Further investigation on the radiosynthesis of α‐[11C]methyl‐tryptophan

Makiko Suehiro; Hayden T. Ravert; Alan A. Wilson; Ursula Scheffel; Robert F. Dannals; Henry N. Wagner

doi:10.1002/jlcr.2580310211

Further investigation on the radiosynthesis of α‐[¹¹C]methyl‐tryptophan

Makiko Suehiro, Hayden T. Ravert, Alan A. Wilson, Ursula Scheffel, Robert F. Dannals, Henry N. Wagner

School of Medicine

Research output: Contribution to journal › Comment/debate › peer-review

10 Scopus citations

Abstract

Improved procedures for the radiosynthesis of α‐[¹¹C]methyltryptophan and α‐[¹¹C]methyl‐tryptophan methyl ester were studied. Following α‐deprotonation of tryptophan methyl ester benzaldimine with LDA, 60 – 80% of no carrier added [¹¹C]iodomethane was incorporated in 5 minutes at 27 – 30°C. After HPLC purification, radiochemically pure α‐[¹¹C]methyl‐tryptophan or its methyl ester was produced with minimum chemical contamination from tryptophan. The [¹¹C]methyl‐tryptophan synthesized, however, was found to be a racemate.

Original language	English (US)
Pages (from-to)	151-157
Number of pages	7
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	31
Issue number	2
DOIs	https://doi.org/10.1002/jlcr.2580310211
State	Published - Feb 1992

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Drug Discovery
Spectroscopy
Organic Chemistry

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10.1002/jlcr.2580310211

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title = "Further investigation on the radiosynthesis of α‐[11C]methyl‐tryptophan",

abstract = "Improved procedures for the radiosynthesis of α‐[11C]methyltryptophan and α‐[11C]methyl‐tryptophan methyl ester were studied. Following α‐deprotonation of tryptophan methyl ester benzaldimine with LDA, 60 – 80% of no carrier added [11C]iodomethane was incorporated in 5 minutes at 27 – 30°C. After HPLC purification, radiochemically pure α‐[11C]methyl‐tryptophan or its methyl ester was produced with minimum chemical contamination from tryptophan. The [11C]methyl‐tryptophan synthesized, however, was found to be a racemate.",

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T1 - Further investigation on the radiosynthesis of α‐[11C]methyl‐tryptophan

AU - Suehiro, Makiko

AU - Ravert, Hayden T.

AU - Wilson, Alan A.

AU - Scheffel, Ursula

AU - Dannals, Robert F.

AU - Wagner, Henry N.

PY - 1992/2

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N2 - Improved procedures for the radiosynthesis of α‐[11C]methyltryptophan and α‐[11C]methyl‐tryptophan methyl ester were studied. Following α‐deprotonation of tryptophan methyl ester benzaldimine with LDA, 60 – 80% of no carrier added [11C]iodomethane was incorporated in 5 minutes at 27 – 30°C. After HPLC purification, radiochemically pure α‐[11C]methyl‐tryptophan or its methyl ester was produced with minimum chemical contamination from tryptophan. The [11C]methyl‐tryptophan synthesized, however, was found to be a racemate.

AB - Improved procedures for the radiosynthesis of α‐[11C]methyltryptophan and α‐[11C]methyl‐tryptophan methyl ester were studied. Following α‐deprotonation of tryptophan methyl ester benzaldimine with LDA, 60 – 80% of no carrier added [11C]iodomethane was incorporated in 5 minutes at 27 – 30°C. After HPLC purification, radiochemically pure α‐[11C]methyl‐tryptophan or its methyl ester was produced with minimum chemical contamination from tryptophan. The [11C]methyl‐tryptophan synthesized, however, was found to be a racemate.

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JF - Journal of Labelled Compounds and Radiopharmaceuticals

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Further investigation on the radiosynthesis of α‐[¹¹C]methyl‐tryptophan

Abstract

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