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Chemical Compound Review:

NOX-200 2-amino-3-(1H-indol-3-yl)-2- methyl...

Synonyms: AGN-PC-00O0ZP, CHEMBL559578, SureCN343309, NSC-9948, ACMC-1BNRO, ...

Mzengeza, S. et al., Shoaf, S.E. et al., Fedi, M. et al., Kreps, J.A. et al., Higginbottom, M. et al., et al.

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High impact information on alpha-Methyltryptophan

Localizing value of alpha-methyl-L-tryptophan PET in intractable epilepsy of neocortical origin [1].
A mutant of Arabidopsis thaliana, amt-1, was previously selected for resistance to growth inhibition by the tryptophan analog alpha-methyltryptophan [2].
Rationally designed "dipeptoid" analogues of CCK. A Free-Wilson/Fujita-Ban analysis of some alpha-methyltryptophan derivatives as CCK-B antagonists [3].
Alpha-methyltryptophan metabolism in rat pineal gland and brain [4].
The inhibition of tryptophan hydroxylase, not protein synthesis, reduces the brain trapping of alpha-methyl-L-tryptophan: an autoradiographic study [5].

Biological context of alpha-Methyltryptophan

Pharmacokinetics of alpha-methyl-L-tryptophan in rhesus monkeys and calculation of the lumped constant for estimating the rate of serotonin synthesis [6].
While the enolate of the 2,5-trans disubstituted derivative could not be methylated, the enolate of the cis-2,5-disubstituted derivative was successfully methylated with methyl iodide to a product which on hydrolysis gave enantiomerically pure alpha-methyl-L-tryptophan [7].

Anatomical context of alpha-Methyltryptophan

Blood-brain barrier (BBB) transport for L-Trp and alpha-methyl-L-tryptophan was evaluated in Li-treated rats [8].
2. Analysis of fractions prepared from brains of AMTP-injected rats shows that AM5HT occurs mainly in the synaptosomes [9].

Analytical, diagnostic and therapeutic context of alpha-Methyltryptophan

[11C] alpha-methyl-L-tryptophan (alpha-MTrp) was originally developed to measure serotonin synthesis in vivo with positron emission tomography (PET) [10].

References

Localizing value of alpha-methyl-L-tryptophan PET in intractable epilepsy of neocortical origin. Fedi, M., Reutens, D., Okazawa, H., Andermann, F., Boling, W., Dubeau, F., White, C., Nakai, A., Gross, D.W., Andermann, E., Diksic, M. Neurology (2001) [Pubmed]
Molecular basis of alpha-methyltryptophan resistance in amt-1, a mutant of Arabidopsis thaliana with altered tryptophan metabolism. Kreps, J.A., Ponappa, T., Dong, W., Town, C.D. Plant Physiol. (1996) [Pubmed]
Rationally designed "dipeptoid" analogues of CCK. A Free-Wilson/Fujita-Ban analysis of some alpha-methyltryptophan derivatives as CCK-B antagonists. Higginbottom, M., Kneen, C., Ratcliffe, G.S. J. Med. Chem. (1992) [Pubmed]
Alpha-methyltryptophan metabolism in rat pineal gland and brain. Montine, T.J., Missala, K., Sourkes, T.L. J. Pineal Res. (1992) [Pubmed]
The inhibition of tryptophan hydroxylase, not protein synthesis, reduces the brain trapping of alpha-methyl-L-tryptophan: an autoradiographic study. Tohyama, Y., Takahashi, S., Merid, M.F., Watanabe, A., Diksic, M. Neurochem. Int. (2002) [Pubmed]
Pharmacokinetics of alpha-methyl-L-tryptophan in rhesus monkeys and calculation of the lumped constant for estimating the rate of serotonin synthesis. Shoaf, S.E., Schmall, B. J. Pharmacol. Exp. Ther. (1996) [Pubmed]
Stereospecific synthesis of alpha-methylated amino acids. Mzengeza, S., Venkatachalam, T.K., Diksic, M. Amino Acids (2000) [Pubmed]
Blood-brain barrier transfer of L-Trp and alpha-MTrp in Li-treated rats. Takada, A., Grdisa, M., Diksic, M. Neurochem. Int. (1992) [Pubmed]
Alpha-methylserotonin, a substitute transmitter for serotonergic neurons. Sourkes, T.L., Montine, T.J., Missala, K. Prog. Neuropsychopharmacol. Biol. Psychiatry (1990) [Pubmed]
alpha-[11C]-Methyl-L-tryptophan PET identifies the epileptogenic tuber and correlates with interictal spike frequency. Fedi, M., Reutens, D.C., Andermann, F., Okazawa, H., Boling, W., White, C., Dubeau, F., Nakai, A., Gross, D.W., Andermann, E., Diksic, M. Epilepsy Res. (2003) [Pubmed]

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