Single emulsion56
|
Sodium dodecyl sulfate56
|
|
Taurocholic acid56
|
|
Sodium docusate56
|
Double emulsion56
|
Single emulsion56
|
SEDDS169
|
Dextran sulfate91
|
Solid in oil in water (S/O/W) to form PLGA NPs91
|
Sodium deoxycholate165
|
SEDDS165
|
Sodium laurate165
|
Sodium stearoyl glutamate165
|
Pamoic acid disodium165
|
Bromothymol blue |
|
Tetrabutylammonium bromide66
|
Encapsulated into polystyrene microparticles using compressed carbon dioxide66
|
Tetrahexylammonium bromide66
|
Tetraoctylammonium bromide66
|
Chlorhexidine |
|
Losartan152
|
Nanoprecipitation152
|
Cinnarizine |
|
Pamoic acid,47 note: Also unsuccessfully tried camphor-10 sulfonic acid (micellized), cinnamic acid, palmitic acid, and oleic acid |
PLA-b-PEG NPs by Flash NanoPrecipitation, in situ HIP47
|
Ciprofloxacin |
|
Sodium deoxycholate88
|
Oil-in-water (o/w) submicron emulsion88
|
Cisplatin |
|
Sodium docusate83
|
Stearic acid coacervation83
|
Clozapine |
|
Pamoic acid47
|
PLA-b-PEG NPs by Flash NanoPrecipitation, in situ HIP47
|
Colistin |
|
Cholesteryl hemisuccinate156
|
PLA NPs by emulsion evaporation156
|
N,N-Dipalmitoyl-l-lysine156
|
Sodium cholesteryl sulfate156
|
Concanavalin A |
104–112 kDa protein (tetramer), pI: 4.5–5.5 |
Sodium docusate167
|
Solvent evaporation with polymethyl methacrylate, polystyrene, or poly(vinyl acetate)167
|
Dalargin |
|
Dextran sulfate104
|
PLGA-PEG NPs by S/O/W emulsion104
|
Daptomycin |
|
Arginine-hexadecanoyl ester41
|
N/A; proof-of-concept HIP using novel cationic surfactants demonstrates precipitation and increased log P41
|
Arginine-nonyl ester41
|
Desmopressin |
|
Oleic acid77
|
SEDDS45,77,86,170
|
Sodium docusate45,77,86,170
|
Sodium dodecyl sulfate77,86
|
Sodium stearate77 (note: less effective than SDS, AOT, and oleate) |
Sodium stearyl sulfate77 (note: less effective than SDS, AOT, and oleate) |
Dexamethasone valine valine prodrug |
|
Dextran sulfate120
|
PLGA NPs by S/O/W emulsion120
|
Donepezil |
|
Pamoic acid166
|
High pressure homogenization with d-α-tocopherol polyethylene glycol 1000 succinate166
|
Dorzolamide |
|
Oleic acid81
|
PLGA NPs or PEG3-PSA microparticles by S/O/W emulsion81
|
Sodium dodecyl sulfate81
|
Doxorubicin |
|
Alginic acid61
|
Microemulsion by stearic acid coacervation61
|
Cholesteryl hemisuccinate112
|
Thin film dispersion112
|
Dextran sulfate61,95
|
Microemulsion by stearic acid coacervation61
|
Warm wax microemulsion solvent evaporation95
|
Dioleoyl phosphatidic acid (DOPA)71
|
PLA-b-PEG NPs by nanoprecipitation71
|
Docosahexaenoic acid70
|
SLNs by hot melt ultrasound emulsification70
|
Hexadecylphosphate158
|
SLNs by warm oil-in-water microemulsion with stearic acid and taurocholate sodium158
|
Hyaluronic acid153
|
Thin film dispersion by lipid film hydration with suspended HIP complex and homogenization153
|
Oleic acid106,121
|
70 °C high-pressure homogenization121
|
High-pressure film homogenization106
|
Sodium acetate61
|
Microemulsion by stearic acid coacervation61
|
Sodium alginate61
|
Microemulsion by stearic acid coacervation61
|
Sodium decanesulfonate116
|
Microemulsion by stearic acid coacervation116
|
Sodium docusate116
|
Microemulsion by stearic acid coacervation116
|
Sodium stearate61
|
Microemulsion by stearic acid coacervation61
|
Sodium taurodeoxycholate72,95,116
|
Warm wax microemulsion solvent evaporation95
|
Microemulsion by stearic acid coacervation116
|
Microemulsion by shear and ultrasonic homogenization after drying from molten stearyl alcohol72
|
Sodium tetradecyl sulfate95
|
Warm wax microemulsion solvent evaporation95
|
Vitamin E succinate105
|
SLNs by hot melt ultrasound emulsification105
|
Gefitinib |
|
Dioleoyl phosphatidic acid (DOPA)30
|
Nanoprecipitation with doxorubicin-conjugated PLA-b-PEG NPs30
