It's Thursday and time for toxicology, so enough politics, let's talk poisons (I think I need this more than you!). Today it's all about one of our favorite condiments, HORERADISH. It may seem simple, but its pungency is due to a binary weapon!
So that's horseradish growing in my garden, in case you were wondering where it actually came from. It goes amazingly well and the young leaves are edible - they add a nice little kick to a sandwich.
But horseradish sauce doesn't come from leaves, it's made from horseradish roots, like these that I harvested:
If you've had horseradish sauce, you know it comes in various forms of pungency. Some can be mild, some induce lachrymation (fancy word for "causing tears"), some "burn" your mouth. This is due to a chemical called allyl isothiocyanate - nasty stuff.
Ally isothiocyanate works on TRPA1 receptors. These are cousins of the TRPV1 receptors activated by capsaicin in chili peppers, so you can see how the "spiciness" of horseradish is related.
The funny thing though? Horseradish doesn't really contain ally isothiocyanate. Yeah, I know what you're thinking.
Don't bail on me yet, I'll explain. Horseradish contains sinigrin, a glucosinolate found in a lot of vegetables in the Brassicaceae family, like Brussels sprouts and broccoli.
Horseradish also contains an enzyme, myrosinase. So when an animal comes up to horseradish and has a nibble, the cells break open and release sinigrin and the enzyme myrosinase, what happens next is pure (bio)CHEMISTRY!
Myrosinase catalyzes the conversion of sinigrin to allyl isothiocyanate at neutral-ish pH. So when you chew on a leaf you're generating ally isothiocyanate IN YOUR MOUTH. You're literally a walking science experiment.
So when you make horseradish, you grind up those roots, releasing siningrin and myrosinase, and generating ally isothiocyanate. Pretty cool, but wait, there's more!
How do you get varying levels of "hotness?" Time and pH. The longer you let horseradish sit - a few minutes is all it takes - the more allyl isothiocyanate is made, and the more pungent the sauce. To stop the formation, vinegar is added, which converts sinigrin to allyl cyanide
This is something you can do yourself, too! Growing horseradish is ridiculously easy from planting a root - but be careful, it can grow out of control, which is why mine is in a large pot. Then harvest the roots after a year or two.
Grind it all up and wait a few minutes, then add vinegar once the desired hotness" is reached to stop the chemical reaction. I will warn you though, if you do large batches, consider doing it outside - I nearly killed my dad one time.
So that's the chemistry and science of horseradish. Now go forth and annoy all your friends and family about sinigrin and allyl isothiocyanate the next time you have roast beef or a Passover meal. Be good, people, and science on.
If you want the story of how I nearly killed my Dad with horseradish, with the famous line of "because I’m not only a scientist, but also kind of a dick," you can read about it here: naturespoisons.com/2014/12/10/the…
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Happy Thanksgiving to those of you in the US! Happy Thursday to the rest of y'all.
I told you these were coming during my #amwriting breaks! In the spirit of overeating and edible things, here's the toxic tale of COPRINE.
The inkcap mushrooms, or "inky caps", are edible mushrooms with a mild flavor. I know, you're here for the poisonous mushrooms, not the edible ones. It is edible, but not when you consume them with alcohol! Weird, I know, but I'll explain. [pic by Nick Saltmarsh (CC BY-2.0)]
The ink caps contain a chemical called COPRINE. It's not too special, though the cyclopropyl group (the triangle part) is always fun to see in natural products. The problem with COPRINE is when it is metabolized. When ingested, the body breaks it down to AMINOCYCLOPROPANOL.
As promised, more toxic tales as I take a break from #amwriting. What I love about poisons is where it takes you: chemistry, biology, history... maybe the ED or a shallow grave.
Today we'll talk about the neurotoxic, hiccup-inducing, destroyer of kidneys CARAMBOXIN.
Caramboxin is found in starfruit, the fruit that is, uh, shaped like stars. It grows throughout Southeast Asia and tastes like a citrusy apple to me. It's a unique flavor and I rather like it. [pic by Ting W. Chang (CC BY-2.0)]
But you don't want to eat too much of it. I already spoiled it - I'm rightfully accused of being too "telly" in my writing - because of caramboxin.
Caramboxin is a non-proteinogenic amino acid - it's not encoded into our DNA or needed for anything. It's strictly a poison.
I have the rest of the week off, so when I take a break from #amwriting, expect a bunch of these.
You've heard of capsaicin, right? The the "hot" chemical in chili peppers? Today I present you with RESINIFERATOXIN. It's 🔥🔥🔥!
The resin spurge plant, Euphorbia resinifera is a cactus-y type thing found in north Africa. If you cut it open, it exudes a milky latex that contains resiniferatoxin. But watch out! [Pic by James Steakley (CC BY-SA 3.0)]
Resiniferatoxin is about 1000-times "hotter" than capsaicin. It's likely the hottest, most painful toxin on the planet, so I advise not putting it in your chili or making a hot sauce out of it.
First, forensic toxicology, or any part of a medico-legal death investigation, can not be done in a vacuum. I made this for death investigation talks. It's like the fire triangle: heat, fuel, air. To determine a cause of death we need: Investigation, Pathology, and Toxicology.
Second, yes, George Floyd had illicit fentanyl in his blood (the methamphetamine is so trivial a lot of labs wouldn't even bother confirming or reporting it). No one is disputing this, nor should they.
Was it fatal? LOL, no. He was walking and talking not dead on a couch.
It's Toxicology Thursday!
Let's talk about Tinyatoxin. It's got a funny name, which is why I chose it, but there's nothing tiny about the pain it produces...it brings the heat, literally.
On the chemistry side of things, it's got a super weird structure. That tri-phenoxyethyl ether thingy is odd (that's the top part, with the three oxygens (O's) I'm talking about). I don't know if I've seen a structure with one of those before, and I've seen a lot of structures.
On the botany side, tinyatoxin is produced in the succulent plant Euphorbia poissonii, which is native to Nigeria and west Africa. If you cut it open it exudes a milky latex that contains, you guessed it, tinyatoxin.