N-Acetyl-5-hydroxytryptamine

SKU: orb1308869

Description

N-Acetyl-5-hydroxytryptamine (Normelatonin) is the direct biosynthetic precursor to melatonin. This small molecule is utilized in neuroscience research, particularly in studies investigating neurotrophic signaling due to its ability to potently activate the TrkB receptor in vitro.

Research Area

Metabolism Research, Signal Transduction

Key Properties

• CAS Number: 1210-83-9
• MW: 218.25
• Purity: 99.91% (May vary between batches)
• Formula: C₁₂H₁₄N₂O₂
• SMILES: CC(=O)NCCc1c[nH]c2ccc(O)cc12
• Target: Endogenous Metabolite,Trk receptor
• Solubility: H2O:2 mg/mL (9.16 mM);Ethanol:10 mg/mL (45.82 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (9.16 mM);DMSO:131.25 mg/mL (601.37 mM)

Bioactivity

• In Vivo:
  To investigate the potential of N-Acetyl-5-hydroxytryptamine (NAS) to activate TrkB in vivo, researchers utilized TrkB F616A knockin mice, which have been demonstrated to exhibit selective inhibition of TrkB F616A activation by 1NMPP1, a derivative of the kinase inhibitor PP1, resulting in TrkB-null phenotypes. The study aimed to determine if NAS could replicate the effects of BDNF. Cortical neurons from TrkB F616A knockin mice were prepared for this purpose. Supporting previous findings, the study showed that NAS and BDNF-induced TrkB phosphorylation were specifically diminished by 1NMPP1, unlike by K252a, while serotonin or melatonin had no impact. These results suggest that NAS significantly induces tyrosine phosphorylation and activation of both wild-type TrkB and TrkB F616A.
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• In Vitro:
  N-acetylserotonin activates TrkB receptor in a circadian rhythm. N-Acetyl-5-hydroxytryptamine swiftly activates TrkB in a circadian manner and exhibits antidepressant effect in a TrkB-dependent manner. N-Acetyl-5-hydroxytryptamine rapidly activates TrkB, but not TrkA or TrkC, in a neurotrophin- and MT3 receptor-independent manner.
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

N Acetyl 5 hydroxytryptamine, inhibit, Normelatonin, NAcetyl5hydroxytryptamine, N-Acetyl-5-hydroxytryptamine, N-Acetylserotonin, O-Demethylmelatonin, Endogenous Metabolite, EndogenousMetabolite, Inhibitor, Trk Receptor, Trk receptor, TrkB, Trkreceptor, Tropomyosin related kinase receptor

Compound Identifiers

PubChem CID

903