About: Towards stereoselective radiosynthesis of alpha-[C-11]methylsubstituted aromatic alpha-amino acids - a challenge of creation of quaternary asymmetric centre in a very short time     Goto   Sponge   NotDistinct   Permalink

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  • In positron emission tomography (PET) alpha-methyl amino acids have two potential applications: As analogues of neutransmitter precursors for the study of neurodegenerative diseases, and as non-metabolised analogues of proteinogenic amino acids for the study of amino acid uptake into normal and cancer cells. Clinical applications of such amino acids are strongly limited due to their poor availability. We carried out [C-11]methylation of metalocomplex synthons derived from protected DOPA or tyrosine. After 10min at 25 ºC, a 9% radiochemical yield (decay-corrected) of a mixture of the diastereomeric alpha-[C-11]methylDOPA complexes or a 7% radiochemical yield of a mixture of the diastereomeric alpha-[C-11]methyltyrosine complexes was achieved. Optimisation of the procedure including hydrolysis of the complexes (hydrolytic deprotection of enantiomerically pure amino acids) and subsequent purification of the enantiomers of a-[11C]methyID0PA and alpha-[C-11]methyltyrosine is underway.
  • In positron emission tomography (PET) alpha-methyl amino acids have two potential applications: As analogues of neutransmitter precursors for the study of neurodegenerative diseases, and as non-metabolised analogues of proteinogenic amino acids for the study of amino acid uptake into normal and cancer cells. Clinical applications of such amino acids are strongly limited due to their poor availability. We carried out [C-11]methylation of metalocomplex synthons derived from protected DOPA or tyrosine. After 10min at 25 ºC, a 9% radiochemical yield (decay-corrected) of a mixture of the diastereomeric alpha-[C-11]methylDOPA complexes or a 7% radiochemical yield of a mixture of the diastereomeric alpha-[C-11]methyltyrosine complexes was achieved. Optimisation of the procedure including hydrolysis of the complexes (hydrolytic deprotection of enantiomerically pure amino acids) and subsequent purification of the enantiomers of a-[11C]methyID0PA and alpha-[C-11]methyltyrosine is underway. (en)
  • V pozitronové emisní tomografii (PET) alfa-amino kyseliny mají dvě aplikace: jako analogy neurotransmiterových prekurzorů při studiu neurodegenerativních onemocnění a jako nemetabolizované analogy proteinotvorných aminokyselin při studiu rakovinových buněk. Klinické aplikace modifikovaných aminokyselin jsou omezeny jejich nedostupností. V prácie zkoumána [C-11] methylace metalokomplexních synthonů DOPA a tyrosinu. Při 25ºC po 10 min. byly získány s 9% výtěžkem diastereomerní komplexy směsi alfa-[C-11] methylDOPA a se 7% výtěžkem směs alpha-[C-11]methyltyrosinového komplexu. Optimalizace postupu včetně hydrolýzy komplexů a čištění enantiomerů alfa-[11C]methyID0PA and alfa-[C-11]methyltyrosinu jsou ve vývoji. (cs)
Title
  • Towards stereoselective radiosynthesis of alpha-[C-11]methylsubstituted aromatic alpha-amino acids - a challenge of creation of quaternary asymmetric centre in a very short time
  • Towards stereoselective radiosynthesis of alpha-[C-11]methylsubstituted aromatic alpha-amino acids - a challenge of creation of quaternary asymmetric centre in a very short time (en)
  • Stereoselectivní radiosyntéza alfa-[C-11]methylsubstituovaných aromatických alfa-amino acids – stimul k syntéze kvarterního asymetrického centra ve velmi krátké době (cs)
skos:prefLabel
  • Towards stereoselective radiosynthesis of alpha-[C-11]methylsubstituted aromatic alpha-amino acids - a challenge of creation of quaternary asymmetric centre in a very short time
  • Towards stereoselective radiosynthesis of alpha-[C-11]methylsubstituted aromatic alpha-amino acids - a challenge of creation of quaternary asymmetric centre in a very short time (en)
  • Stereoselectivní radiosyntéza alfa-[C-11]methylsubstituovaných aromatických alfa-amino acids – stimul k syntéze kvarterního asymetrického centra ve velmi krátké době (cs)
skos:notation
  • RIV/60077344:_____/07:00094858!RIV08-AV0-60077344
http://linked.open.../vavai/riv/strany
  • 370;374
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • S, Z(AV0Z50070508), Z(MSM6007665808)
http://linked.open...iv/cisloPeriodika
  • 5-6
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 455408
http://linked.open...ai/riv/idVysledku
  • RIV/60077344:_____/07:00094858
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • asymmetric synthesis; alfa-methyl amino acids; carbon-11 (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [5211640C6556]
http://linked.open...i/riv/nazevZdroje
  • Journal of Labelled Compounds and Radiopharmaceuticals
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 50
http://linked.open...iv/tvurceVysledku
  • Kružberská, Pavla
  • Lyčka, A.
  • Nádvorník, M.
  • Popkov, A.
  • Lehel, S.
  • Gillings, N.
http://linked.open...n/vavai/riv/zamer
issn
  • 0362-4803
number of pages
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