Abstract
Both enantiomers of 2-amino-2-methyl-4-iodo-3-(E)-butenoic acid (IVAIB, 5) were radioiodoinated in 65-72% yield. (S)-IVAIB entered 9L gliosarcoma cells primarily via A-type transport in vitro with higher uptake than (R)-IVAIB. Biodistribution studies in rats with 9L gliosarcoma brain tumors demonstrated higher tumor to brain ratios with (S)-IVAIB (75:1 at 1 h) than (R)-IVAIB (7.7:1). In this model, (S)-IVAIB is superior to (R)-IVAIB and is a promising radiotracer for brain tumor imaging.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Alanine / analogs & derivatives*
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Alanine / chemical synthesis
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Alanine / chemistry
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Alanine / pharmacokinetics
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Amino Acids / chemical synthesis*
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Amino Acids / chemistry
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Amino Acids / pharmacokinetics
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Animals
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Biological Transport
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Brain / diagnostic imaging*
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Brain Neoplasms / diagnostic imaging*
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Fatty Acids, Monounsaturated / chemical synthesis*
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Fatty Acids, Monounsaturated / chemistry
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Fatty Acids, Monounsaturated / pharmacology
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Gliosarcoma / diagnostic imaging*
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Iodine Radioisotopes*
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Male
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Neoplasm Transplantation
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Radiopharmaceuticals / chemical synthesis*
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Radiopharmaceuticals / chemistry
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Radiopharmaceuticals / pharmacokinetics
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Rats
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Rats, Inbred F344
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Stereoisomerism
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Structure-Activity Relationship
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Tissue Distribution
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Tomography, Emission-Computed, Single-Photon
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Transplantation, Heterologous
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Tumor Cells, Cultured
Substances
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2-amino-2-methyl-4-iodo-3-butenoic acid
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Amino Acids
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Fatty Acids, Monounsaturated
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Iodine Radioisotopes
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Radiopharmaceuticals
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Alanine