The purification and characterization of biological 6-sulphatoxymelatonin and comparison with synthetic 6-sulphatoxymelatonin

Journal of Pineal Research

Volumn 20, Issue 2, 1996, Pages 98-114

  Street, C A ^a,c   Di, W L ^a   Peniston Bird, J F ^a   Patel, S ^b   Sadler, P ^c   Silman, R E ^a  

^a QUEEN MARY UNIVERSITY OF LONDON   (United Kingdom)

^b UNIVERSITY OF LONDON   (United Kingdom)

^c Department of Reproductive Physiology ^*

Author keywords

6 sulphatoxymelatonin; Melatonin; Metabolite; Purification; Synthesis

Indexed keywords

6 HYDROXYMELATONIN O SULFATE; 6-SULFATOXYMELATONIN; DRUG DERIVATIVE; MAGNESIUM SILICATE; MAGNESIUM TRISILICATE; MELATONIN; POLACRILIN; RESIN;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; ELECTRON MICROSCOPY; GEL CHROMATOGRAPHY; HUMAN; INFRARED SPECTROPHOTOMETRY; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS; THIN LAYER CHROMATOGRAPHY; ULTRAVIOLET SPECTROPHOTOMETRY; URINE;

CHROMATOGRAPHY, GEL; CHROMATOGRAPHY, THIN LAYER; HUMANS; MAGNESIUM SILICATES; MAGNETIC RESONANCE SPECTROSCOPY; MELATONIN; MICROSCOPY, ELECTRON; RESINS, SYNTHETIC; SPECTROPHOTOMETRY, INFRARED; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 0030097312     PISSN: 07423098     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1600-079X.1996.tb00246.x     Document Type: Article

References (15)

1. ALDOUS, M.E., J. ARENDT (1988) Radioimmunoassay for 6-sulphatoxymelatonin in urine using an iodinated tracer. Ann. Clin. Biochem. 25:298-303.
2. ARENDT, J., C. BOJKOWSKI, C. FRANEY, J. WRIGHT, V. MARKS (1985) Immunoassay of 6-hydroxymelatonin sulphate in human plasma and urine: Abolition of the urinary 24-hour rhythm with atenolol. J. Clin. Endocrinol. Metab. 60:1166-1173.
3. FELLENBERG, A.J., G. PHILLIPOU, R.F. SEAMARK (1980) Specific quantitation of urinary 6-hydroxymelatonin sulphate by gas chromatography-mass spectrometry. Biomed. Mass Spectrometry 7:84-87.
4. FRANCIS, P.L., A.M. LEONE, I.M. YOUNG, P. STOVELL, R.E. SILMAN (1987) Gas chromatographic-mass spectrometric assay for 6-hydroxymelatonin sulphate and 6-hydroxymelatonin glucuronide in urine. Clin. Chem. 33(4):453-457.
5. HARTHÉ, C., B. CLAUSTRAT, J. BRUN, G. CHAZOT (1991) Direct radioimmunoassay of 6-sulphatoxymelatonin in plasma with use of an iodinated tracer. Clin. Chem. 37:536-539.
6. JONES, R.L., P.L. MCGEER, A.C. GREINER (1969) Metabolism of exogenous melatonin in schizophrenic and non-schizophrenic volunteers. Clin. Chim. Acta. 26:281-285.
7. KOPIN, I.J., C.M.B. PARE, J. AXELROD, H. WEISSBACH (1960) 6-hydroxylation, the major metabolic pathway for melatonin. Biochim. Biophys. Acta. 40:377-378.
8. KOPIN, I.J., C.M.B. PARE, J. AXELROD, H. WEISSBACH (1961) The fate of melatonin in animals. J. Biol. Chem. 236:3072-3075.
9. KVEDER, S., W.M. MCISAAC (1961) The metabolism of melatonin (N-acetyl-5-methoxy-tryptamine) and methoxy-tryptamine. J. Biol. Chem. 236:3214-3220.
10. LEONE, R.M., R.E. SILMAN (1984) Melatonin can be differentially metabolised in the rat to produce N-acetylserotonin in addition to 6-hydroxymelatonin. Endocrinology 114:1825-1831.
11. LEONE, A.M., P.L. FRANCIS, R.E. SILMAN (1987) The isolation, purification and characterisation of the principal urinary metabolites of melatonin. J. Pineal Res. 4(3): 253-266.
12. LEONE, A.M., P.L. FRANCIS, B. MCKENZIE-GRAY (1988) Rapid and simple synthesis for the sulphate esters of 6-hydroxymelatonin and N-acetylserotonin. J. Pineal Res. 5:367-371.
13. TETSUO, M., S.P. MARKEY, R.W. COLBURN, I.J. KOPIN (1981) Quantitative analysis of 6-hydroxymelatonin in human urine by gas chromatography-negative chemical ionisation mass spectrometry. Anal. Biochem. 110:208-215.
14. PENISTON-BIRD, J.F., W.L. DI, C.A. STREET, R. EDWARDS, J.A. LITTLE, R.E. SILMAN (1995) An enzyme immunoassay for 6-sulphatoxymelatonin in human urine. J. Pineal Res., in press.
15. YOUNG, I.M., R.M. LEONE, P.L. FRANCIS, P. STOVELL, R.E. SILMAN (1985) Melatonin is metabolised to N-acetylserotonin and 6-hydroxymelatonin in man. J. Clin. Endocrinol. Metab. 60:114-119.