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
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O-Methylation of Epinephrine and Other Catechols in vitro and in vivo
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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
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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
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“…for investigation because it codes for the catechol-O-methyltransferase enzyme, which is a key enzyme for regulating (catabolizing) catechol compounds, including dopamine, norephinenphrine, and catecholestrogens (Axelrod & Tomchick, 1958; Männistö & Kaakkola, 1999; Zumárraga et al., 2016).”
Background
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Methyltransferases do not work by compression, cratic, or desolvation effects, but by electrostatic preorganization
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“However, in hepatocytes, epinephrine and norepinephrine are also directly metabolized by the COMT in metanephrine (MN) and normetanephrine (NMN), respectively [25,26].”
Background
Hormonal and Genetic Influences on Processing Reward and Social Information
Caldú, X., & Dreher, J. (2007) · Annals of the New York Academy of Sciences · doi:10.1196/annals.1412.007 · Cited by 71
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“Catechol-O-methyl transferase was extracted from rat liver by the method of Axelrod and Tomchick.(37) Tritium-labeled 5-adenosyl methionine was purchased from New England Nuclear Research Products, Du Pont Company, Boston, Mass.”
Method
Cytochrome P450 1B1 and catechol-O-methyltransferase polymorphisms and endometrial cancer susceptibility
McGrath, M. (2003) · Carcinogenesis · doi:10.1093/carcin/bgh039 · Cited by 67
“Catechol-O-methyltransferase (COMT) is a phase II enzyme that is involved in the conjugation and inactivation of catechol estrogens [14].”
Background
Rapid and Sensitive Single‐Step Radiochemical Assay for Catechol‐O‐Methyltransferase
Zürcher, G., & Prada, M. D. (1982) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.1982.tb10871.x · Cited by 67
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“However, the story of the TPMT genetic polymorphism really begins with COMT, an enzyme that was discovered by Julie (Axelrod and Tomchick, 1958).”
BackgroundInfluential
Large-scale QM/MM free energy simulations of enzyme catalysis reveal the influence of charge transfer
Kulik, H. J. (2018) · Physical Chemistry Chemical Physics · doi:10.1039/c8cp03871f · Cited by 68
“For this study, we select catechol O -methyltransferase (COMT), a representative member of a large class of S -adenosyl- L - methionine (SAM)-dependent 75 methyltransferases (MTases) responsible for gene signaling, 76 protein repair, 77,78 and neuro-transmitter regulation.”
Influential
3-Methoxy-4-hydroxyphenylalanine (3-O-methyldopa) in plasma during oral L-dopa therapy of patients with Parkinson's disease
Sharpless, N. S., Muenter, M. D., Tyce, G. M., & Owen, C. A. (1972) · Clinica Chimica Acta · doi:10.1016/0009-8981(72)90456-1 · Cited by 66
Correlation of erythrocyte catechol-O-methyltransferase activity between siblings
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Catecholestrogen synthesis and metabolism by human breast tumors in vitro.
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Levels of Catecholamine in Plasma and Cerebrospinal Fluid in Aneurysmal Subarachnoid Hemorrhage
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Intermediary Metabolism of the Amino Acids
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Factors influencing transmission at adrenergic synapses
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The Histamine Methylating Enzyme System in Liver
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Determination of noradrenaline and adrenaline in plasma by a radioenzymatic assay using high pressure liquid chromatography for the separation of the radiochemical products
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The isotope effect of tritium in3H-noradrenaline
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Association Between the Catechol-O-Methyltransferase Val158Met Polymorphism and Cocaine Dependence
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“The enzyme catechol-O-methyltransferase (COMT) is involved in the degradation of catecholamines, including dopamine (Axelrod and Tomchick, 1958).”
