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2-甲氧基-3,5-二甲基吡嗪的来源与发生率,该化合物具有“真菌”和“软木塞味”香气,存在于与葡萄酒接触的软木塞和橡木片中。

Origin and incidence of 2-methoxy-3,5-dimethylpyrazine, a compound with a "fungal" and "corky" aroma found in cork stoppers and oak chips in contact with wines.

作者信息

Chatonnet Pascal, Fleury Antoine, Boutou Stéphane

机构信息

Laboratoire Excell, Parc Innolin, 10 rue du Golf, 33700 Mérignac, France.

出版信息

J Agric Food Chem. 2010 Dec 8;58(23):12481-90. doi: 10.1021/jf102874f. Epub 2010 Nov 8.

Abstract

This study identifies a previously isolated bacterium as Rhizobium excellensis, a new species of proteobacteria able to form a large quantity of 2-methoxy-3,5-dimethylpyrazine (MDMP). R. excellensis actively synthesizes MDMP from L-alanine and L-leucine and, to a lesser extent, from L-phenylalanine and L-valine. MDMP is a volatile, strong-smelling substance detected in wines with cork stoppers that have an unpleasant "corky", "herbaceous" (potato, green hazelnut), or "dusty" odor that is very different from the typical "fungal" nose of a "corked" wine that is generally due to 2,4,6-trichloroanisole (TCA). The contamination of cork by MDMP is not correlated with the presence of TCA. It appears possible that R. excellensis is the microorganism mainly responsible for the presence of this molecule in cork bark. However, other observations suggest that MDMP might taint wine through other ways. Oak wood can also be contaminated and affect wines with which it comes into contact. Nevertheless, because 93% of the MDMP content in wood is destroyed after 10 min at 220 °C, sufficiently toasted oak barrels or alternatives probably do not represent a major source of MDMP in most of the cases. Due to MDMP's relatively low detection threshold estimated at 2.1 ng/L, its presence in about 40% of the untreated natural cork stoppers sampled at concentrations above 10 ng/cork suggests that this compound, if extracted from the stoppers, may pose a risk for wine producers.

摘要

本研究鉴定出一种先前分离出的细菌为卓越根瘤菌,它是一种能够大量形成2-甲氧基-3,5-二甲基吡嗪(MDMP)的变形菌新物种。卓越根瘤菌能从L-丙氨酸和L-亮氨酸,以及少量从L-苯丙氨酸和L-缬氨酸中积极合成MDMP。MDMP是一种挥发性强、气味浓烈的物质,在使用软木塞的葡萄酒中被检测到,会产生令人不悦的“木塞味”“草本味”(土豆味、青榛子味)或“尘土味”,这与通常由2,4,6-三氯苯甲醚(TCA)导致的“木塞污染”葡萄酒典型的“真菌味”截然不同。MDMP对软木塞的污染与TCA的存在无关。卓越根瘤菌似乎有可能是软木树皮中该分子存在的主要 responsible 微生物。然而,其他观察结果表明,MDMP可能通过其他方式污染葡萄酒。橡木也可能被污染并影响与之接触的葡萄酒。尽管如此,由于木材中93%的MDMP含量在220℃下10分钟后会被破坏,在大多数情况下,充分烘烤的橡木桶或替代品可能并非MDMP的主要来源。由于MDMP的检测阈值相对较低,估计为2.1纳克/升,在大约40%未经处理的天然软木塞中检测到其浓度高于10纳克/软木塞,这表明这种化合物如果从软木塞中提取出来,可能会给葡萄酒生产商带来风险。

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