Literature DB >> 8401447

Synthesis of enantiomerically pure alpha-[14C]methyl-L-tryptophan.

S Mzengeza1, T K Venkatachalam, S Rajagopal, M Diksic.   

Abstract

A practical method for the preparation of large amounts of enantiomerically pure alpha-[14C]methyl-L-tryptophan using the enzymatic resolution of the corresponding D,L-methyl ester is reported. The radiolabelled alpha-methyl group was introduced using the alpha-methylation of the lithium enolate of the Schiff base of L-tryptophan methyl ester. Hydrolysis of the Schiff base with 1N HCl provided the D,L-methyl ester of alpha-[14C]methyl tryptophan. Enantioselective enzymatic hydrolysis of the L-methyl ester by alpha-chymotrypsin gave the enantiomerically pure alpha-[14C]methyl-L-tryptophan. The overall yield of this preparation was 33%.

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Year:  1993        PMID: 8401447     DOI: 10.1016/0969-8043(93)90059-j

Source DB:  PubMed          Journal:  Appl Radiat Isot        ISSN: 0969-8043            Impact factor:   1.513


  7 in total

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2.  Acute and chronic D-fenfluramine treatments have different effects on serotonin synthesis rates in the rat brain: an autoradiographic study.

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4.  Beta-peptides with improved affinity for hDM2 and hDMX.

Authors:  Elizabeth A Harker; Douglas S Daniels; Danielle A Guarracino; Alanna Schepartz
Journal:  Bioorg Med Chem       Date:  2009-01-23       Impact factor: 3.641

5.  The lumped constant of α-methyl-l-tryptophan is not influenced by drugs acting through serotonergic system.

Authors:  Nela Pivac; Mirko Diksic
Journal:  Neurochem Int       Date:  2011-03-22       Impact factor: 3.921

6.  Serotonin synthesis increased in terminals four days after reserpine treatment: an autoradiographic study in rat brain.

Authors:  D Mück-Seler; M Diksic
Journal:  Neurochem Res       Date:  1997-01       Impact factor: 3.996

7.  Acute treatment with fluvoxamine elevates rat brain serotonin synthesis in some terminal regions: an autoradiographic study.

Authors:  Dorotea Muck-Seler; Nela Pivac; Mirko Diksic
Journal:  Nucl Med Biol       Date:  2012-05-05       Impact factor: 2.408

  7 in total

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