Background
Association between Catechol-O-Methyltransferase Gene Polymorphisms and Wearing-Off and Dyskinesia in Parkinson’s Disease
Watanabe, M., Harada, S., Nakamura, T., Ohkoshi, N., Yoshizawa, K., Hayashi, A., & Shoji, S. (2003) · Neuropsychobiology · doi:10.1159/000074637 · Cited by 64
Bioactive 6-Nitronorepinephrine Identified in Mammalian Brain
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“The COMT enzyme catalyses the transfer of the methyl group from S-adenosylmethionine (SAM/ AdoMet) to the meta-hydroxyl group (3-O-methylation) of its catechol substrate (Axelrod and Tomchick, 1958).”
Background
Inhibition of methyltransferases by some new analogs of S-adenosylhomocysteine
Fuller, R. W., & Nagarajan, R. (1978) · Biochemical Pharmacology · doi:10.1016/0006-2952(78)90018-7 · Cited by 63
In vivo release of endogenous catecholamines in the hypothalamus
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Neurochemistry and Child Psychiatry
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Calcium inhibition of rat liver catechol-O-methyltransferase
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A simple radioenzymatic method for determination of picogram amounts of 3,4‐dihydroxyphenylacetic acid (DOPAC) in the rat brain
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Brominated phenols, anisoles, and dioxins present in blue mussels from the Swedish coastline
Löfstrand, K., Malmvärn, A., Haglund, P. S., Bignert, A., Bergman, Å., & Asplund, L. (2010) · Environmental Science and Pollution Research · doi:10.1007/s11356-010-0331-1 · Cited by 62
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Differential expression of human COMT alleles in brain and lymphoblasts detected by RT-coupled 5? nuclease assay
Zhu, G., Lipsky, R. H., Xu, K., Ali, S., Hyde, T. M., Kleinman, J. E., Akhtar, L. A., Mash, D. C., & Goldman, D. A. (2004) · Psychopharmacology · doi:10.1007/s00213-004-1938-z · Cited by 61
“Catechol-O-methyltransferase (COMT) is a key enzyme in the metabolism of catecholamine neurotransmitters (Axelrod and Tomchick 1958) and is widely expressed in brain and found elsewhere in the body.”
Background
Effect of elevated plasma norepinephrine on electrocardiographic changes in subarachnoid hemorrhage.
Grad, A., Kiauta, T., & Osredkar, J. (1991) · Stroke · doi:10.1161/01.str.22.6.746 · Cited by 61
Pharmacogenetics of methylation: Relationship to drug metabolism
Weinshilboum, R. M. (1988) · Clinical Biochemistry · doi:10.1016/s0009-9120(88)80002-x · Cited by 61
Formation, metabolism and physiologic importance of catecholestrogens
Ball, P., & Knüppen, R. (1990) · American Journal of Obstetrics and Gynecology · doi:10.1016/0002-9378(90)90558-o · Cited by 61
Erythrocyte catechol‐O‐methyltransferase activity in a Swedish population
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Human erythrocyte catechol-o-methyltransferase: Correlation with lung and kidney activity
Weinshilboum, R. M. (1978) · Life Sciences · doi:10.1016/0024-3205(78)90343-0 · Cited by 61
Purification and Studies of Catechol‐O‐Methyltransferase of Rat Liver
Assicot, M., & Bohuon, C. (1970) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1970.tb00877.x · Cited by 61
The Relative Role of Recapture and of de novo Synthesis for the Maintenance of Neurotransmitter Homeostasis in Noradrenergic Nerves
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The monoaminergic system is a bilaterian innovation
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COMT Genetic Reduction Produces Sexually Divergent Effects on Cortical Anatomy and Working Memory in Mice and Humans
Sannino, S., Gozzi, A., Cerasa, A., Piras, F., Scheggia, D., Managò, F., Damiano, M., Galbusera, A., Erickson, L. C., Tonelli, D. D. P., et al. (2014) · Cerebral Cortex · doi:10.1093/cercor/bhu053 · Cited by 60
“lyzes the methylation of catechol structures, including dopamine, norepinephrine, epinephrine, caffeine, and catechol estrogens (Axelrod and Tomchick 1958).”
