1210-83-9 Usage
Chemical Properties
white to off-white or slightly pink powder
Uses
Different sources of media describe the Uses of 1210-83-9 differently. You can refer to the following data:
1. A metabolite of Melatonin (M215000).
2. N-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects on?Krüppel-like factor 15 (KLF15) expression.
Definition
ChEBI: A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin.
General Description
N-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway.
Biological Activity
n-acetylserotonin is an agonist at the melatonin receptors mt1, mt2, and mt3.a melatonin receptor is a g protein-coupled receptor binding melatonin. three types of melatonin receptor have been identified. the mt1 and mt2 receptor subtypes are in humans and other mammals, whereas an additional melatonin receptor subtype mt3 has been identified in amphibia and birds.
Biochem/physiol Actions
N-acetyl-serotonin (NAS/normelatonin) can act as a shelter to neurons due to its protecting ability against oxidative challenges. It can also repress the actions of the transcription factor NF-kappaB. NAS possesses antioxidant and antiaging actions. It has protective action against β-amyloid induced neurotoxicity. It helps to maintain the optimal fluidity of the biological membranes.
in vitro
n-acetylserotonin, a precursor of melatonin, was acetylated from serotonin by arylalkylamine nacetyltransferase (aanat). n-acetylserotonin was found to be able to swiftly activate trkb in a circadian manner. n-acetylserotonin also exhibited antidepressant effect in a trkb-dependent manner. in additioin, n-acetylserotonin could rapidly activate trkb, but not trka or trkc, in a neurotrophin- and mt3 receptor-independent manner. moreover, n-acetylserotonin, but not melatonin, showed a robust antidepressant-like behavioral effect in a trkb-dependent way [1].
in vivo
animal study found that in bdnf knockout mice the administration of n-acetylserotonin could activate trkb. moreover, the endogenous trkb was activated in wild-type c3h/f+/+ mice but not in aanat-mutated c57bl/6j mice, in a circadian rhythm. in addition, trkb activation was found to be high at night in the dark and low during the day [1].
references
[1] jang, s. w.,liu, x.,pradoldej, s., et al. n-acetylserotonin activates trkb receptor in a circadian rhythm. proceedings of the national academy of sciences of the united states of america 107(8), 3876-3881 (2010).
Check Digit Verification of cas no
The CAS Registry Mumber 1210-83-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,1 and 0 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1210-83:
(6*1)+(5*2)+(4*1)+(3*0)+(2*8)+(1*3)=39
39 % 10 = 9
So 1210-83-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
1210-83-9Relevant articles and documents
Knockout of arabidopsis serotonin N-acetyltransferase-2 reduces melatonin levels and delays flowering
Lee, Hyoung Yool,Lee, Kyungjin,Back, Kyoungwhan
, (2019)
Melatonin plays roles in both plant growth and defense. Serotonin N-acetyltransferase (SNAT) catalyzes formation of N-acetylserotonin (NAS) from serotonin. Plants contain two SNAT isogenes, which exhibit low-level amino acid homology. We studied the Arabidopsis thaliana SNAT2 (AtSNAT2) gene; we prepared recombinant SNAT2 protein and characterized a snat2 knockout mutant. The SNAT2 protein exhibited 27% amino acid homology with SNAT1; the Km was 232 μM and the Vmax was 2160 pmol/min/mg protein. Melatonin inhibited SNAT enzyme activity in vitro. SNAT2 mRNA was abundantly expressed in flowers; the melatonin content of flowers of the snat2 mutant was significantly less than that of wild-type flowers. The mutant exhibited delayed flowering and reductions in leaf area and biomass compared to the wild type. Delayed flowering was attributable to reductions in the expression levels of the gibberellin biosynthetic genes ent-kaurene synthase (KS) and FLOWERING LOCUS T (FT).
On the microbiological conversion of N-containing substrates. 4. On the microbiological conversion of 5-hydroxyindole through Clavic eps purpurea, Cordyceps militaris and Aspergillus oryzae
Mutschler,Rochelmeyer,W?lffling
, p. 291 - 294 (1968)
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BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION
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Paragraph 0284; 0285, (2021/04/02)
The present disclosure provides biomarkers useful as companion diagnostics for detecting glycocalyx-based disease that is amenable to treatment using compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related compositions, kits, and methods.
Synthesis process of melatonin intermediate N-acetyl serotonin
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Paragraph 0026-0041, (2021/09/15)
The invention relates to the technical field of biological semi-synthesis, and provides a synthesis process of a melatonin intermediate N-acetyl serotonin, wherein the synthesis process comprises the following steps: S1, adding serotonin hydrochloride into dichloromethane, and stirring; S2, adding triethylamine and sodium bicarbonate, stirring into a suspension, and cooling in the process; S3, adding an acetylation reagent; S4, heating and stirring the reaction mixture; and S5, after the reaction is finished, carrying out post-treatment. According to the technical scheme, the problems that in the prior art, the technological process is complex, and the product quality is poor are solved.