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Chemical Compound Review:

IBMP 2-methoxy-3-(2- methylpropyl)pyrazine

Synonyms: PubChem8620, CHEMBL97355, SureCN113424, ACMC-1CLYW, ACN-S003350, ...

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.

Psychiatry related information on 3-Isobutyl-2-methoxypyrazine

The method allows quantification of 3-isobutyl-2-methoxypyrazine, 3-sec-butyl-2-methoxypyrazine and 3-isopropyl-2-methoxypyrazine at their natural concentration levels and below their sensory thresholds in Cabernet Sauvignon and Merlot wines [1].
Organoleptic impact of 2-methoxy-3-isobutylpyrazine on red bordeaux and loire wines. Effect of environmental conditions on concentrations in grapes during ripening [2].

High impact information on 3-Isobutyl-2-methoxypyrazine

Previous studies by isothermal titration calorimetry (ITC) show that the affinity of MUP for the pheromone 2-methoxy-3-isobutylpyrazine (IBMP) is mainly driven by enthalpy, with a small unfavourable entropic contribution [3].
2-Isobutyl-3-methoxypyrazine, a potent bell-pepper odorant, binds to cow olfactory mucosa homogenate [4].
Identification of a specific olfactory receptor for 2-isobutyl-3-methoxypyrazine [4].
Olfactory stimulation was carried out by using different odors (i.e. both conventional odors: 2-isobutyl-3-methoxypyrazine, green pepper essence; thymol; and 2-sec-butylthiazoline, a sexual pheromone) [5].
An automated technique based on purge-and-trap coupled to gas chromatography with mass spectrometric detection has been developed and optimized for the trace determination of five of the most important water odorants; 2-isopropyl-3-methoxypyrazine, 2-isobutyl-3-methoxypyrazine, 2-methylisoborneol, 2,4,6-trichloroanisole and geosmin [6].

Anatomical context of 3-Isobutyl-2-methoxypyrazine

1. Two soluble proteins, with good affinity to tritiated 2-isobutyl-3-methoxypyrazine, have been purified from mouse nasal mucosa [7].

Associations of 3-Isobutyl-2-methoxypyrazine with other chemical compounds

Isothermal titration calorimetry (ITC) did not detect the binding of either aspartame or denatonium saccharide to VEGP nor did it detect binding of 2-isobutyl-3-methoxypyrazine (IBMP) to OBP [8].

Gene context of 3-Isobutyl-2-methoxypyrazine

Quantitative analysis of 2-methoxy-3-isobutylpyrazine (MIBP) in grapes and wines was developed, using a stable isotope dilution assay [9].

References

Headspace solid-phase microextraction analysis of 3-alkyl-2-methoxypyrazines in wines. Sala, C., Mestres, M., Martí, M.P., Busto, O., Guasch, J. Journal of chromatography. A. (2002) [Pubmed]
Organoleptic impact of 2-methoxy-3-isobutylpyrazine on red bordeaux and loire wines. Effect of environmental conditions on concentrations in grapes during ripening. Roujou de Boubée, D., Van Leeuwen, C., Dubourdieu, D. J. Agric. Food Chem. (2000) [Pubmed]
Effects of protein-pheromone complexation on correlated chemical shift modulations. Perazzolo, C., Wist, J., Loth, K., Poggi, L., Homans, S., Bodenhausen, G. J. Biomol. NMR (2005) [Pubmed]
Identification of a specific olfactory receptor for 2-isobutyl-3-methoxypyrazine. Pelosi, P., Baldaccini, N.E., Pisanelli, A.M. Biochem. J. (1982) [Pubmed]
Similar increases in extracellular lactic acid in the limbic system during epileptic and/or olfactory stimulation. Fornai, F., Bassi, L., Gesi, M., Giorgi, F.S., Guerrini, R., Bonaccorsi, I., Alessandrì, M.G. Neuroscience (2000) [Pubmed]
Automated trace determination of earthy-musty odorous compounds in water samples by on-line purge-and-trap-gas chromatography-mass spectrometry. Salemi, A., Lacorte, S., Bagheri, H., Barcel??, D. Journal of chromatography. A (2006) [Pubmed]
Isolation of two odorant-binding proteins from mouse nasal tissue. Pes, D., Dal Monte, M., Ganni, M., Pelosi, P. Comp. Biochem. Physiol., B (1992) [Pubmed]
Why has porcine VEG protein unusually high stability and suppressed binding ability? Burova, T.V., Rabesona, H., Choiset, Y., Jankowski, C.K., Sawyer, L., Haertlé, T. Biochim. Biophys. Acta (2000) [Pubmed]
Quantitative determination of 2-methoxy-3-isobutylpyrazine in red wines and grapes of Bordeaux using a stable isotope dilution assay. Kotseridis, Y., Baumes, R.L., Bertrand, A., Skouroumounis, G.K. Journal of chromatography. A. (1999) [Pubmed]

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