1210-83-9

Basic information

• Product Name: N-ACETYL-5-HYDROXYTRYPTAMINE
• Synonyms: N-Acetyl-5-hydroxytryptamine, 3-(N-Acetyl-2-aminoethyl)-5-hydroxyindole, 98%;N-Acetylserotonin, Normelatonin;Acetylserotonin;N-Acetyl-5-HT;N-Acetyl-5-hydroxy-1H-indole-3-ethaneamine;N-Acetyl-5-hydroxytryptamine,99%;N-Acetyl-5-hydroxytryptamine,N-Acetylserotonin, Normelatonin;3-(2-Acetamidoethyl)-5-hydroxyindole N-Acetylserotonin
• CAS NO: 1210-83-9
• Molecular Formula: C₁₂H₁₄N₂O₂
• Molecular Weight: 218.25
• EINECS: 214-916-5
• Product Categories: Heterocyclic Compounds;Various Metabolites and Impurities;Indoles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Tryptamines;Amino Acids
• Mol File: 1210-83-9.mol
• Article Data: 28

Chemical Properties

• Melting Point: 120-122 °C(lit.)
• Boiling Point: 556.8 °C at 760 mmHg
• Flash Point: 214-916-5
• Appearance: white/powder
• Density: 1.268 g/cm³
• Vapor Pressure: 5.25E-13mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: 2-8°C
• Solubility: ethanol: 50 mg/mL
• PKA: 10.09±0.40(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: N-ACETYL-5-HYDROXYTRYPTAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYL-5-HYDROXYTRYPTAMINE(1210-83-9)
• EPA Substance Registry System: N-ACETYL-5-HYDROXYTRYPTAMINE(1210-83-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1210-83-9(Hazardous Substances Data)

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).

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)

Synthetic route

N-{2-[5-(benzyloxy)-1H-indol-3-yl]ethyl}acetamide (68062-88-4) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With hydrogen; nickel In ethanol under 2068.6 Torr;	95%
With palladium 10% on activated carbon; hydrogen; ammonium formate In ethanol for 2h; Reflux; Inert atmosphere;	85%
With hydrogen; nickel
With palladium on activated charcoal; hydrogen In ethyl acetate

vinyl acetate (108-05-4) + 3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With agarose immobilized acetyltransferase from Mycobacterium smegmatis (MsAcT) In aq. phosphate buffer; dimethyl sulfoxide at 25℃; under 760.051 Torr; for 0.0833333h; pH=8.0; Flow reactor; Enzymatic reaction; chemoselective reaction;	85%

NSC 73391 (2436-15-9) + acetic anhydride (108-24-7) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 50℃; under 3000.3 Torr; for 12h; Inert atmosphere;	71%

3-(2-acetamidoethyl)-1H-indol-5-yl acetate (28026-16-6) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 1.6h;	65%
With potassium carbonate In methanol at 26℃; for 2h;

5-methoxy-N-acetyl-tryptamine (73-31-4) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With boron tribromide In dichloromethane at -78 - 20℃;	45%
Stage #1: 5-methoxy-N-acetyl-tryptamine With boron tribromide In dichloromethane at -78℃; for 1h; Stage #2: With hydrogenchloride In dichloromethane; water at -78 - 20℃;	45%

Nb-acetyl-1-hydroxytriptamine (136788-90-4) → N-acetyl-5-hydroxytryptamine (1210-83-9) + N,N'-diacetyl-2,2'-biindolyl-3,3'-bis(2-aminoethane) (176244-66-9) + C24H26N4O4

Conditions	Yield
With trifluoroacetic acid	A 13% B 17% C 33%

formic acid (64-18-6) + Nb-acetyl-1-hydroxytriptamine (136788-90-4) → N-acetyl-5-hydroxytryptamine (1210-83-9) + Nb-acetyl-1-formyl-5-hydroxytryptamine

Conditions	Yield
for 19h; Ambient temperature;	A 17% B 19%

3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) + acetyl chloride (75-36-5) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
In acetonitrile at 20℃; Acetylation;

serotonin creatinine sulfate (971-74-4) + [14C]acetyl-CoA → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With sheep pineal supernatant (serotonin-N-acetyl transferase); Pargyline In phosphate buffer at 37℃; for 0.166667h; pH=6.8; Enzyme kinetics;