|
Gentamicin |
|
Sodium docusate82,117–119,171
|
PLA microparticles by precipitation with compressed antisolvent117,171
|
Microparticles by PCA using stabilizer poly(methyl vinyl ether-co-maleic anhydride)118
|
PCA with no stabilizer82,119
|
PLGA NPs by emulsion solvent evaporation82,119
|
Heparin |
|
Arginine-hexadecanoyl ester41
|
N/A; proof-of-concept HIP using novel cationic surfactants demonstrates precipitation and increased log P41
|
Arginine-nonyl ester41
|
Idarubicin |
|
Dextran sulfate95
|
Warm wax microemulsion solvent evaporation95
|
Sodium taurodeoxycholate95
|
Sodium tetradecyl sulfate95
|
IGG-Fab fragment |
48 kDa protein |
Sodium dodecyl sulfate90
|
Modified nanoprecipitation90
|
Taurocholic acid90
|
S/O/W PLGA NPs90
|
Dextran sulfate90
|
|
Insulin |
5.8 kDa peptide, 51 residues (6 cationic and 6 anionic), pI: 5.3 |
Cholic acid157
|
Reverse micelle-double emulsion using palmitic and stearic acid157
|
Chitosan53
|
Homogenization and stabilization with SDS53
|
Dimyristoyl phosphatidyl glycerol42
|
SNEDDS42
|
Oleic acid58,102,162
|
S/O/W emulsion58
|
PLGA NPs by emulsion solvent diffusion102,162
|
Pamoic acid disodium165
|
SEDDS165
|
Sodium laurate165
|
Sodium stearoyl glutamate165
|
Sodium deoxycholate80,93,165
|
PLGA NPs by emulsion solvent diffusion93
|
S/O/W emulsion80
|
SEDDS165
|
Sodium docusate84,86
|
SEDDS86
|
Stearic acid coacervation84
|
Sodium dodecyl sulfate49,84,111,177,178
|
Stearic acid coacervation84
|
PLGA NPs by emulsion solvent diffusion111,177,178
|
Electrospray with stearic or pamoic acid49
|
Irinotecan |
|
Sodium docusate29
|
PEG-b-PLGA NPs via water/oil/water double emulsion; in situ HIP29
|
Sodium dodecyl sulfate29
|
Sodium tripolyphosphate29
|
Isoniazid methanesulfonate |
|
Tetraheptylammonium bromide179
|
Precipitation with compressed antisolvent (PCA)179
|
Tetrapentylammonium bromide179
|
Lanreotide |
|
Sodium deoxycholate98
|
SNEDS98
|
Sodium docusate98
|
Sodium stearyl sulfate98
|
Taurocholic acid98
|
Leuprolide |
|
Oleic acid94,101
|
PLGA microspheres by O/W emulsion101
|
SMEDDS94
|
Sodium deoxycholate165
|
SEDDS165
|
Sodium laurate165
|
Sodium stearoyl glutamate165
|
Pamoic acid disodium165
|
Sodium docusate45,84,86,172
|
SEDDS45,86
|
Stearic acid coacervation84
|
Oligosaccharide ester microparticles by spray drying172
|
Solid lipid nanoparticles and nanostructured lipid carriers by high pressure homogenization110
|
Sodium dodecyl sulfate11,84
|
Stearic acid coacervation84
|
Hydrogen bonding complexation between polyacrylic acid and Pluronic F68 (ref. 11) |
Sodium stearate87
|
Solid lipid NPs by: solvent diffusion87
|
Oil-in-oil (O/O) emulsion-evaporation87
|
Loperamide |
|
Dextran sulfate104
|
PLGA-PEG NPs by S/O/W emulsion104
|
Losartan |
|
Chlorhexidine152
|
Nanoprecipitation152
|
Lumefantrine |
|
Oleic acid48
|
SEDDS48
|
Lycobetaine |
|
Oleic acid163
|
Emulsion by lipid film hydration high-pressure homogenization163
|
Lysozyme |
14.4 kDa protein, 129 residues, pI: 11.35 |
Cholic acid56
|
Double emulsion56
|
Single emulsion56
|
CM-PEG56
|
Double emulsion56
|
Single emulsion56
|
Dextran sulfate59
|
Emulsion solvent diffusion59
|
Oleic acid57,58
|
PLGA NPs by emulsion diffusion57
|
S/O/W emulsion58
|
Sodium docusate56
|
Double emulsion56
|
Single emulsion56
|
Sodium dodecyl sulfate18,57
|
PLGA NPs by emulsion diffusion57
|
S/O/W emulsion: Polymer/lipid NPs18
|
Taurocholic acid56
|
Double emulsion56
|
Single emulsion56
|
Melittin |
2.8 kDa peptide, 26 residues, pI: 12.01 |
Sodium dodecyl sulfate109
|
PLGA nanoparticles by emulsion solvent diffusion109
|
Minocycline |
|
Sodium docusate173
|
PLGA NPs by emulsion-solvent-diffusion173
|
Mitoxantrone dihydrochloride |
|
Sodium deoxycholate79
|
Nanoprecipitation79
|
Mtb8.4 |
