Cited by 1,283Pharmacogenetics and Drug MetabolismMetal-Catalyzed Oxygenation MechanismsMicrobial metabolism and enzyme function

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Enzymatic O-Methylation of Epinephrine and Other Catechols

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Axelrod, Julius, Tomchick, Robert·1958·Journal of Biological Chemistry

DOI 10.1016/s0021-9258(18)64731-3

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ON TYROSINE AND TRYPTOPHANE DETERMINATIONS IN PROTEINS
Folin, O., & Ciocalteu, V. (1927) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)84277-6 · Cited by 2,990
The chemical estimation of adrenaline-like substances in blood
Weil‐Malherbe, H., & Bone, A. D. (1952) · Biochemical Journal · doi:10.1042/bj0510311 · Cited by 481
O-Methylation of Epinephrine and Other Catechols in vitro and in vivo
Axelrod, J. (1957) · Science · doi:10.1126/science.126.3270.400 · Cited by 362
3-Methoxy-4-hydroxy-D-mandelic acid, a urinary metabolite of norepinephrine
Armstrong, M. D., McMillan, A., & Shaw, K. N. F. (1957) · Biochimica et Biophysica Acta · doi:10.1016/0006-3002(57)90491-2 · Cited by 353
O-Methylation of Catechol Amines in Vivo
Axelrod, J., Senoh, S., & Witkop, B. (1958) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)64730-1 · Cited by 207
METHYLATION OF NICOTINAMIDE WITH A SOLUBLE ENZYME SYSTEM FROM RAT LIVER
Cantoni, G. L. (1951) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)56110-x · Cited by 197
URINARY METABOLITES OF CAFFEIC AND CHLOROGENIC ACIDS
Booth, A. N., Emerson, O. H., Jones, F. T., & DeEds, F. (1957) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)70592-9 · Cited by 181
THE METABOLISM OF 3,4-DIHYDROXYPHENYLALANINE
Shaw, K. N. F., McMillan, A., & Armstrong, M. D. (1957) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)64827-6 · Cited by 138
O-methylation, the principal pathway for the metabolism of epinephrine and norepinephrine in the rat
Axelrod, J., Inscoe, J. K., Senoh, S., & Witkop, B. (1958) · Biochimica et Biophysica Acta · doi:10.1016/0006-3002(58)90316-0 · Cited by 121
ENZYMATIC MECHANISM OF CREATINE SYNTHESIS
Cantoni, G. L., & Vignos, P. J. (1954) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)65492-4 · Cited by 117

Show all 16 references

Research works printed but not linked: 5

von Etiler, 1955, Acta Physiol-Scand., 33, 118
Cantoni, 1957, 3, 600
von Euler, 1955, Acta Physiol. Scand., 33, 118, 45
Warburg, 1941, Biochem. Z., 310, 384
LaBrosse, 1958, Federation Proc., 17, 386

