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4-Hydroxy-3-methoxymandelic acid (CAS 55-10-7)

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Alternate Names:
DL-4-Hydroxy-3-methoxymandelic acid; Vanilmandelic Acid; Vanillylmandelic acid
Application:
4-Hydroxy-3-methoxymandelic acid is precursor in the synthesis of vanilla flavorings and a metabolite of catecholamines
CAS Number:
55-10-7
Purity:
≥98%
Molecular Weight:
198.17
Molecular Formula:
C9H10O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Hydroxy-3-methoxymandelic acid, known as vanillylmandelic acid (VMA), is a significant metabolite primarily used in research to understand catecholamine metabolism within various biological systems. Its structure, featuring both hydroxyl and methoxy functional groups attached to the mandelic acid backbone, plays a role in its mechanism of action as a biomarker. In research applications, 4-Hydroxy-3-methoxymandelic acid′s concentration is indicative of the metabolic breakdown of epinephrine and norepinephrine, two key catecholamines involved in the body′s stress response and neurotransmission processes. The quantification of 4-Hydroxy-3-methoxymandelic acid in biological samples enables researchers to investigate and elucidate the dynamics of catecholamine synthesis and degradation, providing insights into the physiological and biochemical pathways that underlie stress, neurological disorders, and the functioning of the sympathetic nervous system. Through analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry, the precise measurement of 4-Hydroxy-3-methoxymandelic acid levels serves as an invaluable tool in biochemical research, aiding in the exploration of catecholamine-related metabolic pathways and their implications in various biological states and responses.


4-Hydroxy-3-methoxymandelic acid (CAS 55-10-7) References

  1. A simple chromatographic procedure for the concurrent estimation of urinary 4-hydroxy-3-methoxymandelic acid (HMMA) and homovanillic acid (HVA) using a scanning technique.  |  Stott, AW., et al. 1975. Clin Chim Acta. 63: 7-12. PMID: 1175286
  2. The estimation of 4-hydroxy-3-methoxymandelic acid in urine.  |  SANDLER, M. and RUTHVEN, CR. 1961. Biochem J. 80: 78-82. PMID: 13746191
  3. [Urinary elimination of 4-hydroxy-3-methoxymandelic acid in the rabbit].  |  REGINSTER, J. and LECOMTE, J. 1963. C R Seances Soc Biol Fil. 157: 200-2. PMID: 13973649
  4. The secretion of ibuprofen metabolites interferes with the capillary chromatography of urinary homovanillic acid and 4-hydroxy-3-methoxymandelic acid in neuroblastoma diagnosis.  |  Levreri, I., et al. 2005. Clin Chem Lab Med. 43: 173-7. PMID: 15843212
  5. The assay of 4-hydroxy-3-methoxymandelic acid in urine by HPLC with electrochemical detection using bonded-phase silica sorbents for rapid, simple and selective extraction.  |  Holly, JM. and Patel, N. 1986. Ann Clin Biochem. 23 (Pt 4): 447-52. PMID: 3021042
  6. Automatic determination of urinary 4-hydroxy-3-methoxymandelic (vanillylmandelic) acid by liquid chromatography with electrochemical detection.  |  Ni, P., et al. 1988. J Chromatogr. 424: 255-62. PMID: 3372620
  7. Separation of the catecholamine metabolites 4-hydroxy-3-methoxy- and 3-hydroxy-4-methoxymandelic acid by reversed-phase high performance liquid chromatography.  |  Stammel, W. and Thomas, H. 1985. J Chromatogr Sci. 23: 30-3. PMID: 3968195
  8. An automated determination of urinary 4-hydroxy-3-methoxymandelic acid.  |  Kodama, K., et al. 1985. Clin Chim Acta. 153: 191-6. PMID: 4075525
  9. The effect of fenitrothion on the excretion of 4-hydroxy-3-methoxymandelic acid with rat urine.  |  Wysocka-Paruszewska, B. 1973. Pol J Pharmacol Pharm. 25: 617-20. PMID: 4792484
  10. Urinary 4-hydroxy-3-methoxymandelic (vanillylmandelic) acid, 4-hydroxy-3-methoxyphenylacetic (homovanillic) acid, and 5-hydroxy-3-indoleacetic acid determined by liquid chromatography with electrochemical detection.  |  Fujita, K., et al. 1983. Clin Chem. 29: 876-8. PMID: 6188552
  11. Norepinephrine metabolism in man using deuterium labeling: turnover 4-hydroxy-3-methoxymandelic acid.  |  Mårdh, G., et al. 1982. J Neurochem. 38: 1582-7. PMID: 7042913
  12. Norepinephrine metabolism in man using deuterium labelling: the conversion of 4-hydroxy-3-methoxyphenylglycol to 4-hydroxy-3-methoxymandelic acid.  |  Mårdh, G., et al. 1981. J Neurochem. 36: 1181-5. PMID: 7205264
  13. Random one-hour urine catecholamine and 4-hydroxy-3-methoxymandelic acid assays for diagnosis of pheochromocytoma.  |  Oishi, S. 1980. Clin Chim Acta. 103: 335-42. PMID: 7398076
  14. Liquid-chromatographic analysis for urinary 4-hydroxy-3-methoxymandelic acid and 4-hydroxy-3-methoxyphenylacetic acid, and its use in investigation of neural crest tumors.  |  Soldin, SJ. and Hill, JG. 1981. Clin Chem. 27: 502-3. PMID: 7471405
  15. Densitometric determination of urinary 4-hydroxy-3-methoxymandelic acid (vanillylmandelic acid).  |  Agbaba, D., et al. 1993. Clin Chem. 39: 2500-3. PMID: 8252721

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Hydroxy-3-methoxymandelic acid, 100 mg

sc-216877
100 mg
$86.00

4-Hydroxy-3-methoxymandelic acid, 250 mg

sc-216877A
250 mg
$167.00