Background
Properties of catechol O-methyltransferases from brain and liver of rat and human
White, H. L., & Wu, J. C. (1975) · Biochemical Journal · doi:10.1042/bj1450135 · Cited by 60
Production of rat soluble and membrane-bound catechol O-methyltransferase forms from bifunctional mRNAs
Tenhunen, J., & Ulmanen, I. (1993) · Biochemical Journal · doi:10.1042/bj2960595 · Cited by 59
Micro radioisotopic determination of enzymes catechol-o-ethyltransferase, phenylethanolamine-n-methyltransferase and monoamine oxidase in a single concentration of tissue homogenate
Parvez, H. S., & Parvez, S. (1973) · Clinica Chimica Acta · doi:10.1016/0009-8981(73)90106-x · Cited by 59
DNA Methylation and Schizophrenia: Current Literature and Future Perspective
Magwai, T., Shangase, K. B., Oginga, F. O., Chiliza, B., Mpofana, T., & Xulu, K. R. (2021) · Cells · doi:10.3390/cells10112890 · Cited by 68
Combined study of genetic and epigenetic biomarker risperidone treatment efficacy in Chinese Han schizophrenia patients
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Transcranial Direct Current Stimulation to Improve the Dysfunction of Descending Pain Modulatory System Related to Opioids in Chronic Non-cancer Pain: An Integrative Review of Neurobiology and Meta-Analysis
Zortéa, M., Ramalho, L., Alves, R. L., Alves, C. F. D. S., Braulio, G., Torres, I. L. D. S., Fregni, F., & Caumo, W. (2019) · Frontiers in Neuroscience · doi:10.3389/fnins.2019.01218 · Cited by 57
Tropolones: a unique class of potent non-competitive inhibitors of S-adenosylmethionine-cathechol methyltransferase
Belleau, B., & Burba, J. V. (1961) · Biochimica et Biophysica Acta · doi:10.1016/0006-3002(61)90956-8 · Cited by 58
A specific radioenzymatic assay for dihydroxyphenylalanine (DOPA). Plasma dopa may be the precursor of urine free dopamine.
Brown, M., & Dollery, C. T. (1981) · British Journal of Clinical Pharmacology · doi:10.1111/j.1365-2125.1981.tb01106.x · Cited by 58
Methylation pharmacogenetics: Thiopurine methyltransferase as a model system
Weinshilboum, R. M. (1992) · Xenobiotica · doi:10.3109/00498259209051860 · Cited by 58
CATECHOLAMINE METABOLISM IN A FUNCTIONAL NEURAL TUMOR*
Greenberg, R. E., & Gardner, L. I. (1960) · Journal of Clinical Investigation · doi:10.1172/jci104195 · Cited by 58
“When the soluble supernatant fraction from a wide variety of tissues is incubated with S-adenosylmethionine and epinephrine, in the presence of a cation (especially Mg+), metanephrine (3-methoxy derivative of epinephrine) is formed, as described by Axelrod (21-23).”
BackgroundMethod
The Role of Human Aldo-Keto Reductases in the Metabolic Activation and Detoxication of Polycyclic Aromatic Hydrocarbons: Interconversion of PAH Catechols and PAH o-Quinones
Zhang, L., Jin, Y., Huang, M. T., & Penning, T. M. (2012) · Frontiers in Pharmacology · doi:10.3389/fphar.2012.00193 · Cited by 68
“COMT is a classical phase II enzyme and catalyzes the transfer of a methyl group from S-adenosyl-l-methionine (SAM) to the hydroxyl group of a variety of catechols including catecholamine neurotransmitters and the catechol estrogens (Axelrod and Tomchick, 1958; Axelrod, 1966; Ball et al., 1972).”
