Literature DB >> 18052089

Facile stereospecific synthesis and biological evaluation of (S)- and (R)-2-amino-2-methyl-4-[123I]iodo-3-(E)-butenoic acid for brain tumor imaging with single photon emission computerized tomography.

Weiping Yu1, Jonathan McConathy, Jeffrey Olson, Vernon M Camp, Mark M Goodman.   

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.

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Year:  2007        PMID： 18052089     DOI： 10.1021/jm070476u

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   7.446


  7 in total

1.  18F-AFETP, 18F-FET, and 18F-FDG imaging of mouse DBT gliomas.

Authors:  Kiran Kumar Solingapuram Sai; Chaofeng Huang; Liya Yuan; Dong Zhou; David Piwnica-Worms; Joel R Garbow; John A Engelbach; Robert H Mach; Keith M Rich; Jonathan McConathy
Journal:  J Nucl Med       Date:  2013-05-06       Impact factor: 10.057

2.  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.

Authors:  Weiping Yu; Jonathan McConathy; Larry Williams; Vernon M Camp; Eugene J Malveaux; Zhaobin Zhang; Jeffrey J Olson; Mark M Goodman
Journal:  J Med Chem       Date:  2010-01-28       Impact factor: 7.446

3.  System a amino acid transport-targeted brain and systemic tumor PET imaging agents 2-amino-3-[(18)F]fluoro-2-methylpropanoic acid and 3-[(18)F]fluoro-2-methyl-2-(methylamino)propanoic acid.

Authors:  Weiping Yu; Jonathan McConathy; Jeffrey J Olson; Mark M Goodman
Journal:  Nucl Med Biol       Date:  2014-08-01       Impact factor: 2.408

Review 4.  The Utility of Conventional Amino Acid PET Radiotracers in the Evaluation of Glioma Recurrence also in Comparison with MRI.

Authors:  Giulia Santo; Riccardo Laudicella; Flavia Linguanti; Anna Giulia Nappi; Elisabetta Abenavoli; Vittoria Vergura; Giuseppe Rubini; Roberto Sciagrà; Gaspare Arnone; Orazio Schillaci; Fabio Minutoli; Sergio Baldari; Natale Quartuccio; Sotirios Bisdas
Journal:  Diagnostics (Basel)       Date:  2022-03-29

5.  Synthesis and Biological Evaluation of (S)-Amino-2-methyl-4-[(76)Br]bromo-3-(E)-butenoic Acid (BrVAIB) for Brain Tumor Imaging.

Authors:  Jennifer L Burkemper; Chaofeng Huang; Aixiao Li; Liya Yuan; Keith Rich; Jonathan McConathy; Suzanne E Lapi
Journal:  J Med Chem       Date:  2015-10-20       Impact factor: 7.446

6.  Synthesis and evaluation of [123I] labeled iodovinyl amino acids syn-, anti-1-amino-3-[2-iodoethenyl]-cyclobutane-1-carboxylic acid, and 1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid as potential SPECT brain tumor imaging agents.

Authors:  Weiping Yu; Larry Williams; Eugene Malveaux; Vernon M Camp; Jeffrey J Olson; Mark M Goodman
Journal:  Bioorg Med Chem Lett       Date:  2008-01-13       Impact factor: 2.823

7.  Construction of a quaternary stereogenic center by asymmetric hydroformylation: a straightforward method to prepare chiral α-quaternary amino acids.

Authors:  Dequan Zhang; Jialin Wen; Xumu Zhang
Journal:  Chem Sci       Date:  2022-06-06       Impact factor: 9.969
  7 in total

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