Fully automated synthesis of 13N-labeled nitrosothiols

Vanessa Gómez-Vallejo; Koichi Kato; Iosu Oliden; Javier Calvo; Zuriñe Baz; José I. Borrell; Jordi Llop

doi:10.1016/j.tetlet.2010.03.122

Fully automated synthesis of ¹³N-labeled nitrosothiols

Vanessa Gómez-Vallejo
, Koichi Kato
, Iosu Oliden
, Javier Calvo
, Zuriñe Baz
, José I. Borrell
, Jordi Llop^*

^*Autor corresponent d’aquest treball

Producció científica: Article en revista indexada › Article › Avaluat per experts

12 Cites (Scopus)

Resum

In the present Letter, a fast, automated, and reproducible method for the synthesis of S-[¹³N]nitrosothiols is reported. The labeling strategy is based on trapping [¹³ N] NO₂^- in an anion exchange resin. The reaction with thiols in acidic media led to the formation of the desired nitrosothiols in short reaction times (60 s) with excellent radiochemical conversions (from 48.7% to 74.5%). Final radiotracers were purified by HPLC. Good radiochemical yields (from 33.8% to 60.6%, decay corrected) and radiochemical purities (>99%) were obtained in all cases. Stability of the labeled compounds was checked.

Idioma original	Anglès
Pàgines (de-a)	2990-2993
Nombre de pàgines	4
Revista	Tetrahedron Letters
Volum	51
Número	22
DOIs	https://doi.org/10.1016/j.tetlet.2010.03.122
Estat de la publicació	Publicada - 2 de juny 2010

Accés al document

10.1016/j.tetlet.2010.03.122

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Com citar-ho

@article{26bbe9504f444ea891dfcf7421c472fb,

title = "Fully automated synthesis of 13N-labeled nitrosothiols",

abstract = "In the present Letter, a fast, automated, and reproducible method for the synthesis of S-[13N]nitrosothiols is reported. The labeling strategy is based on trapping [13 N] NO2- in an anion exchange resin. The reaction with thiols in acidic media led to the formation of the desired nitrosothiols in short reaction times (60 s) with excellent radiochemical conversions (from 48.7\% to 74.5\%). Final radiotracers were purified by HPLC. Good radiochemical yields (from 33.8\% to 60.6\%, decay corrected) and radiochemical purities (>99\%) were obtained in all cases. Stability of the labeled compounds was checked.",

keywords = "Nitrogen-13, Nitrosothiols, Positron emission tomography",

author = "Vanessa G{\'o}mez-Vallejo and Koichi Kato and Iosu Oliden and Javier Calvo and Zuri{\~n}e Baz and Borrell, \{Jos{\'e} I.\} and Jordi Llop",

note = "Funding Information: The authors would like to thank Dr. Pe{\~n}uelas (Nuclear Medicine Department, Cl{\'i}nica Universitaria de Navarra) for developing and transferring to our research group the original idea of synthesizing S-[ 13 N]nitrosothiols. The authors also thank the Departamento de Industria, Comercio y Turismo of the Vasc Government for financial support. ",

year = "2010",

month = jun,

day = "2",

doi = "10.1016/j.tetlet.2010.03.122",

language = "English",

volume = "51",

pages = "2990--2993",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "22",

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TY - JOUR

T1 - Fully automated synthesis of 13N-labeled nitrosothiols

AU - Gómez-Vallejo, Vanessa

AU - Kato, Koichi

AU - Oliden, Iosu

AU - Calvo, Javier

AU - Baz, Zuriñe

AU - Borrell, José I.

AU - Llop, Jordi

N1 - Funding Information: The authors would like to thank Dr. Peñuelas (Nuclear Medicine Department, Clínica Universitaria de Navarra) for developing and transferring to our research group the original idea of synthesizing S-[ 13 N]nitrosothiols. The authors also thank the Departamento de Industria, Comercio y Turismo of the Vasc Government for financial support.

PY - 2010/6/2

Y1 - 2010/6/2

N2 - In the present Letter, a fast, automated, and reproducible method for the synthesis of S-[13N]nitrosothiols is reported. The labeling strategy is based on trapping [13 N] NO2- in an anion exchange resin. The reaction with thiols in acidic media led to the formation of the desired nitrosothiols in short reaction times (60 s) with excellent radiochemical conversions (from 48.7% to 74.5%). Final radiotracers were purified by HPLC. Good radiochemical yields (from 33.8% to 60.6%, decay corrected) and radiochemical purities (>99%) were obtained in all cases. Stability of the labeled compounds was checked.

AB - In the present Letter, a fast, automated, and reproducible method for the synthesis of S-[13N]nitrosothiols is reported. The labeling strategy is based on trapping [13 N] NO2- in an anion exchange resin. The reaction with thiols in acidic media led to the formation of the desired nitrosothiols in short reaction times (60 s) with excellent radiochemical conversions (from 48.7% to 74.5%). Final radiotracers were purified by HPLC. Good radiochemical yields (from 33.8% to 60.6%, decay corrected) and radiochemical purities (>99%) were obtained in all cases. Stability of the labeled compounds was checked.

KW - Nitrogen-13

KW - Nitrosothiols

KW - Positron emission tomography

UR - https://www.scopus.com/pages/publications/77951620632

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DO - 10.1016/j.tetlet.2010.03.122

M3 - Article

AN - SCOPUS:77951620632

SN - 0040-4039

VL - 51

SP - 2990

EP - 2993

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22