Background
Immunohistochemical study of catechol-O-methyltransferase in the human mesostriatal system
Kästner, A., Anglade, P., Bounaix, C., Damier, P., Javoy-Agid, F., Bromet, N., Agid, Y., & Hirsch, É. C. (1994) · Neuroscience · doi:10.1016/0306-4522(94)90379-4 · Cited by 57
OCCURRENCE AND PROPERTIES OF CATECHOL‐O‐METHYL TRANSFERASE IN ADRENERGIC NEURONS
Jarrott, B. (1971) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.1971.tb00163.x · Cited by 57
Determination of catechol-O-methyltransferase activity by high-performance liquid chromatography with electrochemical detection
Nissinen, E., & Männistö, P. T. (1984) · Analytical Biochemistry · doi:10.1016/0003-2697(84)90348-8 · Cited by 57
RADIOENZYMATIC ASSAY OF FEMTOMOLE CONCENTRATIONS OF DOPA IN TISSUES AND BODY FLUIDS
Zürcher, G., & Prada, M. D. (1979) · Journal of Neurochemistry · doi:10.1111/j.1471-4159.1979.tb05207.x · Cited by 57
“COMT was purified from rat liver using the procedures of AXELROD & TOMCHICK (1958) and of NIKODEJEVIC e t al.”
Method
Signal Transfer from Hormone Receptor to Adenylate Cyclase
HELMREICH, E. J. M., Zenner, H. P., Pfeuffer, T., & Cori, C. F. (1976) · Current topics in cellular regulation · doi:10.1016/b978-0-12-152810-2.50009-7 · Cited by 56
A sensitive radioenzymatic assay for adrenaline and noradrenaline in plasma.
Hörtnagl, H., Benedict, C., & Grahame‐Smith, D. (1977) · British Journal of Clinical Pharmacology · doi:10.1111/j.1365-2125.1977.tb00785.x · Cited by 56
The intracortical distribution of norepinephrine, dopamine and serotonin in the cerebral cortex of the cat
Reader, T. A., Masse, P., & de Champlain, J. (1979) · Brain Research · doi:10.1016/0006-8993(79)90467-0 · Cited by 56
Orientierende Übersicht
(1966) · Reviews of physiology, biochemistry and pharmacology · doi:10.1007/bf02457096 · Cited by 56
Localization of catechol-O-methyltransferase in the leptomeninges, choroid plexus and ciliary epithelium: implications for the separation of central and peripheral catechols
Kaplan, G. P., Hartman, B. K., & Creveling, C. R. (1981) · Brain Research · doi:10.1016/0006-8993(81)90594-1 · Cited by 55
Monoamines and Aversively Motivated Behaviors
Peters, D. A., Anisman, H., & Pappas, B. A. (1978) · Springer eBooks · doi:10.1007/978-1-4684-2394-5_5 · Cited by 55
Peripheral biomarkers of cognitive response to dopamine receptor agonist treatment
Ersche, K. D., Roiser, J. P., Lucas, M., Domenici, E., Robbins, T. W., & Bullmore, E. T. (2010) · Psychopharmacology · doi:10.1007/s00213-010-2087-1 · Cited by 55
“Dopaminergic neurotransmission in the PFC is itself influenced by the activity of the enzyme catechol-O-methyltransferase (COMT), which is implicated in dopamine catabolism (Axelrod and Tomchick 1958) and PFCdependent cognition (Tunbridge et al.”
Background
Biochemical Basis for Ethionine Effects on Tissues
Stekol, J. A. (1963) · Advances in enzymology and related areas of molecular biology/Advances in enzymology and related subjects · doi:10.1002/9780470122709.ch7 · Cited by 54
Catechol-o-methyltransferase in nerve endings of rat brain
Alberici, M., Arnaiz, G. R. D. L., & Robertis, E. D. P. D. (1965) · Life Sciences · doi:10.1016/0024-3205(65)90051-2 · Cited by 54
Gene expression of phenylethanolamine N-methyltransferase in corticotropin-releasing hormone knockout mice during stress exposure
Kvetnansky, R., Kubovcakova, L., Tillinger, A., Micutkova, L., Krizanova, O., & Sabban, E. L. (2006) · Cellular and Molecular Neurobiology · doi:10.1007/s10571-006-9063-7 · Cited by 53
“He discovered the enzyme catechol-Omethyltransferase in 1957, which catalyzes the transfer of methyl group from the S-adenosylmethionine to the m-hydroxyl group of catecholamines (Axelrod, 1957; Axelrod and Tomchick, 1958).”
