Hydroxytryptophan

CAS Number	4350-09-8
Molecular Formula	C11H12N2O3
Molecular Weight	220.228 g/mol
InChI Key	LDCYZAJDBXYCGN-VIFPVBQESA-N
LogP	-0.735
Synonyms	L-5-Hydroxytryptophan 5-Hydroxy-L-tryptophan L-Tryptophan, 5-hydroxy- 4350-09-8 L-Tryptophan, 5-hydroxy- (S)-5-Hydroxytryptophan 5-Hydroxyl-L-tryptophan 5-Hydroxy-L-tryptophan 5-Hydroxytryptophan Cincofarm Levothym Levotinine Oxitriptan oxitriptano Pretonine Quietim Serotonyl Telesol Triptene Tript-Oh TRYPTOPHAN (L), 5-HYDROXY- Tryptophan, 5-hydroxy-, L- BRN 0088200 EINECS 224-411-1 Oxitriptanum UNII-C1LJO185Q9 (+-)-5-Hydroxytryptophan (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propionic acid 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid 5-Hydroxy-tryptophan 5-Hydroxytryptophan L form 5-hydroxytryptophan L-form Hydroxytryptophan L-5-hydroxytryptophan Oxyfan Oxytryptophan (2S)-2-ammonio-3-(5-hydroxy-1H-indol-3-yl)propanoate 5-hydroxy-L-tryptophan zwitterion 1228817-95-5 34953-84-9

Applications:

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.).

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

Generic Screening Method for Complex Mixtures

2,3-Dihydroxybenzoic Acid
2,6-Lutidine
Amitriptyline
Benzoic Acid
Benzylamine
DOPA (3,4-dihydroxy-L-phenylalanine)
Epinephrine
Ethyl Paraben
Homovanillic Acid
Hydroxytryptophan
Methylparaben
Phenol
Toluene
Tryptophan
Uracil

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.

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