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Background
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Background
Glucuronidation of 3-O-methylnoradrenaline, harmalol and some related compounds
Wong, K. P., & Sourkes, T. L. (1968) · Biochemical Journal · doi:10.1042/bj1100099 · Cited by 14
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Polymethylated flavonol synthesis is catalysed by distinct O-methyltransferases
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Plasma norepinephrine concentration reflects pharmacological alteration of sympathetic activity in the conscious cat.
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Background
Microquantitation of Neurotransmitters in Specific Areas of the Central Nervous System
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Catechol O-methyltransferases in pampas grass: differentiation of m- and p-methylating activities
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Subcellular distribution of noradrenaline and dopamine‐β‐hydroxylase in the hypothalamus of the rat. Evidence for the presence of two populations of noradrenaline storage particles
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“COMT was first isolated and reported by Axel-rod and Tomchick in 1958 [9], just months after Carlsson and colleagues [10, 11] had As explained by Stanley Fahn [12] in his vigorous and exceptionally detailed account of those years, the seemingly (in retrospect) inevitable progress whereby levodopa…”
Background
The relative importance of monoamine oxidase and catechol-O-methyl transferase on the physiologic response to administered norepinephrine in the turkey
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Methionine sulfoxide reductase regulates brain catechol-O-methyl transferase activity
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“The enzyme catechol-O-methyltransferase (COMT) catalyzes the O-methylation of catecholamine neurotransmitters , such as dopamine (DA) and norepinephrine (Axelrod and Tomchick, 1958), using S-adenosylmethionine (SAM) as a methyl donor (Männistö and Kaakkola, 1999).”
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Background
HumanS‐adenosylhomocysteine hydrolase: common gene sequence variation and functional genomic characterization
Feng, Q., Keshtgarpour, M., Pelleymounter, L. L., Moon, I., Kalari, K. R., Eckloff, B. W., Wieben, E. D., & Weinshilboum, R. M. (2009) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.2009.06276.x · Cited by 13
“Methyltransferase (MT) enzymes involved in these process include catechol O-methyltransferase (Axelrod and Cohn 1971; Axelrod and Tomchick 1958; Lachman et al. 1996), phenylethanolamine N-methyltransferase (Axelrod 1962a; Axelrod and Cohn 1971; Ji et al. 2005), indolethylamine N-methyltransferase (Axelrod 1962b; Thomp…”
Background
Correlation of the COMT Val158Met polymorphism with latitude and a hunter-gather lifestyle suggests culture–gene coevolution and selective pressure on cognition genes due to climate
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“The COMT gene encodes a catabolic enzyme involved in the degradation of dopamine (Axelrod and Tomchick, 1958).”
Background
Cheminformatics and virtual screening studies of COMT inhibitors as potential Parkinson’s disease therapeutics
Moschovou, K., Melagraki, G., Mavromoustakos, T., Zacharia, L. C., & Afantitis, A. (2019) · Expert Opinion on Drug Discovery · doi:10.1080/17460441.2020.1691165 · Cited by 13
Catechol O-methyltransferase pharmacogenomics: human liver genotype–phenotype correlation and proximal promoter studies
Zhang, J., Ji, Y., Moon, I., Pelleymounter, L. L., Salavaggione, O. E., Wu, Y., Jenkins, G. D., Batzler, A. J., Schaid, D. J., & Weinshilboum, R. M. (2009) · Pharmacogenetics and Genomics · doi:10.1097/fpc.0b013e32832c15c6 · Cited by 13
Decrease In Catechol‐O‐Methyltransferase Activity In The Liver Of Streptozotocin‐Induced Diabetic Rats
WANG, J. P., Liu, I. M., Tzeng, T. F., & Cheng, J. (2002) · Clinical and Experimental Pharmacology and Physiology · doi:10.1046/j.1440-1681.2002.03673.x · Cited by 13
Catechol- O -Methyltransferase Genotype Is Associated with Self-Reported Increased Heart Rate Following Caffeine Consumption
Brathwaite, J. M., Costa, L. A. D., & El‐Sohemy, A. (2011) · Journal of Caffeine Research · doi:10.1089/jcr.2011.0015 · Cited by 13
Cathechol‐O‐methyltransferase activity in cultured human skin fibroblasts from controls and patients with dystonia musculorum deformans
Breakefield, X. O., Braverman, M., Riker, D. K., & Giller, E. L. (1981) · Journal of Neuroscience Research · doi:10.1002/jnr.490060310 · Cited by 13
Stereoisomerism in adrenergic drugs
Patil, P. N., & LaPidus, J. B. (1972) · Springer eBooks · doi:10.1007/3-540-05882-6_4 · Cited by 13
Bacterial tumble regulator may be inactivated by methylation
Frère, J. (1977) · Nature · doi:10.1038/266261a0 · Cited by 13
Regioselective O-methylation of tetrahydropapaveroline and tetrahydroxyberbine in vivo in rat brain
Cashaw, J. L., Ruchirawat, S., Nimit, Y., & Davis, V. E. (1983) · Biochemical Pharmacology · doi:10.1016/0006-2952(83)90199-5 · Cited by 13
Biological Factors in the Affective Disorders and Schizophrenia