Background
Toxicology and Safety of Comt Inhibitors
Haasio, K. (2010) · International review of neurobiology · doi:10.1016/b978-0-12-381326-8.00007-7 · Cited by 53
“First-Generation COMT Inhibitors The development of the first-generation COMT inhibitors started during the late 1950s (Axelrod and Tomchick, 1958).”
Background
Revealing quantum mechanical effects in enzyme catalysis with large-scale electronic structure simulation
Yang, Z. J., Mehmood, R., Wang, M., Qi, H. W., Steeves, A. H., & Kulik, H. J. (2018) · Reaction Chemistry & Engineering · doi:10.1039/c8re00213d · Cited by 53
Human erythrocyte thiol methyltransferase: Radiochemical microassay and biochemical properties
Weinshilboum, R. M., Sladek, S. L., & Klumpp, S. (1979) · Clinica Chimica Acta · doi:10.1016/0009-8981(79)90025-1 · Cited by 53
Genetic Modulation of Transcranial Direct Current Stimulation Effects on Cognition
Wiegand, A., Nieratschker, V., & Plewnia, C. (2016) · Frontiers in Human Neuroscience · doi:10.3389/fnhum.2016.00651 · Cited by 52
“The COMT enzyme plays a critical role in the degradation of catecholamines, e.g., dopamine by transferring a methyl-group of S-adenosylmethionine to the 3-hydroxy group of the catechol (Axelrod and Tomchick, 1958).”
Background
Decreased Catecholamine Degradation Associates with Shock and Kidney Injury after Cardiac Surgery
Haase‐Fielitz, A., Haase, M., Bellomo, R., Lambert, G. W., Matalanis, G. S., Story, D., Doolan, L., Buxton, B., Gutteridge, G. A., Luft, F. C., et al. (2009) · Journal of the American Society of Nephrology · doi:10.1681/asn.2008080915 · Cited by 53
COMT as a Drug Target for Cognitive Functions and Dysfunctions
Scheggia, D., Sannino, S., Scattoni, M. L., & Papaleo, F. (2012) · CNS & Neurological Disorders - Drug Targets · doi:10.2174/187152712800672481 · Cited by 51
Computation of the binding affinities of catechol‐O‐methyltransferase inhibitors: Multisubstate relative free energy calculations
Palma, P. N., Bonifácio, M. J., Loureiro, A. I., & Soares-da-Silva, P. (2012) · Journal of Computational Chemistry · doi:10.1002/jcc.22926 · Cited by 52
The Role of Catechol-O-Methyltransferase in the Inactivation of Catecholestrogen
Creveling, C. R. (2003) · Cellular and Molecular Neurobiology · doi:10.1023/a:1023680302975 · Cited by 52
“Ever since the discovery of COMT by Julius Axelrod (Axelrod and Tomchick, 1958), it has been extensively demonstrated that with few exceptions molecules bearing an aromatic catechol structure will serve as substrates for COMT.”
Ontogenic aspects of liver and kidney catechol‐O‐ methyltransferase sensitivity to tolcapone
Vieira‐Coelho, M. A., & Soares-da-Silva, P. (1996) · British Journal of Pharmacology · doi:10.1111/j.1476-5381.1996.tb15220.x · Cited by 52
Purification and properties of : Caffeic acid o-methyltransferase from leaves of spinach Beet (Beta vulgaris L.)
Poulton, J. E., & Butt, V. S. (1975) · Biochimica et Biophysica Acta (BBA) - Enzymology · doi:10.1016/0005-2744(75)90060-1 · Cited by 52
Determination of catechol O-methyltransferase activity in relation to melanin metabolism using high-performance liquid chromatography with fluorimetric detection
Smit, N. P. M., Pavel, S., Kammeyer, A., & Westerhof, W. (1990) · Analytical Biochemistry · doi:10.1016/0003-2697(90)90195-f · Cited by 52
L-DOPA Facilitates the Release of Endogenous Norepinephrine and Dopamine via Presynaptic β- and β-Adrenoceptors under Essentially Complete Inhibition of L-Aromatic Amino Acid Decarboxylase in Rat Hypothalamic Slices
Goshima, Y., Nakamura, S., & Misu, Y. (1990) · The Japanese Journal of Pharmacology · doi:10.1254/jjp.53.47 · Cited by 52
Multiple molecular forms of catechol-O-methyltransferase. Evidence for two distinct forms, and their purification and physical characterization.
