An Improved Total Synthesis of PET HSV-tk Gene Reporter Probe 9-(4-[ 18F]Fluoro-3-hydroxymethylbutyl)guanine ([18F]FHBG)

Qi-Huang Zheng, Ji Quan Wang, Xuan Liu, Xiangshu Fei, Bruce H. Mock, Barbara E. Glick-Wilson, Michael L. Sullivan, Sudhanshu P. Raikwar, Thomas Gardner, Chinghai Kao, Gary Hutchins

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

An improved total synthesis of [18F]FHBG starting from triethyl-1,1,2-ethanetricarboxylate and 2-amino-6-chloropurine is reported. [18F]FHBG was prepared by nucleophilic substitution of the appropriate precursor with [18F]KF/Kryptofix 2.2.2 followed by a quick deprotection reaction and purification with a simplified Silica Sep-Pak solid-phase extraction (SPE) method in 20-25% radiochemical yield.

Original languageEnglish
Pages (from-to)689-704
Number of pages16
JournalSynthetic Communications
Volume34
Issue number4
DOIs
StatePublished - 2004

Fingerprint

Guanine
Genes
Silicon Dioxide
Purification
Substitution reactions
9-(4-fluoro-3-hydroxymethylbutyl)guanine
2-amino-6-chloropurine

Keywords

  • 9-(4-[F]fluoro-3-hydroxymethylbutyl)guanine ([ F]FHBG)
  • Gene expression
  • Herpes simplex virus thymidine kinase (HSV-tk)
  • Penciclovir (PCV)
  • Positron emission tomography (PET)
  • Synthesis

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

An Improved Total Synthesis of PET HSV-tk Gene Reporter Probe 9-(4-[ 18F]Fluoro-3-hydroxymethylbutyl)guanine ([18F]FHBG). / Zheng, Qi-Huang; Wang, Ji Quan; Liu, Xuan; Fei, Xiangshu; Mock, Bruce H.; Glick-Wilson, Barbara E.; Sullivan, Michael L.; Raikwar, Sudhanshu P.; Gardner, Thomas; Kao, Chinghai; Hutchins, Gary.

In: Synthetic Communications, Vol. 34, No. 4, 2004, p. 689-704.

Research output: Contribution to journalArticle

Zheng, Qi-Huang ; Wang, Ji Quan ; Liu, Xuan ; Fei, Xiangshu ; Mock, Bruce H. ; Glick-Wilson, Barbara E. ; Sullivan, Michael L. ; Raikwar, Sudhanshu P. ; Gardner, Thomas ; Kao, Chinghai ; Hutchins, Gary. / An Improved Total Synthesis of PET HSV-tk Gene Reporter Probe 9-(4-[ 18F]Fluoro-3-hydroxymethylbutyl)guanine ([18F]FHBG). In: Synthetic Communications. 2004 ; Vol. 34, No. 4. pp. 689-704.
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abstract = "An improved total synthesis of [18F]FHBG starting from triethyl-1,1,2-ethanetricarboxylate and 2-amino-6-chloropurine is reported. [18F]FHBG was prepared by nucleophilic substitution of the appropriate precursor with [18F]KF/Kryptofix 2.2.2 followed by a quick deprotection reaction and purification with a simplified Silica Sep-Pak solid-phase extraction (SPE) method in 20-25{\%} radiochemical yield.",
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AU - Zheng, Qi-Huang

AU - Wang, Ji Quan

AU - Liu, Xuan

AU - Fei, Xiangshu

AU - Mock, Bruce H.

AU - Glick-Wilson, Barbara E.

AU - Sullivan, Michael L.

AU - Raikwar, Sudhanshu P.

AU - Gardner, Thomas

AU - Kao, Chinghai

AU - Hutchins, Gary

PY - 2004

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KW - 9-(4-[F]fluoro-3-hydroxymethylbutyl)guanine ([ F]FHBG)

KW - Gene expression

KW - Herpes simplex virus thymidine kinase (HSV-tk)

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KW - Positron emission tomography (PET)

KW - Synthesis

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