30 years of [11C]methyl triflate

Jewett, Ethan M.; Någren, Kjell; Mock, Bruce H.; Watkins, G. Leonard

doi:10.1016/j.apradiso.2023.110812

Cited by 3 publications

(4 citation statements)

References 39 publications

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“…A longitudinal assessment of Aβ deposition increase and cognition decline was found to be weakly correlated, suggesting that downstream factors affect the progression of AD and MCI symptoms [56]. Although β-amyloid deposition precedes AD and MCI, β-amyloid levels may not strongly correlate with cognitive impairment of AD patients [79] and MCI appears to be brought about by other factors or a combination of factors [39]. A recent study suggests a correlation of vascular risk factors and AD processes leading to MCI [80].…”

Section: Limitations Of [ 11 C]pibmentioning

confidence: 99%

“…Under such alkaline conditions the primary amine was probably negatively charged leading to the reaction mechanism proposed in Figure 3. C]MeI yield would be insufficient [39,41]. Further, N-alkylation was so strongly dominated over O-alkylation with [ 11 C] MeOTf that the protection group of 6-MOMO-BTA-0 was no longer required [28].…”

mentioning

confidence: 99%

“…]MeOTf activity was trapped in the reaction vial loaded with the corresponding precursor, after [ 11 C]MeI was passed through a column containing graphitized carbon impregnated with 50% weight silver triflate heated to 200°C, refer to Figure 4[27,38]. With increasing demand for new radiotracers, [ 11 C]MeOTf became one of the two primary [ 11 C]synthons, along with [ 11 C]MeI[39], and it is still widely used for novel11 C-tracer clinical applications[40]. Moreover, with higher reactivity, lower volatility, and shorter reaction times [11 C]MeOTf greatly improves [ 11 C] PiB radiochemical yields.…”

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confidence: 99%

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Two decades of [11C]PiB synthesis, 2003-2023: a review

Myburgh

2024

Am J Nucl Med Mol Imaging

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Because carbon-11 ( 11 C) radiotracers cannot be shipped over long distances, their use in routine positron emission tomography (PET) studies is dependent on the production capabilities of individual radiochemistry laboratories. Since 2003, 11 C-labeled Pittsburgh compound B ([ 11 C]PiB) has been the gold standard PET radiotracer for in vivo imaging of amyloid β (Aβ) plaques. For more than two decades, researchers have been working to develop faster, higher-yielding, more robust, and optimized production methods with higher radiochemical yields for various imaging applications. This review evaluates progress in [ 11 C]PiB radiochemistry. An introductory overview assesses how it has been applied in clinical neurologic imaging research. We examine the varying approaches reported for radiolabeling, purification, extraction, and formulation. Further considerations for QC methods, regulatory considerations, and optimizations were also discussed.

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Section: Limitations Of [ 11 C]pibmentioning

confidence: 99%

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confidence: 99%

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confidence: 99%

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Two decades of [11C]PiB synthesis, 2003-2023: a review

Myburgh

2024

Am J Nucl Med Mol Imaging

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“…The molar activity of the [ 11 C]methyl triflate is dictated by the molar activity of the [ 11 C]iodomethane feed; the process does not add carrier. The very extensive utility that [ 11 C]methyl triflate has gained in the PET radiochemistry field for labeling tracers at heteroatoms has recently been summarized [90]. [91], produced as described by Långström et al [92].…”

Section: [ 11 C]carbon Monoxide Into [ 11 C]methanolmentioning

confidence: 99%

Gas Phase Transformations in Carbon-11 Chemistry

Lu,

Telu,

Siméon

et al. 2023

Preprint

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The short-lived positron-emitter carbon-11 (t1/2 = 20.4 min; b+, 99.8%) is prominent for labeling tracers for use in biomedical research with positron emission tomography (PET). Carbon-11 is produced for this purpose with a cyclotron, nowadays almost exclusively by the 14N(p,a)11C nuclear reaction, either on nitrogen containing a low concentration of oxygen (0.1–0.5%) or hydrogen (~ 5%) to produce [11C]carbon dioxide or [11C]methane, respectively. These primary radioactive products can be produced in high yields and with high molar activities. However, only [11C]carbon dioxide has some utility for directly labeling PET tracers. Primary products are required to be converted rapidly and efficiently into secondary labeling synthons to provide versatile radiochemistry for labeling diverse tracer chemotypes at molecular positions of choice. This review surveys known gas phase transformations of carbon-11 and summarizes the important roles that many of these transformations now play for producing a broad range of labeling synthons in carbon-11 chemistry.

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Gas Phase Transformations in Carbon-11 Chemistry

Lu,

Telu,

Siméon

et al. 2024

IJMS

View full text Add to dashboard Cite

The short-lived positron-emitter carbon-11 (t1/2 = 20.4 min; β+, 99.8%) is prominent for labeling tracers for use in biomedical research with positron emission tomography (PET). Carbon-11 is produced for this purpose with a cyclotron, nowadays almost exclusively by the 14N(p,α)11C nuclear reaction, either on nitrogen containing a low concentration of oxygen (0.1–0.5%) or hydrogen (~5%) to produce [11C]carbon dioxide or [11C]methane, respectively. These primary radioactive products can be produced in high yields and with high molar activities. However, only [11C]carbon dioxide has some utility for directly labeling PET tracers. Primary products are required to be converted rapidly and efficiently into secondary labeling synthons to provide versatile radiochemistry for labeling diverse tracer chemotypes at molecular positions of choice. This review surveys known gas phase transformations of carbon-11 and summarizes the important roles that many of these transformations now play for producing a broad range of labeling synthons in carbon-11 chemistry.

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30 years of [11C]methyl triflate

Cited by 3 publications

References 39 publications

Two decades of [11C]PiB synthesis, 2003-2023: a review

Two decades of [11C]PiB synthesis, 2003-2023: a review

Gas Phase Transformations in Carbon-11 Chemistry

Gas Phase Transformations in Carbon-11 Chemistry

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