Cheer up with some gingerbread for Christmas

pepperkake
The gingerbread cookies pictured are made with ginger, cloves and cinnamon. I didn’t use ammonium carbonate as a leavening agent for these, so no amphetamines were created “in furno” in this case. But I’m sure the cookies can cheer you up anyway!

A while ago I came across the article “Christmas gingerbread (Lebkuchen) and Christmas cheer–review of the potential role of mood elevating amphetamine-like compounds formed in vivo and in furno” (abstract from NCBI, free full text pdf download from publisher). The paper reviews a hypothesis proposed by Alexander Shulgin in a series of papers appearing in Nature in the 60’s. Shulgin noted that allylbenzenes and propenylbenzens found in many spices are “merely lacking ammonia to become amphetamines”. The author reviews the evidence that such substances may be converted in the body to psychoactive metabolites, but concludes that the evidence is equivocal at best. However, the author launches an alternative theory:

“… the formation of these compounds during the cooking process, what I have called “in furno.” Examination of the Lebkuchen recipe in Table 3 reveals chemical constituents that, when heated together in furno might plausibly result in some ammonia addition to the alkenylbenzene double bonds, which would lead to the presence in the Lebkuchen of 4-methoxyamphetamine (PMA) from (E)-anethole and 4-hydroxy-3-methoxyamphetamine (HMA) from eugenol.”

But as the author prudently add: “Until the appropriate laboratory and clinical investigations are performed, it is merely a subject of speculation and fantasy.” Nevertheless is an entertaining paper to read, and I’m sure that this kind of “science triva” can cheer up discussions around the dinner tables in an otherwise dark December. And I must add that I really love the term in furno (i.e. in the oven, during the cooking/baking process) used alongside the more common in vivo and in vitro.

I’ve illustrated the proposed reactions in the scheme below. Anethole and eugenol are found in cloves/cinnamon and anise seeds respectively. Baker’s ammonia is known to chemists as ammonium carbonate, but also under names such as salt of hartshorn. It has a very strong smell of ammonia and upon heating it decomposes and releases ammonia which could possibly react with the allyl/propenyl groups.

[Found via the very funny NCBI ROFL blog]

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Filed under: academic articles, fun with food, science

Comments

  1. Nessie Says:

    Does cooking with ammonium carbonate impart a noticeable odor? As opposed to using other leavening agents?

  2. Lars@grydeskeen Says:

    @Nessie: Yes, if you bake with hartshorn, the salt will split to Ammonia, and Carbondioxide, and you will be able to slightly smell the ammonia, but only when the cookies are beeing baked. Hartshorn is primarily used in large surface bake, like cookies.

  3. Andyc Says:

    Read the paper, nice idea. I love to think that some foods are inherently addictive on a purely pharmacological basis. Also, hydroamination of alkenes is well known, usually metal catalysed but if you think about it, trace metals are always present in inorganic bases and will certainly be in the trays, cutters and whisks used to make the cookies….maybe it does happen.

  4. Robert Paulson Says:

    Unfortunately, there is a strong energy barrier to hydroamination without a metal catalyst. Not sure how fast diffusion is inside a gel (dough) either.

    As much as I would love it to be true, amphetamines in baked goods are probably close to homeopathic concentrations.

  5. RedRum Says:

    @robert

    if the concentrations are low, maybe we should increase the dosage, i.e. eat more cookies! I always feel great after I have eaten a couple of batches in the course of a day

    (kids, don’t try this at home, I practice 4 basketball hours per day…).

  6. Trig Says:

    Never mind the science, just enjoy the tastes and aromas of Christmas. Have a great one. All the best.

  7. Maggie britt Says:

    I really liked a ginger bread concept… I gonna try it…. Spreading Patan ghee on it will be a great combination…

  8. » Yet another classic from Khymos… Bringing food chemistry to life Says:

    […] Get your amphetamines from gingerbread “in furno” […]