Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

Editor

Personal info

View

About

Terms

Javascript disabled

Please enable Javascript support in your browser to use this application.

Instructions on how to enable JavaScript on different browsers can be found here: http://www.google.com/support/bin/answer.py?answer=23852.

[edit this page]

Chemical Compound Review:

PubChem7237 2-(5-methoxy-1H-indol-3- yl)ethanoic acid

Synonyms: CHEMBL85433, SureCN674415, ACMC-1AIDE, M14935_ALDRICH, AG-F-19025, ...

Li, P. et al., Ho, S. et al., Tsang, C.W. et al., Mefford, I.N. et al., Beck, O. et al., et al.

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of C05660

When 6-MBOA and pineal indoles were tested for antibacterial activity against the bacterium Agrobacterium tumefaciens, 5-methoxyindole-3-acetic acid was found to be the most potent [1].

High impact information on C05660

This produces 5-methoxytryptamine, which is then deaminated by monoamine oxidase [amine:oxygen oxidoreductase (deaminating) (flavin-containing), EC 1.4.3.4], producing 5-methoxyindoleacetic acid and 5-methoxytryptophol [2].
Pineal tryptophan, serotonin [5-hydroxytryptamine (5-HT)], N-acetylserotonin, melatonin, 5-hydroxyindoleacetic acid, 5-hydroxytryptophol, 5-methoxytryptophol, and 5-methoxyindoleacetic acid were measured by high pressure liquid chromatography with electrochemical detection [3].
Endogenous 5-methoxytryptamine (5MT) and its biosynthetic oxidation product, 5-methoxyindole-3-acetic acid (5MIAA), were successfully identified and measured in the retina of the rat and quail by gas chromatography/electron-capture negative ion chemical ionization mass spectrometry (GC/EC-NICI-MS) [4].
Retinal 5-methoxytryptamine and 5-methoxyindole-3-acetic acid in the rat and quail: diurnal rhythms and interspecies differences [4].
The endogenous levels of 5-methoxyindole-3-acetic acid (5-MIAA) in quail pineal gland, retina and serum were determined by capillary column gas chromatography/mass spectrometry/selected ion monitoring using a deuterated internal standard and the N-pentafluoropropionyl-O-pentafluorobenzyl ester derivative [5].

Biological context of C05660

In this study, the effect of different doses of 5-methoxyindole-3-acetic acid (5-MIAA) on the estrous cycle and the reproductive organs of female rats was studied [6].
The effect of late afternoon injections of melatonin, 5-methoxytryptamine, 5-methoxytryptophol, and 5-methoxyindole-3-acetic acid on testicular histology in mice were examined [7].

Anatomical context of C05660

Treatment of mice with methoxyindoleacetic acid did not produce discernible changes in the testes and accessory sex organs [8].

Associations of C05660 with other chemical compounds

The analyses of pineal glands obtained during the morning hours revealed the presence of 5-methoxyindole-3-acetic acid and melatonin in nmoles/g and 5-methyoxytryptophol and 5-methoxytryptamine in pmoles/g amounts in pig, cow and sheep [9].
This study aims to determine the effects of light on the levels of 5-MIAA to provide further information on this indoleamine, using a sensitive and specific radioimmunoassay (RIA) for immunoreactive 5-methoxyindole-3-acetic acid (5-MIAA) developed in our laboratories using a specific antibody and tritiated label [10].

References

Demonstration of antifungal and anti-human immunodeficiency virus reverse transcriptase activities of 6-methoxy-2-benzoxazolinone and antibacterial activity of the pineal indole 5-methoxyindole-3-acetic acid. Wang, H.X., Ng, T.B. Comp. Biochem. Physiol. C Toxicol. Pharmacol. (2002) [Pubmed]
Retinal melatonin is metabolized within the eye of xenopus laevis. Cahill, G.M., Besharse, J.C. Proc. Natl. Acad. Sci. U.S.A. (1989) [Pubmed]
Reciprocal day/night relationship between serotonin oxidation and N-acetylation products in the rat pineal gland. Mefford, I.N., Chang, P., Klein, D.C., Namboodiri, M.A., Sugden, D., Barchas, J. Endocrinology (1983) [Pubmed]
Retinal 5-methoxytryptamine and 5-methoxyindole-3-acetic acid in the rat and quail: diurnal rhythms and interspecies differences. Li, P., Pang, S.F., Tsang, C.W. Biochem. Biophys. Res. Commun. (1997) [Pubmed]
Mass spectrometric identification and quantification of endogenous 5-methoxyindole-3-acetic acid in quail tissues. Tsang, C.W., Leung, O.K., Lee, P.P., Pang, S.F. Biochem. Biophys. Res. Commun. (1995) [Pubmed]
Effect of a pineal indolamine, 5-methoxyindole-3-acetic acid, on the estrous cycle and reproductive organs of female Wistar albino rats. Ocal-Irez, T., Durmus, G., Sekerkiran, Y., Peker, C., Uygur, G. Brain Res. (1989) [Pubmed]
Effect of pineal indoles on testicular histology of mice. Ng, T.B., Ooi, V.E. Arch. Androl. (1990) [Pubmed]
Action of pineal indoleamines on the reproductive systems of the male C57 mouse and golden hamster. Ng, T.B., Chan, W.Y. J. Neural Transm. Gen. Sect. (1993) [Pubmed]
5-Methoxyindoles in pineal gland of cow, pig, sheep and rat. Beck, O., Jonsson, G., Lundman, A. Naunyn Schmiedebergs Arch. Pharmacol. (1981) [Pubmed]
Effect of light on 5-methoxyindole-3-acetic acid in the rat. Ho, S., Pang, S.F., Tsang, C.W., Tang, P.L. Journal of neural transmission (Vienna, Austria : 1996) (2001) [Pubmed]

Contributions to this collaborative article are from individual authors of WikiGenes or mined by the WikiGenes Data Mining Engine from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.About WikiGenes Open Access Licence Privacy Policy Terms of Use apsburg

The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.