Methoxypyrazine

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Chemical structure of isopropyl methoxy pyrazine (IPMP) IPMP.png
Chemical structure of isopropyl methoxy pyrazine (IPMP)

Methoxypyrazines are a class of chemical compounds that produce odors. The odors tend to be undesirable, as in the case of certain wines, [1] or as defensive chemicals used by insects such as Harmonia axyridis which produces isopropyl methoxy pyrazine (IPMP). They have also been identified as additives in cigarette manufacture. Detection thresholds are very low, typically near 2 parts per trillion (1 ng/L). [1]

Contents

Examples of methoxypyrazines in wine grapes

Cabernet Sauvignon has high levels of methoxypyrazines. [2] [3] Two methoxypyrazine compounds, 3-isobutyl-2-methoxypyrazine (IBMP) and 3-isopropyl-2-methoxypyrazine (IPMP), are considered to be important determinants of "green" (i.e., herbal, grassy, or vegetal) flavours in Sauvignon blanc wines. [4]

See also

Related Research Articles

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<span class="mw-page-title-main">3-Isobutyl-2-methoxypyrazine</span> Chemical compound

3-Isobutyl-2-methoxypyrazine is a methoxypyrazine that is very similar to isopropyl methoxy pyrazine except that the alkyl side-group contains an isobutyl group attached to the carbon alpha to the methoxy sidegroup instead of an isopropyl side-group at that same carbon position.

References

  1. 1 2 Trace flavour components of grapes
  2. winepros.com.au Oxford Companion to Wine methoxypyrazines Archived 2012-02-29 at the Wayback Machine
  3. Oz Clarke Encyclopedia of Grapes pg 223 Harcourt Books 2001 ISBN   0-15-100714-4
  4. Marais, J., Hunter, J.J., & Haasbroek, P.D. (1999). Effect of microclimate, season and region on Sauvignon blanc grape composition and wine quality. South African Journal of Enology and Viticulture, 20, 19-30.