5-benzyloxytryptamine (20776-45-8) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 74 percent / aq. HCl, NaOAc / 1 h 2: 95 percent / H2 / Raney nickel / ethanol / 2068.6 Torr View Scheme
Multi-step reaction with 2 steps 1: NaOAc 2: H2 / Raney Ni View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane 2: palladium on activated charcoal; hydrogen / ethyl acetate View Scheme

aluminum nickel + 5-benzyloxytryptamine (20776-45-8) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With sodium acetate; acetic anhydride In hydrogenchloride; methanol; ethanol

3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) → O-diacetyl serotonine + N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With sodium hydroxide; acetic anhydride

3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) + acetylcoenzyme A (72-89-9) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With sea bream arylalkylamine N-acetyltransferase containing I157M mutation at β5 region Kinetics; Reagent/catalyst; Enzymatic reaction;
With 5,5'-dithiobis-(2-nitrobenzoic acid); Drosophila melanogaster arylalkylamine N-acetyltransferase A from E. coli In aq. buffer pH=8; Kinetics; Enzymatic reaction;
With dipyridin-4-yl disulfide; wild-type arylalkylamine N-acyltransferase from Tribolium castaneum In aq. buffer pH=8; Kinetics; Enzymatic reaction;

NSC 73391 (2436-15-9) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 20 h / 0 - 20 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen; ammonium formate / ethanol / 2 h / Reflux; Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / diethyl ether / 0 °C 2: triethylamine / dichloromethane 3: palladium on activated charcoal; hydrogen / ethyl acetate View Scheme

serotonin hydrochloride (153-98-0) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 5 h / 0 - 26 °C 2: potassium carbonate / methanol / 2 h / 26 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere 2: potassium carbonate / methanol / 1.6 h / 20 °C View Scheme

N-acetylserotonine-O-sulfate → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With Helix pomatia arylsulfatase In aq. acetate buffer at 21℃; for 24h; Catalytic behavior; Enzymatic reaction;
With arylsulfatase from Helix pomatia In aq. acetate buffer at 21℃; for 24h; pH=7; Enzymatic reaction;

3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) + ethyl acetate (141-78-6) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With agarose immobilized acetyltransferase from Mycobacterium smegmatis (MsAcT) In aq. phosphate buffer; dimethyl sulfoxide at 25℃; under 760.051 Torr; for 0.0833333h; pH=8.0; Flow reactor; Enzymatic reaction; chemoselective reaction;

3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) + arabidopsis serotonin N-acetyltransferase-2 → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
With acetylcoenzyme A In aq. phosphate buffer at 45℃; for 1h; pH=7.8; Enzymatic reaction;

5-benzyloxy-1H-indole (1215-59-4) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
Multi-step reaction with 5 steps 1: acetic acid 2: N,N-dimethyl-formamide; water / 80 °C 3: lithium aluminium tetrahydride / diethyl ether / 0 °C 4: triethylamine / dichloromethane 5: palladium on activated charcoal; hydrogen / ethyl acetate View Scheme

5-benzyloxygramine (1453-97-0) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Conditions	Yield
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide; water / 80 °C 2: lithium aluminium tetrahydride / diethyl ether / 0 °C 3: triethylamine / dichloromethane 4: palladium on activated charcoal; hydrogen / ethyl acetate View Scheme

N-acetyl-5-hydroxytryptamine (1210-83-9) → Nb-acetyltryptamine-4,5-dione (172983-04-9)

Conditions	Yield
With potassium nitrososulfonate In methanol; water at 0℃; for 0.5h;	99%
With potassiuim nitrosodisulfonate In water for 3h;	11 mg

(E)-3-(2-(trifluoromethyl)phenyl)acrylic acid (98386-81-3) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 3-(2-acetamidoethyl)-1H-indol-5-yl (E)-3-(2-(trifluoromethyl)phenyl)acrylate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 3.5h; Inert atmosphere;	97%

(E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 3-(2-acetamidoethyl)-1H-indol-5-yl (E)-3-(4-methoxyphenyl)acrylate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 1h; Inert atmosphere;	96%

diazomethane (186581-53-3, 908094-01-9) + N-acetyl-5-hydroxytryptamine (1210-83-9) → Nb-acetyl-1-methoxytryptamine (180910-62-7)

