Abstract
Synthesis of a radiolabeled diglyceride, 3-[18F]fluoro-1,2-dipalmitoylglycerol [[18F]fluorodipalmitin ([18F]FDP)], and its potential as a reagent for radiolabeling long-circulating liposomes were investigated. The incorporation of 18F into the lipid molecule was accomplished by nucleophilic substitution of the p-toluenesulfonyl moiety with a decay-corrected yield of 43±10% (n=12). Radiolabeled, long-circulating polyethylene-glycol-coated liposomes were prepared using a mixture of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine, cholesterol, 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethyleneglycol)-2000] ammonium salt (61:30:9) and [18F]FDP with a decay-corrected yield of 70±8% (n=4). PET imaging and biodistribution studies were performed with free [18F]FDP and liposome-incorporated [18F]FDP. Freely injected [18F]FDP had the highest uptake in the liver, spleen and lungs. Liposomal [18F]FDP remained in blood circulation at near-constant levels for at least 90 min, with a peak concentration near 2.5%ID/cc. Since [18F]FDP was incorporated into the phospholipid bilayer, it could potentially be used for radiolabeling a variety of lipid-based drug carriers.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 165-171 |
| Number of pages | 7 |
| Journal | Nuclear Medicine and Biology |
| Volume | 34 |
| Issue number | 2 |
| DOIs | |
| State | Published - Feb 2007 |
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Keywords
- [F]FDP
- [F]fluorodipalmitin
- Fluorine-18
- Liposome
- Positron emission tomography
ASJC Scopus subject areas
- Cancer Research
- Molecular Medicine
- Radiology Nuclear Medicine and imaging
Cite this
Long-circulating liposomes radiolabeled with [18F]fluorodipalmitin ([18F]FDP). / Marik, Jan; Tartis, Michaelann S.; Zhang, Hua; Fung, Jennifer Y.; Kheirolomoom, Azadeh; Sutcliffe, Julie; Ferrara, Katherine W.
In: Nuclear Medicine and Biology, Vol. 34, No. 2, 02.2007, p. 165-171.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Long-circulating liposomes radiolabeled with [18F]fluorodipalmitin ([18F]FDP)
AU - Marik, Jan
AU - Tartis, Michaelann S.
AU - Zhang, Hua
AU - Fung, Jennifer Y.
AU - Kheirolomoom, Azadeh
AU - Sutcliffe, Julie
AU - Ferrara, Katherine W.
PY - 2007/2
Y1 - 2007/2
N2 - Synthesis of a radiolabeled diglyceride, 3-[18F]fluoro-1,2-dipalmitoylglycerol [[18F]fluorodipalmitin ([18F]FDP)], and its potential as a reagent for radiolabeling long-circulating liposomes were investigated. The incorporation of 18F into the lipid molecule was accomplished by nucleophilic substitution of the p-toluenesulfonyl moiety with a decay-corrected yield of 43±10% (n=12). Radiolabeled, long-circulating polyethylene-glycol-coated liposomes were prepared using a mixture of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine, cholesterol, 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethyleneglycol)-2000] ammonium salt (61:30:9) and [18F]FDP with a decay-corrected yield of 70±8% (n=4). PET imaging and biodistribution studies were performed with free [18F]FDP and liposome-incorporated [18F]FDP. Freely injected [18F]FDP had the highest uptake in the liver, spleen and lungs. Liposomal [18F]FDP remained in blood circulation at near-constant levels for at least 90 min, with a peak concentration near 2.5%ID/cc. Since [18F]FDP was incorporated into the phospholipid bilayer, it could potentially be used for radiolabeling a variety of lipid-based drug carriers.
AB - Synthesis of a radiolabeled diglyceride, 3-[18F]fluoro-1,2-dipalmitoylglycerol [[18F]fluorodipalmitin ([18F]FDP)], and its potential as a reagent for radiolabeling long-circulating liposomes were investigated. The incorporation of 18F into the lipid molecule was accomplished by nucleophilic substitution of the p-toluenesulfonyl moiety with a decay-corrected yield of 43±10% (n=12). Radiolabeled, long-circulating polyethylene-glycol-coated liposomes were prepared using a mixture of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine, cholesterol, 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethyleneglycol)-2000] ammonium salt (61:30:9) and [18F]FDP with a decay-corrected yield of 70±8% (n=4). PET imaging and biodistribution studies were performed with free [18F]FDP and liposome-incorporated [18F]FDP. Freely injected [18F]FDP had the highest uptake in the liver, spleen and lungs. Liposomal [18F]FDP remained in blood circulation at near-constant levels for at least 90 min, with a peak concentration near 2.5%ID/cc. Since [18F]FDP was incorporated into the phospholipid bilayer, it could potentially be used for radiolabeling a variety of lipid-based drug carriers.
KW - [F]FDP
KW - [F]fluorodipalmitin
KW - Fluorine-18
KW - Liposome
KW - Positron emission tomography
UR - http://www.scopus.com/inward/record.url?scp=33846932730&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33846932730&partnerID=8YFLogxK
U2 - 10.1016/j.nucmedbio.2006.12.004
DO - 10.1016/j.nucmedbio.2006.12.004
M3 - Article
C2 - 17307124
AN - SCOPUS:33846932730
VL - 34
SP - 165
EP - 171
JO - Nuclear Medicine and Biology
JF - Nuclear Medicine and Biology
SN - 0969-8051
IS - 2
ER -