Goodwin, F. K., & Murphy, D. L. (1974) · Elsevier eBooks · doi:10.1016/b978-0-12-290558-2.50010-1 · Cited by 13
Methods for Analyzing Monoamine Oxidase and Catechol-O-methyltransferase in Nervous Tissue
Jarrott, B. (1974) · Springer eBooks · doi:10.1007/978-1-4615-7751-5_15 · Cited by 13
Catecholamine synthetic enzymes of spontaneously hypertensive rats and microbial hypotensive products
Nagatsu, T., Mizutani, K., Nagatsu, I., Umezawa, H., Matsuzaki, M., & Takeuchi, T. (1973) · Molecular and Cellular Biochemistry · doi:10.1007/bf01659944 · Cited by 13
[3H]norepinephrine binding and lipolysis by isolated fat cells
Aprille, J. R., Lefkowitz, R. J., & Warshaw, J. B. (1974) · Biochimica et Biophysica Acta (BBA) - Biomembranes · doi:10.1016/0005-2736(74)90030-3 · Cited by 13
Biogenese von 2-Methoxy-oestradiol-(17?) in der menschlichen Leber
BREUER, H., & Knüppen, R. (1960) · Die Naturwissenschaften · doi:10.1007/bf01210762 · Cited by 13
A Simple Radioenzymatic Method to Measure Picogram Amounts of DOPA in Brain and Biological Fluids
Argiolas, A., & Gessa, G. L. (1981) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.1981.tb02406.x · Cited by 13
Epinephrine: a mediator of plasma glycerol elevation by hypothalamic stimulation.
Kumon, A., Takahashi, A., & Köri-Hara, T. (1977) · American Journal of Physiology-Endocrinology and Metabolism · doi:10.1152/ajpendo.1977.233.5.e369 · Cited by 13
Methyltransferase Enzymes in the Metabolism of Physiologically Active Compounds and Drugs
Axelrod, J. (1971) · Springer eBooks · doi:10.1007/978-3-642-65177-9_35 · Cited by 13
Behavioral, physiological, and genetic drivers of coping in a non-human primate
Bhattacharjee, D., Guðjónsdóttir, A. R., Chova, P. E., Middelburg, E., Jäckels, J., de Groot, N. G., Wallner, B., Massen, J. J. M., & Pflüger, L. S. (2024) · iScience · doi:10.1016/j.isci.2024.108890 · Cited by 17
“42 This enzyme is responsible for the inactivation of dopamine, adrenaline and noradrenaline neurotransmitters 43 and is accountable for more than 60% of dopamine clearance in the brain.”
Background
Genetic associations of perinatal pain and depression
McClain, L. L., Farrell, L. M., LaSorda, K. R., Pan, L. A., Peters, D. G., & Lim, G. (2019) · Molecular Pain · doi:10.1177/1744806919882139 · Cited by 12
The distribution of catechol-O-methyltransferase in pig liver and brain
Goldberg, R., & Tipton, K. F. (1978) · Biochemical Pharmacology · doi:10.1016/0006-2952(78)90337-4 · Cited by 12
Clinical pharmacology and therapeutic use of COMT inhibition in Parkinson's disease
Gordin, A., & Brooks, D. J. (2007) · Journal of Neurology · doi:10.1007/s00415-007-4007-9 · Cited by 13
“The two major enzymes involved in their metabolism are monoamino-oxidase (MAO) and catechol-Omethyltransferase [2].”
Background
3,4,5-Trimethoxycinnamic Acid and Related Compounds II. Metabolism in the Rat
Meyer, T., & Scheline, R. R. (1972) · Xenobiotica · doi:10.3109/00498257209111066 · Cited by 12
Modulation of oxotremorine‐induced tremor by central β‐adrenoceptors
Hallberg, H., & Almgren, O. (1987) · Acta Physiologica Scandinavica · doi:10.1111/j.1748-1716.1987.tb08085.x · Cited by 12
Novel ligands for the purification of catechol-O-methyl transferase by affinity chromatography
Gulliver, P. A., & Wharton, C. W. (1976) · Biochemical Pharmacology · doi:10.1016/0006-2952(76)90426-3 · Cited by 12
Anti-catechol-O-methyltransferase: Demonstration of specificity and immunological cross-reactivity with the enzyme from rat liver, kidney, brain, and choroid plexuses
Kaplan, G. P., Hartman, B. K., & Creveling, C. R. (1980) · Neurochemical Research · doi:10.1007/bf00965786 · Cited by 12
“6) catalyzes the transfer of a methyl group from S-adenosyl-l-methionine to a variety of catechol compounds (1-3).”
BackgroundMethod
The specificity of interaction between S-adenosyl-l-methionine and a nucleolar 2′-O-methyltransferase
Segal, D. M., & Eichler, D. C. (1989) · Archives of Biochemistry and Biophysics · doi:10.1016/0003-9861(89)90380-9 · Cited by 12
Basal levels of plasma epinephrine and norepinephrine in the dog.
Bridle, P. A., Brosnihan, K. B., Speth, R. C., Goormastic, M., & Ferrario, C. M. (1983) · Hypertension · doi:10.1161/01.hyp.5.6_pt_3.v128 · Cited by 12
“236) in the presence of 10/nlof catechol0-methyl transferase (COMT), obtained and partially purified from rat liver by the method of Axelrod and Tomchick.(8) The incubation medium also contained 6 fi\ of a 0.”
Method
Radioenzymatic Assay of Catecholamines: Reversal of Aluminium Inhibition of Enzymatic O-Methylation by Desferrioxamine
Mason, L. H., & Weinkove, C. (1983) · Annals of Clinical Biochemistry International Journal of Laboratory Medicine · doi:10.1177/000456328302000209 · Cited by 12
Release of endogenous catecholamines in two different regions of the nucleus of the solitary tract as influenced by carotid occlusion
Klausmair, A., Singewald, N., & Philippu, A. (1991) · Naunyn-Schmiedeberg s Archives of Pharmacology · doi:10.1007/bf00168603 · Cited by 12
Inhibition of Catechol O-Methyltransferase and Transfer RNA Methyltransferases by Coralyne, Nitidine, and Related Compounds
Lee, J. W., Macfarlane, J. O., Zee-Cheng, R. K. Y., & Cheng, C. (1977) · Journal of Pharmaceutical Sciences · doi:10.1002/jps.2600660721 · Cited by 12

