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Tryptophan to Serotonin to Melatonin

The biosynthesis pipeline that turns dietary tryptophan into nighttime melatonin.

A free, animated tryptophan to serotonin to melatonin you can read here or embed on any website, from Scrollchart.

Tryptophan to Serotonin to Melatonin

Tryptophan to Serotonin to MelatoninFour-enzyme biosynthesis pipeline: two rate-limiting gates, two supplement entry pointsSUPPLEMENT ENTRY POINTSRATE-LIMITING GATESL-Tryptophandietary essential amino acid5-HTP5-hydroxytryptophanSerotonin (5-HT)pineal + raphe nucleiN-acetylserotoninintermediateMelatoninonset 2-3 h after lights offTPHTryptophan hydroxylaseCofactor: BH4, Fe2+DDCAromatic L-amino acid decarboxylaseCofactor: Pyridoxal phosphate (B6)AANATArylalkylamine N-acetyltransferaseCofactor: Acetyl-CoAHIOMTHydroxyindole-O-methyltransferaseCofactor: SAM (methyl donor)!Light blocksthis stepCompetes with other LNAAsfor LAT1 transport across BBBTake fasted + with carbs5-HTP supplementbypasses step 1 (TPH)More reliable CNS elevationTPH bottleneckCortisol, inflammation, IFN-gammaall downregulate TPH expressionChronic stress: less serotonin madeAANAT gateNE from SCN drives AANAT at nightBright light blocks NE releaseOnly darkness unlocks melatonin synthesisPeak: 02:00-04:00Pineal output: 50-200 pg/mL5-HTP dose raises peakTryptophan effect smallerTryptophan (fasted + carbs): enters at step 1. 5-HTP (50-100 mg): skips TPH bottleneck, more reliable. Never combine 5-HTP with SSRIs or MAOIs.

Tryptophan -> 5-HTP (TPH) -> serotonin (DDC) -> N-acetylserotonin (AANAT, light-suppressed) -> melatonin (HIOMT). Each enzyme labeled, each cofactor (B6, methyl, etc) annotated.

Good for

  • Foundational mechanism explainers anchoring tryptophan, 5-HTP, and melatonin supplement reviews
  • Nutrition-blog content on food sources of sleep precursors and how diet timing matters
  • Supplement-reviewer content comparing tryptophan vs 5-HTP for sleep and mood support

Source & accuracy

This tryptophan to serotonin to melatonin is an editorial illustration built to represent the concept accurately. Where it shows figures, they are typical or representative values chosen to make the relationship clear, not a single underlying dataset. The diagram and its explainer are reviewed and maintained centrally, and updated over time as understanding improves.

From a dietary amino acid to a night-time hormone

Melatonin is the end product of a multi-step biosynthetic pathway that begins with the essential amino acid tryptophan obtained from food. Tryptophan is first hydroxylated to 5-hydroxytryptophan (5-HTP), then decarboxylated to serotonin. In the pineal gland at night, serotonin is converted by the enzyme AANAT into N-acetylserotonin and finally methylated to melatonin. AANAT activity is the key rate-limiting, light-sensitive step, which is why melatonin output tracks darkness.

Because serotonin sits midway in this chain, the same precursor pool feeds both daytime serotonin signaling and night-time melatonin production.

Why eating tryptophan does not flood the brain with melatonin

Tryptophan competes with other large amino acids to cross into the brain, and the conversion steps are tightly regulated, so simply eating more protein does not reliably raise melatonin. This is why the pathway is better understood as a regulated pipeline than a dose-in, dose-out system, and it tempers claims that specific foods sharply boost melatonin.

This is general educational information, not medical advice. Supplementing precursors such as 5-HTP can interact with serotonergic medication and should be discussed with a qualified professional.

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Reference

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A free, embeddable, animated tryptophan to serotonin to melatonin for any website.
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