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Cat. Number
080947460299773
Chemical Name
AFMK
References
Formal Name N-​[3-​[2-​(formylamino)-​5-​methoxyphenyl]-​3-​oxypropyl]-​acetamide
CAS Number 52450-38-1
Molecular Formula C13H16N2O4
Formula Weight 264.3
Formulation A crystalline solid
Purity >98%
λmax 236, 266, 352 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES O=CNc1ccc(OC)​cc1C(=O)​CCNC(=O)​C

Background Reading

Harthé, C., Claudy, D., Déchaud, H., et al. Radioimmunoassay of N-acetyl-N-formyl-5-methoxykynuramine (AFMK): A melatonin oxidative metabolite. Life Sci 73 1587-1597 (2003).

Tan, D., Manchester, L.C., Burkhardt, S., et al. N1-acetyl-N2-forml-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant. FASEB J 15 2294-2296 (2001).

Hirata, F., Hayaishi, O., Tokuyama, T., et al. In vitro and in vivo formation of two new metabolites of melatonin. J Biol Chem 249(4) 1311-1313 (1974).

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Description

Melatonin is a neurotransmitter widely distributed in eukaryotes and is closely linked to circadean rhythms in mammals including humans. AFMK is a melatonin metabolite first identified in rat brain.1 AFMK has antioxidant and free radical scavenging activities in several experimental models.2 AFMK may also be measured in plasma as an index of melatonin synthesis and metabolism.3

1 Hirata, F., Hayaishi, O., Tokuyama, T., et al. In vitro and in vivo formation of two new metabolites of melatonin. J Biol Chem 249(4) 1311-1313 (1974).

2 Tan, D., Manchester, L.C., Burkhardt, S., et al. N1-acetyl-N2-forml-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant. FASEB J 15 2294-2296 (2001).

3 Harthé, C., Claudy, D., Déchaud, H., et al. Radioimmunoassay of N-acetyl-N-formyl-5-methoxykynuramine (AFMK): A melatonin oxidative metabolite. Life Sci 73 1587-1597 (2003).

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