Improved synthesis of the hypoxia probe 5-deutero-5-fluoro-5-deoxy-azomycin arabinoside (FAZA) as a model process for tritium radiolabeling

Chiara Zanato; Andrea Testa; Matteo Zanda

doi:10.1016/j.jfluchem.2013.06.013

Improved synthesis of the hypoxia probe 5-deutero-5-fluoro-5-deoxy-azomycin arabinoside (FAZA) as a model process for tritium radiolabeling

Chiara Zanato, Andrea Testa, Matteo Zanda

Medical Sciences

Research output: Contribution to journal › Article › peer-review

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Abstract

Tritium-labelled fluoroazomycin arabinoside, [3H]-FAZA, is a useful probe for the investigation of hypoxia, furthermore it is safer and easier to handle than the PET tracer [18F]-FAZA when used in cell based assays. The only known synthesis of deuterium- and tritium-labelled FAZA was re-investigated and optimized. Then, a new and improved synthesis of [2H]-FAZA was developed as a model process for tritium radiolabelling. This novel synthesis is expected to greatly facilitate access to [3H]-FAZA.

Original language	English
Pages (from-to)	110-117
Number of pages	8
Journal	Journal of Fluorine Chemistry
Volume	155
Early online date	29 Jun 2013
DOIs	https://doi.org/10.1016/j.jfluchem.2013.06.013
Publication status	Published - Nov 2013

Keywords

hypoxia
PET imaging
deuterium
tritium
FAZA

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10.1016/j.jfluchem.2013.06.013

J_Fluorine_Chemistry_155
This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. http://creativecommons.org/licenses/by/3.0/
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title = "Improved synthesis of the hypoxia probe 5-deutero-5-fluoro-5-deoxy-azomycin arabinoside (FAZA) as a model process for tritium radiolabeling",

abstract = "Tritium-labelled fluoroazomycin arabinoside, [3H]-FAZA, is a useful probe for the investigation of hypoxia, furthermore it is safer and easier to handle than the PET tracer [18F]-FAZA when used in cell based assays. The only known synthesis of deuterium- and tritium-labelled FAZA was re-investigated and optimized. Then, a new and improved synthesis of [2H]-FAZA was developed as a model process for tritium radiolabelling. This novel synthesis is expected to greatly facilitate access to [3H]-FAZA.",

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T1 - Improved synthesis of the hypoxia probe 5-deutero-5-fluoro-5-deoxy-azomycin arabinoside (FAZA) as a model process for tritium radiolabeling

AU - Zanato, Chiara

AU - Testa, Andrea

AU - Zanda, Matteo

PY - 2013/11

Y1 - 2013/11

N2 - Tritium-labelled fluoroazomycin arabinoside, [3H]-FAZA, is a useful probe for the investigation of hypoxia, furthermore it is safer and easier to handle than the PET tracer [18F]-FAZA when used in cell based assays. The only known synthesis of deuterium- and tritium-labelled FAZA was re-investigated and optimized. Then, a new and improved synthesis of [2H]-FAZA was developed as a model process for tritium radiolabelling. This novel synthesis is expected to greatly facilitate access to [3H]-FAZA.

AB - Tritium-labelled fluoroazomycin arabinoside, [3H]-FAZA, is a useful probe for the investigation of hypoxia, furthermore it is safer and easier to handle than the PET tracer [18F]-FAZA when used in cell based assays. The only known synthesis of deuterium- and tritium-labelled FAZA was re-investigated and optimized. Then, a new and improved synthesis of [2H]-FAZA was developed as a model process for tritium radiolabelling. This novel synthesis is expected to greatly facilitate access to [3H]-FAZA.

KW - hypoxia

KW - PET imaging

KW - deuterium

KW - tritium

KW - FAZA

U2 - 10.1016/j.jfluchem.2013.06.013

DO - 10.1016/j.jfluchem.2013.06.013

M3 - Article

SN - 0022-1139

VL - 155

SP - 110

EP - 117

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

ER -

Improved synthesis of the hypoxia probe 5-deutero-5-fluoro-5-deoxy-azomycin arabinoside (FAZA) as a model process for tritium radiolabeling

Abstract

Keywords

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