Protein, TB antigen, pI: 6.3 |
Sodium docusate174
|
PLG microspheres by emulsification174
|
Naloxone |
|
Sodium docusate117
|
PLA microparticles by precipitation with compressed antisolvent117
|
Naltrexone |
|
Sodium docusate117
|
PLA microparticles by precipitation with compressed antisolvent117
|
Octreotide |
|
Dextran sulfate92
|
S/O/W emulsion92
|
Oleic acid96
|
SNEDDS96
|
Sodium decanoate9,96
|
SNEDDS96
|
SEDDS9
|
Sodium deoxycholate9,96
|
SNEDDS96
|
SEDDS9
|
Sodium docusate9
|
SEDDS9
|
Sodium dodecyl sulfate92,96
|
S/O/W emulsion92
|
SNEDDS96
|
Ovalbumin (OVA) |
43 kDa protein, 385 residues, pI: 5.19 |
Cetrimonium bromide (CTAB)39
|
pH-sensitive polyketal microparticles by single emulsion39
|
OZ439 mesylate (artefenomel) |
|
Sodium oleate43,154
|
HPMCAS NPs by Flash NanoPrecipitation; in situ HIP43,154
|
Papain |
23.4 kDa protein, 212 residues, pI: 8.8–9.6 |
Sodium deoxycholate97
|
SEDDS97
|
Pemetrexed |
|
Cetrimonium bromide (CTAB)103
|
Lyotropic liquid crystalline nanoparticles by homogenization (in situ HIP)103
|
N
α-Deoxycholyl-l-lysyl-methylester4
|
W/O/W emulsion4
|
Polymyxin B |
|
Oleic acid sodium salt78
|
PCL-b-PEG NPs by Flash NanoPrecipitation (FNP), in situ HIP,78 note: sodium decanoate, myristate, deoxycholate, 2-naphthalenesulfonate, 1-heptanesulfonate, 1-octane-sulfonate, and 1-decanesulfonate formed a precipitate when mixed with polymyxin B at 1 : 1 charge ratio but did not form NPs by FNP. Sodium hexanoate, benzenesulfonic acid, camphorsulfonic acid, and 1,2-ethanesulfonate did not form a precipitate when mixed with polymyxin B at 1 : 1 charge ratio. |
Pamoic acid sodium salt78
|
Sodium dodecyl sulfate78
|
Sodium dodecyl benzenesulfonate78
|
Poly(inosinic acid)-poly (cytidylic acid) (poly(I : C)) |
Double-stranded RNA analog, TLR3 agonist |
Cetrimonium bromide (CTAB)39
|
pH-sensitive polyketal microparticles by single emulsion39
|
Propranolol |
|
Alginic acid61
|
Microemulsion by stearic acid coacervation61
|
Dextran sulfate61
|
Sodium acetate61
|
Sodium stearate61
|
Quinidine sulfate |
|
Alginic acid61
|
Microemulsion by stearic acid coacervation61
|
Dextran sulfate61
|
Sodium acetate61
|
Sodium stearate61
|
r-met-HuGdNF |
Recombinant methionyl human Glial-cell line derived neurotrophic factor |
Cholic acid56
|
Double emulsion56, single emulsion56
|
CM-PEG56
|
Sodium docusate56
|
Sodium dodecyl sulfate56
|
Taurocholic acid56
|
Retinoic acid |
|
Benethamine65,108,115
|
Hot melt homogenization using ultrasound emulsification41–43,65,108,115
|
Laurylamine46,107,114
|
Maprotiline (both HCl and free base)115
|
Stearylamine46,65,107,114
|
Triethylamine46,65,107,114
|
Rose bengal |
|
Tetrabutylammonium bromide66
|
Encapsulated into polystyrene microparticles using compressed carbon dioxide to plasticize polystyrene MPs and allow diffusion in66
|
Tetrahexylammonium bromide66
|
Tetraoctylammonium bromide66
|
Salmon calcitonin |
3.4 kDa peptide, 32 residues, pI: 8.86 |
Dimyristoyl phosphatidyl glycerol (DMPG)85
|
PLGA NPs by solvent diffusion85
|
Oleic acid85
|
Sodium deoxycholate85
|
Thymopentin |
|
Hexadecylphosphate159
|
Warm oil in water microemulsion159
|
Tobramycin |
|
Hexadecylphosphate160
|
Warm oil in water microemulsion160
|
Sodium docusate175
|
PLGA NPs by O/W emulsion175
|
Trypsin |
23 kDa protein, 220 residues, pI: 10.1–10.5 |
Sodium docusate167
|
Solvent evaporation with polymethyl methacrylate, polystyrene, or poly(vinyl acetate)167
|
Vancomycin |
|
Linoleic acid64
|
Hot homogenization and ultrasonication64
|
Sodium docusate176
|
SEDDS176
|
Verapamil |
|
Alginic acid61
|
Microemulsion by stearic acid coacervation61
|
Dextran sulfate61
|
Sodium acetate61
|
Sodium stearate61
|
Vincristine |
|
Oleic acid164
|
High pressure homogenization164
|