Conditions	Yield
In methanol Ambient temperature;	94%

trans-3-methoxycinnamic acid (6099-04-3) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 3-(2-acetamidoethyl)-1H-indol-5-yl (E)-3-(3-methoxyphenyl)acrylate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 2h; Inert atmosphere;	93%

(E)-but-2-enoic acid (107-93-7) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 3-(2-acetamidoethyl)-1H-indol-5-yl (E)-2-butenoate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 1.5h; Inert atmosphere;	76%

trans-p-methylcinnamic acid (1866-39-3) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 3-(2-acetamidoethyl)-1H-indol-5-yl (E)-3-(4-methylphenyl)acrylate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 2.5h; Inert atmosphere;	75%

2-methoxycinnamic acid (1011-54-7) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 3-(2-acetamidoethyl)-1H-indol-5-yl (E)-3-(2-methoxyphenyl)acrylate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 3h; Inert atmosphere;	71%

1-bromo-hexane (111-25-1) + N-acetyl-5-hydroxytryptamine (1210-83-9) → C18H26N2O2

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	68%

N-acetyl-5-hydroxytryptamine (1210-83-9) + 1-phenyl-2-bromoethane (103-63-9) → C20H22N2O2 (1345995-63-2)

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	65%

5-bromovaleric acid methyl ester (5454-83-1) + N-acetyl-5-hydroxytryptamine (1210-83-9) → 5-[3-(2-acetylaminoethyl)-1H-indol-5-yloxy]pentanoic acid methyl ester

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile Reflux; Inert atmosphere;	63%

N-acetyl-5-hydroxytryptamine (1210-83-9) + dimethyl sulfate (77-78-1) → 5-methoxy-N-acetyl-tryptamine (73-31-4)

Conditions	Yield
With sodium hydroxide In water at 26℃; for 2.25h;	61.4%

N-acetyl-5-hydroxytryptamine (1210-83-9) + 4-Nitrophenyl chloroformate (7693-46-1) → 3-[2-(acetylamino)ethyl]-1H-indol-5-yl 4-nitrophenyl carbonate (1415303-65-9)

Conditions	Yield
With 4-methyl-morpholine In tetrahydrofuran for 0.5h; Inert atmosphere;	60%
With 4-methyl-morpholine

N-acetyl-5-hydroxytryptamine (1210-83-9) + tert-butyl 6-bromohexylcarbamate (142356-33-0) → tert-butyl N-(6-{[3-(2-acetamidoethyl)-1H-indol-5-yl]oxy}hexyl) carbamate

Conditions	Yield
Stage #1: N-acetyl-5-hydroxytryptamine With potassium carbonate In acetonitrile for 1h; Reflux; Inert atmosphere; Stage #2: tert-butyl 6-bromohexylcarbamate With sodium iodide In acetonitrile for 20h; Reflux; Inert atmosphere;	59%

N-acetyl-5-hydroxytryptamine (1210-83-9) + ethyl isocyanate (109-90-0) → carbamic acid 3-(2-acetylamino-ethyl)-1H-indol-5-yl ethyl ester (1269760-72-6)

Conditions	Yield
With sodium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	57%

3-(1-naphthyloxy)propyl bromide (3351-50-6) + N-acetyl-5-hydroxytryptamine (1210-83-9) → C25H26N2O3

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	57%

N-acetyl-5-hydroxytryptamine (1210-83-9) + 3-phenoxypropyl bromide (588-63-6) → C21H24N2O3 (1346011-09-3)

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 18h; Reflux; Inert atmosphere;	56%

4-(3-bromopropoxy)-1,1′-biphenyl (113795-28-1) + N-acetyl-5-hydroxytryptamine (1210-83-9) → C27H28N2O3

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	55%

N-acetyl-5-hydroxytryptamine (1210-83-9) + phenoxyethyl bromide (589-10-6) → C20H22N2O3 (1346011-08-2)

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	55%

N-acetyl-5-hydroxytryptamine (1210-83-9) + allyl bromide (106-95-6) → C15H18N2O2 (1345995-61-0)

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	53%

+ N-acetyl-5-hydroxytryptamine (1210-83-9) → C21H24N2O2 (1345995-64-3)

