Serotonin

88

CAS Number 50-67-9
Molecular Formula C10H12N2O
Molecular Weight 176.219 g/mol
InChI Key QZAYGJVTTNCVMB-UHFFFAOYSA-N
LogP 0.2
Synonyms
  • serotonin
  • 5-HYDROXYTRYPTAMINE
  • 3-(2-Aminoethyl)-1H-indol-5-ol
  • Enteramine
  • 5-HT
  • Antemovis
  • Serotonine
  • Thrombocytin
  • Thrombotonin
  • Ds substance
  • Hippophain
  • Antemoqua
  • Substance DS
  • Substanz DS
  • 1H-Indol-5-ol, 3-(2-aminoethyl)-
  • 5-Hta
  • Tryptamine, 5-hydroxy-
  • 3-(2-Aminoethyl)indol-5-ol
  • Enteramin
  • UNII-333DO1RDJY
  • Indol-5-ol, 3-(2-aminoethyl)-
  • 3-(beta-Aminoethyl)-5-hydroxyindole
  • 5-Hydroxy-3-(beta-aminoethyl)indole
  • EINECS 200-058-9
  • 3-(2-Amino-ethyl)-1H-indol-5-ol
  • BRN 0143524
  • CHEBI:28790
  • QZAYGJVTTNCVMB-UHFFFAOYSA-N
  • 1H-Indol-5-ol,3-(2-aminoethyl)-
  • Hippophaine
  • H-8000
  • 5-Hydroxytriptamine
  • 5-Hydroxyltryptamine
  • 5-hydroxy-tryptamine
  • 5-hydroxyl tryptamine
  • GTPL5
  • 5-22-12-00016 (Beilstein Handbook Reference)
  • Serotonin, analytical standard
  • SPBio_002262
  • 5-Hydroxytryptamine, free base
  • 3-(2-Aminoethyl)-1H-indol-5-ol
  • #MCULE-8788459983
  • 3-(.beta.-Aminoethyl)-5-hydroxyindole
  • 5-Hydroxy-3-(.beta.-aminoethyl)indole
  • 5-Hydroxytryptamine, 5-HT, Enteramine
  • Thrombocytin, 3-(|A-Aminoethyl)-5-hydroxyindole, Thrombotonin
  • 2-imino-1-methylimidazolidin-4-one; 3-(2-aminoethyl)-1H-indol-5-ol; bis(sulfuric acid)

Applications:


HPLC Separation of Neurotransmitters
The neurotransmitters dl-DOPA, creatinine, hydroxytryptophan (5-HTP), and serotonin are separated in less than 4 minutes on a short 50 mm Primesep 200 column. The HPLC separation uses a mobile phase of water, acetonitrile (MeCN, ACN) and trifluoroacetic acid (TFA) and UV detection at 250 nm. Ion-pair reagents were not needed for retention of these polar, hydrophilic compounds, instead, a combination of ion-exchange and reversed-phase interactions were used.

Condition

Column Primesep 200, 4.6x50 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 80/20%
Buffer TFA - 0.05%
Flow Rate 1.0 ml/min
Detection UV, 250 nm
 

Description

Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Hormone
Analyzing Compounds dl-DOPA, Creatinine, Hydroxytryptophan (5-HTP), Serotonin
 

Application Analytes:

Creatinine
DOPA (3,4-dihydroxy-L-phenylalanine)
Hydroxytryptophan
Serotonin

Separation of Serotonin, Dopamine, and Related Compounds
Catecholamines are chemical compounds derived from the amino acid tyrosine containing catechol and amine groups. Some of them are biogenic amines. Retention of compounds of the catecholamine pathway is achieved on Obelisc N column. All polar compounds are well retained by combination of HILIC and ion-exchange mechanisms. Obelisc N columns produce very good peak shapes for all analytes. The method is very sensitive to amount of ACN, buffer and buffer pH. The retention time changes with variation of the main parameters. This method can be used for quantitation of biogenic amines and related compounds (homovanillic acid, dihydroxyphenyl acetic acid, serotonin, dopamine, epinephrine, hydroxytryptophan, epinephrine and DOPA) in urine, blood and other biological fluids. Further optimization of this HPLC method can be used during screening and validation. Amines and acids can be analyzed in the same run and retained by a combination of polar organic mode, cation-exchange and anion-exchange modes. Various buffers within specified pH can be employed (ammonium formate, ammonium acetate, sodium phosphate, etc.).

Condition

Column Obelisc N, 4.6x150 mm, 5 µm, 100A
Mobile Phase MeCN/H2O
Buffer AmAc pH 4.0- 30 mM
Flow Rate 1.0 ml/min
Detection UV, 270 nm
 

Description

Class of Compounds Drug, Acid, Monocarboxylic acid,  Hydrophilic, Ionizable, Hormone
Analyzing Compounds Homovanillic acid, Dihydroxyphenyl acetic acid, Serotonin, Dopamine, Epinephrine, Hydroxytryptophan, DOPA
 

Application Analytes:

DOPA (3,4-dihydroxy-L-phenylalanine)
DOPAC (Dihydroxyphenylacetic Acid)
Dopamine
Epinephrine
Homovanillic Acid
Hydroxytryptophan
Norepinephrine
Serotonin

HPLC Determination of Serotonin on Primesep 200 Column
HPLC.cloud View on hplc.cloud HPLC Determination of Serotonin on Primesep 200 Column_1241

Condition

Column Primesep 200, 4.6x150 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 30/70%
Buffer AmFm pH 3.0- 20 mM
Flow Rate 1.0 ml/min
Detection UV 275 nm,  MS-compatible mobile phase
 

Description

Class of Compounds Drug, Hydrophilic, Supplements, Monoamine,  Neurotransmitter
Analyzing Compounds Serotonin
 

Application Analytes:

Serotonin

HPLC Separation of Biogenic Amines on Primesep 100 Column
Tryptophan is an essential amino acid used in the synthesis of proteins. Tryptamine is structurally similar to tryptophan. Serotonin is a neurotransmitter derived from tryptophan. Dimethyltryptamine and 5-MeO-DMT are psychedelic substances derived from tryptamine. All the compounds have similar structures and can present difficulties to separation in reverse-phase HPLC. They can be separated using the Primesep 100 mixed-mode column in gradient analysis with acetonitrile (ACN) and water mobile phase with ammonium formate (AmFm) buffer, making the method MS-compatible. The amines can also be UV detected at 280nm.

Condition

Column Primesep 100, 4.6x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 40-50%, 15 min
Buffer Gradient AmFm pH 3.0- 20-80 mM, 15 min
Flow Rate 1.0 ml/min
Detection UV 280 nm,  MS-compatible mobile phase
 

Description

Class of Compounds Drug, Hydrophilic, Supplements, Monoamine,  Neurotransmitter
Analyzing Compounds Serotonin, Tryptophan, N,N-dimethyltryptophan, N,N-Dimethyl-5-methoxytryptamine, Tryptamine, N,N-dimethyltryptamine
 

Application Analytes:

N,N-Dimethyl-5-methoxytryptamine
N,N-Dimethyltryptamine
N,N-dimethyltryptophan
Serotonin
Tryptamine
Tryptophan