A 'click chemistry' approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging

Damien James; Jean Marc Escudier; Eric Amigues; Jürgen Schulz; Christiane Vitry; Thomas Bordenave; Magali Szlosek-Pinaud; Eric Fouquet

doi:10.1016/j.tetlet.2009.12.120

A 'click chemistry' approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging

Damien James
, Jean Marc Escudier
, Eric Amigues
, Jürgen Schulz
, Christiane Vitry
, Thomas Bordenave
, Magali Szlosek-Pinaud^*
, Eric Fouquet

^*Corresponding author for this work

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

27 Citations (Scopus)

Abstract

Different thymidine derivatives bearing either an iodoaryl moiety at the 5′ position or a dialkylsilyl group at the 3′ position have been efficiently synthesized as precursors for carbon-11 or fluorine-18 labeling, respectively. Furthermore, iodoarylated thymidine derivatives have been incorporated into oligonucleotides giving an original way to label them with carbon-11.

Original language	English
Pages (from-to)	1230-1232
Number of pages	3
Journal	Tetrahedron Letters
Volume	51
Issue number	8
DOIs	https://doi.org/10.1016/j.tetlet.2009.12.120
Publication status	Published - 24 Feb 2010
Externally published	Yes

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10.1016/j.tetlet.2009.12.120

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title = "A 'click chemistry' approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging",

abstract = "Different thymidine derivatives bearing either an iodoaryl moiety at the 5′ position or a dialkylsilyl group at the 3′ position have been efficiently synthesized as precursors for carbon-11 or fluorine-18 labeling, respectively. Furthermore, iodoarylated thymidine derivatives have been incorporated into oligonucleotides giving an original way to label them with carbon-11.",

author = "Damien James and Escudier, \{Jean Marc\} and Eric Amigues and J{\"u}rgen Schulz and Christiane Vitry and Thomas Bordenave and Magali Szlosek-Pinaud and Eric Fouquet",

note = "Funding Information: This work was generously supported by the CNRS (grant given to D.J.). The authors are grateful to the {\textquoteleft}Plateforme de Synth{\`e}se d{\textquoteright}oligonucl{\'e}otides modifi{\'e}s de l{\textquoteright}Interface Chimie Biologie de l{\textquoteright}ITTAV{\textquoteright} de Toulouse for providing facilities for oligonucleotide synthesis. ",

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doi = "10.1016/j.tetlet.2009.12.120",

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T1 - A 'click chemistry' approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging

AU - James, Damien

AU - Escudier, Jean Marc

AU - Amigues, Eric

AU - Schulz, Jürgen

AU - Vitry, Christiane

AU - Bordenave, Thomas

AU - Szlosek-Pinaud, Magali

AU - Fouquet, Eric

N1 - Funding Information: This work was generously supported by the CNRS (grant given to D.J.). The authors are grateful to the ‘Plateforme de Synthèse d’oligonucléotides modifiés de l’Interface Chimie Biologie de l’ITTAV’ de Toulouse for providing facilities for oligonucleotide synthesis.

PY - 2010/2/24

Y1 - 2010/2/24

N2 - Different thymidine derivatives bearing either an iodoaryl moiety at the 5′ position or a dialkylsilyl group at the 3′ position have been efficiently synthesized as precursors for carbon-11 or fluorine-18 labeling, respectively. Furthermore, iodoarylated thymidine derivatives have been incorporated into oligonucleotides giving an original way to label them with carbon-11.

AB - Different thymidine derivatives bearing either an iodoaryl moiety at the 5′ position or a dialkylsilyl group at the 3′ position have been efficiently synthesized as precursors for carbon-11 or fluorine-18 labeling, respectively. Furthermore, iodoarylated thymidine derivatives have been incorporated into oligonucleotides giving an original way to label them with carbon-11.

UR - https://www.scopus.com/pages/publications/74049125319

U2 - 10.1016/j.tetlet.2009.12.120

DO - 10.1016/j.tetlet.2009.12.120

M3 - Article

AN - SCOPUS:74049125319

SN - 0040-4039

VL - 51

SP - 1230

EP - 1232

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

A 'click chemistry' approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging

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