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rdf:type |
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lifeskim:mentions |
umls-concept:C0001128,
umls-concept:C0006118,
umls-concept:C0011923,
umls-concept:C0031268,
umls-concept:C0032743,
umls-concept:C0035647,
umls-concept:C0060058,
umls-concept:C0072186,
umls-concept:C0205460,
umls-concept:C0220781,
umls-concept:C0220825,
umls-concept:C0599278,
umls-concept:C1883254,
umls-concept:C2347885
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pubmed:issue |
2
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pubmed:dateCreated |
2010-1-21
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pubmed:abstractText |
The non-natural amino acids (R)- and (S)-2-amino-3-fluoro-2-methylpropanoic acid 5 and (R)- and (S)-3-fluoro-2-methyl-2-N-(methylamino)propanoic acid 8 were synthesized in shorter reaction sequences than in the original report starting from enantiomerically pure (S)- and (R)-alpha-methyl-serine, respectively. The reaction sequence provided the cyclic sulfamidate precursors for radiosynthesis of (R)- and (S)-[(18)F]5 and (R)- and (S)-[(18)F]8 in fewer steps than in the original report. (R)- and (S)-[(18)F]5 and(R)- and (S)-[(18)F]8 were synthesized by no-carrier-added nucleophilic [(18)F]fluorination in 52-66% decay-corrected yields with radiochemical purity over 99%. The cell assays showed that all four compounds were substrates for amino acid transport and enter 9L rat gliosarcoma cells in vitro at least in part by system A amino acid transport. The biodistribution studies demonstrated that in vivo tumor to normal brain ratios for all compounds were high with ratios of 20:1 to115:1 in rats with intracranial 9L tumors. The (R)-enantiomers of [(18)F]5 and [(18)F]8 demonstrated higher tumor uptake in vivo compared to the (S)-enantiomers.
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pubmed:grant |
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-10025843,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-10450690,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-11182560,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-11337520,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-11504081,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-11606219,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12014962,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12014963,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12126401,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12215560,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12234586,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12529121,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12798374,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12831985,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-12960197,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-15750170,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-15837727,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-15916903,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-16631076,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-16829647,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-17329400,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-18052089,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-18648909,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-19216081,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-2155314,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-2404290,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-2783455,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-2992257,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-3054116,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-3979409,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-5322428,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-6530341,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-7327192,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-8576918,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-8940714,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-9639291,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-9790568,
http://linkedlifedata.com/resource/pubmed/commentcorrection/20028004-9935078
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
1520-4804
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pubmed:author |
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pubmed:issnType |
Electronic
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pubmed:day |
28
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pubmed:volume |
53
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
876-86
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pubmed:dateRevised |
2011-7-20
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pubmed:meshHeading |
pubmed-meshheading:20028004-Amino Acids,
pubmed-meshheading:20028004-Aminoisobutyric Acids,
pubmed-meshheading:20028004-Animals,
pubmed-meshheading:20028004-Biological Transport,
pubmed-meshheading:20028004-Brain Neoplasms,
pubmed-meshheading:20028004-Cell Line, Tumor,
pubmed-meshheading:20028004-Isotope Labeling,
pubmed-meshheading:20028004-Positron-Emission Tomography,
pubmed-meshheading:20028004-Radiopharmaceuticals,
pubmed-meshheading:20028004-Rats,
pubmed-meshheading:20028004-Tissue Distribution
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pubmed:year |
2010
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pubmed:articleTitle |
Synthesis, radiolabeling, and biological evaluation of (R)- and (S)-2-amino-3-[(18)F]fluoro-2-methylpropanoic acid (FAMP) and (R)- and (S)-3-[(18)F]fluoro-2-methyl-2-N-(methylamino)propanoic acid (NMeFAMP) as potential PET radioligands for imaging brain tumors.
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pubmed:affiliation |
Department of Radiology, School of Medicine, Emory University, 1364 Clifton Road NE, Atlanta, Georgia 30322, USA.
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pubmed:publicationType |
Journal Article,
Research Support, N.I.H., Extramural
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