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Toward hyperpolarized molecular imaging of HIV: synthesis and longitudinal relaxation properties of 15 N‐Azidothymidine
Author(s) -
Shchepin Roman V.,
Chekmenev Eduard Y.
Publication year - 2014
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.3220
Subject(s) - chemistry , zidovudine , hyperpolarization (physics) , in vivo , magnetic resonance imaging , isotopomers , nuclear magnetic resonance spectroscopy , nuclear magnetic resonance , human immunodeficiency virus (hiv) , stereochemistry , virology , molecule , medicine , physics , microbiology and biotechnology , radiology , viral disease , biology , organic chemistry
Previously unreported 15 N labeled Azidothymidine (AZT) was prepared as an equimolar mixture of two isotopomers: 1‐ 15 N‐AZT and 3‐ 15 N‐AZT. Polarization decay of 15 N NMR signal was studied in high (9.4 T) and low (~50 mT) magnetic fields. 15 N T 1 values were 45 ± 5 s (1‐ 15 N‐AZT) and 37 ± 2 s (3‐ 15 N‐AZT) at 9.4 T, and 140 ± 16 s (3‐ 15 N‐AZT) at 50 mT. 15 N‐AZT can be potentially 15 N hyperpolarized by several methods. These sufficiently long 15 N‐AZT T 1 values potentially enable hyperpolarized in vivo imaging of 15 N‐AZT, because of the known favorable efficient (i.e., of the time scale shorter than the longest reported here 15 N T 1 ) kinetics of uptake of injected AZT. Therefore, 3‐ 15 N‐AZT can be potentially used for HIV molecular imaging using hyperpolarized magnetic resonance imaging.