Small molecules & peptides

(2S,4R)-4-Fluoroglutamine precursor

Precursor for (2S,4R)-4-[¹⁸F]Fluoroglutamine

L-​Glutamine, N²-​[(1,​1-​dimethylethoxy)​carbonyl]​-​4-​[[(4-​methylphenyl)​sulfonyl]​oxy]​-N-​[(2,​4,​6-​trimethoxyphenyl)​methyl]​-​, 1,​1-​dimethylethyl ester, (4S)​-; tert-butyl (2S,4S)-2-((tert-butoxycarbonyl)amino)-5-oxo-4-(tosyloxy)-5-((2,4,6-trimethoxybenzyl)amino)pentanoate; (2S,4R)-4-[¹⁸F]Fluoroglutamine precursor

(2S,4S)-tert-butyl-2-(tert-butoxycarbonylamino)-5-oxo-4-(tosyloxy)-5-(2,4,6-trimethoxybenzylamino)pentanoate

Quality

Research Chemical

Characteristics

Molar mass 652.75

CAS RN [1262523-66-9]

Purity ≥ 95 %

  • Colorless to off-white solid
  • soluble in dimethyl sulfoxide, dichloromethane, chloroform, ethyl acetate

Certificates

CoA: appearance, ¹H NMR spectrum (identity), HPLC (purity)

Literature

Qu W. et al. Synthesis of Optically Pure 4-Fluoro-Glutamines as Potential Metabolic Imaging Agents for Tumors. J. Am. Chem. Soc. 2011, 133, 1122–1133.

Lieberman B. P. et al. PET Imaging of Glutaminolysis in Tumors by ¹⁸F-(2S,4R)4-Fluoroglutamine. J. Nucl. Med. 2011, 52, 1947–1955.

Xu X. et al. Imaging Brain Metastasis Patients With ¹⁸F-(2S,4R)-4-Fluoroglutamine. Clin. Nucl. Med. 2018, 43, e392–e399.

Grkovski M. et al. Pharmacokinetic assessment of ¹⁸F-(2S,4R)-4-fluoroglutamine in patients with cancer. J. Nucl. Med. 2020, 61, 357–366.

Xu X. et al. Dynamic PET/CT imaging of ¹⁸F-(2S,4R)4-fluoroglutamine in healthy volunteers and oncological patients. Eur. J. Nucl. Med. Mol. Imaging 2020, 47, 2280–2292.

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