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 18h; Reflux; Inert atmosphere;	50%

N-acetyl-5-hydroxytryptamine (1210-83-9) + 2-bromomethylnaphthyl bromide (939-26-4) → N-{2-[5-(naphthalen-2-ylmethoxy)-1H-indol-3-yl]ethyl}-acetamide (1345995-62-1)

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 18h; Reflux; Inert atmosphere;	47%

N-acetyl-5-hydroxytryptamine (1210-83-9) + 8-amino>octyl bromide (142356-35-2) → tert-butyl N-(8-{[3-(2-acetamidoethyl)-1H-indol-5-yl]oxy}octyl) carbamate

Conditions	Yield
Stage #1: N-acetyl-5-hydroxytryptamine With potassium carbonate In acetonitrile for 1h; Reflux; Inert atmosphere; Stage #2: 8-amino>octyl bromide With sodium iodide In acetonitrile for 20h; Reflux; Inert atmosphere;	47%

N-acetyl-5-hydroxytryptamine (1210-83-9) + 1,3-dibromo-propane (109-64-8) → C15H19BrN2O2

Conditions	Yield
Stage #1: N-acetyl-5-hydroxytryptamine With sodium hydride In ethanol for 0.5h; Stage #2: 1,3-dibromo-propane In ethanol at 60℃; for 3h; Inert atmosphere;	46%

2-(3-bromopropoxy)naphthalene (3245-62-3) + N-acetyl-5-hydroxytryptamine (1210-83-9) → C25H26N2O3

Conditions	Yield
With caesium carbonate In acetonitrile at 60℃; for 4h; Reflux; Inert atmosphere;	43%

Upstream product

• 50-67-9 3-(2-aminoethyl)-1H-indol-5-ol 
• 75-36-5 acetyl chloride 
• 20776-45-8 5-benzyloxytryptamine 
• 153-98-0 serotonin hydrochloride 
• 108-05-4 vinyl acetate 
• 141-78-6 ethyl acetate 
• 28026-16-6 3-(2-acetamidoethyl)-1H-indol-5-yl acetate 
• 2436-15-9 NSC 73391 
• 108-24-7 acetic anhydride 
• 73-31-4 5-methoxy-N-acetyl-tryptamine 
• 72-89-9 acetylcoenzyme A 
• 971-74-4 serotonin creatinine sulfate 
• 136788-90-4 Nb-acetyl-1-hydroxytryptamine 
• 68062-88-4 N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide 

Downstream Products

• 1345995-66-5 C₂₃H₂₈N₂O₂ 
• 1345995-65-4 C₂₂H₂₆N₂O₂ 
• 1345995-64-3 C₂₁H₂₄N₂O₂ 
• 1345995-63-2 C₂₀H₂₂N₂O₂ 
• 1346011-08-2 C₂₀H₂₂N₂O₃ 
• 1346011-09-3 C₂₁H₂₄N₂O₃ 
• 73-31-4 5-methoxy-N-acetyl-tryptamine 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 1065079-61-9 C₁₉H₁₉N₃O₃ 
• 1415303-65-9 3-[2-(acetylamino)ethyl]-1H-indol-5-yl 4-nitrophenyl carbonate 
• 157798-12-4 5-(Nonyloxy)tryptamine 

Relevant articles and documents

Knockout of arabidopsis serotonin N-acetyltransferase-2 reduces melatonin levels and delays flowering

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

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Synthesis process of melatonin intermediate N-acetyl serotonin

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.

Biocatalytic C3-Indole Methylation—A Useful Tool for the Natural-Product-Inspired Stereoselective Synthesis of Pyrroloindoles

Enantioselective synthesis of bioactive compounds bearing a pyrroloindole framework is often laborious. In contrast, there are several S-adenosyl methionine (SAM)-dependent methyl transferases known for stereo- and regioselective methylation at the C3 position of various indoles, directly leading to the formation of the desired pyrroloindole moiety. Herein, the SAM-dependent methyl transferase PsmD from Streptomyces griseofuscus, a key enzyme in the biosynthesis of physostigmine, is characterized in detail. The biochemical properties of PsmD and its substrate scope were demonstrated. Preparative scale enzymatic methylation including SAM regeneration was achieved for three selected substrates after a design-of-experiment optimization.