Authors: Axelrod, J., & Tomchick, R.
Affiliations: United States Public Health Service (US)
Venue: Journal of Biological Chemistry
Publisher: Elsevier BV
Published: 1958-09
Volume: 233
Issue: 3
Pages: 702-705
ISSN: 0021-9258 (ISSN-L)
DOI: 10.1016/s0021-9258(18)64731-3
OpenAlex: W1543624067
Cited by: 1,283
References: 16
Citations by year: 2026: 6 · 2025: 8 · 2024: 8 · 2023: 12 · 2022: 14 · 2021: 19 · 2020: 11 · 2019: 16 · 2018: 13 · 2017: 15 · 2016: 28 · 2015: 12 · 2014: 14 · 2013: 19 · 2012: 21
FWCI: 55.85
Type: journal article
Language: en
Open access: hybrid
doi.org
Licence: cc-by
www.elsevier.com/tdm/userlicense/1.0/ (tdm)
www.elsevier.com/legal/tdmrep-license (tdm)
creativecommons.org/licenses/by/4.0/ (vor, 22705 d)
Locations: Journal of Biological Chemistry (publishedVersion, cc-by)
PubMed (publishedVersion)
Topics: Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmacology › Pharmacogenetics and Drug Metabolism
Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Catalyzed Oxygenation Mechanisms
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Microbial metabolism and enzyme function
Keywords: epinephrine, catechol, O-methylation, enzymatic methylation, catecholamine metabolism
MeSH terms: Catechols, Epinephrine, Methylation, Norepinephrine, Transferases

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Enzymatic O-Methylation of Epinephrine and Other Catechols

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