Huh, M. M.-O., & Friedhoff, A. J. (1979) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(17)37918-8 · Cited by 52
Kinetics of purified catechol
Flohé, L., & Schwabe, K.-P. (1970) · Biochimica et Biophysica Acta (BBA) - Enzymology · doi:10.1016/0005-2744(70)90278-0 · Cited by 52
Uptake and Release of Dextro‐ and Laevo‐Adrenaline in Noradrenergic Stores *
Andén, N. (1964) · Acta Pharmacologica et Toxicologica · doi:10.1111/j.1600-0773.1964.tb01769.x · Cited by 52
[101b] Catechol-O-methyl transferase from rat liver
Axelrod, J. (1962) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/s0076-6879(62)05307-0 · Cited by 52
Coenzyme Q (Ubiquinone)
Hatefi, Y. (1963) · Advances in enzymology and related areas of molecular biology/Advances in enzymology and related subjects · doi:10.1002/9780470122709.ch5 · Cited by 52
The metabolism of L-3,4-dihydroxyphenylalanine in man
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Kinetic Properties of a Soluble Catechol O‐Methyltransferase of Human Liver
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Gene-Environment Interactions Underlying the Effect of Cannabis in First Episode Psychosis
Pelayo‐Terán, J. M., Suárez‐Pinilla, P., Chadi, N., & Crespo‐Facorro, B. (2012) · Current Pharmaceutical Design · doi:10.2174/138161212802884609 · Cited by 51
“The COMT gene encodes the enzyme Catechol-O-Methyltransferase, directly involved in the catabolism of dopamine [109].”
Background
Tyrosine hydroxylase polymorphism and phenotypic heterogeneity in bipolar affective disorder: A multicenter association study
Souery, D., Lipp, O., Rivelli, S. K., Massat, I., Serretti, A., Cavallini, M. C., Ackenheil, M., Adolfsson, R., Aschauer, H. N., Blackwood, D., et al. (1999) · American Journal of Medical Genetics · doi:10.1002/(sici)1096-8628(19991015)88:5 · Cited by 19
Exercise training attenuates stress-induced hypertension in the rat.
Cox, R. H., Hubbard, J. W., Lawler, J. E., Sanders, B. J., & Mitchell, V. P. (1985) · Hypertension · doi:10.1161/01.hyp.7.5.747 · Cited by 51
Hormonal influences on erythrocyte catechol-O-methyl transferase activity in humans
Briggs, M., & Briggs, M. (1973) · Cellular and Molecular Life Sciences · doi:10.1007/bf01926474 · Cited by 51
The Metabolism of Biphenyl. II. Phenolic Metabolites in the Rat
Meyer, T., & Scheline, R. R. (1976) · Acta Pharmacologica et Toxicologica · doi:10.1111/j.1600-0773.1976.tb03193.x · Cited by 51
Gonadotropin-Releasing Hormone and Norepinephrine Release from the Rabbit Mediobasal and Anterior Hypothalamus During the Mating-Induced Luteinizing Hormone Surge*
Kaynard, A. H., Pau, K. ‐. F., Hess, D. L., & Spies, H. G. (1990) · Endocrinology · doi:10.1210/endo-127-3-1176 · Cited by 51
Biological component of the NIMH Clinical Research Branch Collaborative Program on the psychobiology of depression: II. Methodology and data analysis
Secunda, S. K., Koslow, S. H., Redmond, D. E., Garver, D. L., Ramsey, T., Croughan, J. L., Kocsis, J. H., Hanin, I., Lieberman, K. W., & Casper, R. C. (1980) · Psychological Medicine · doi:10.1017/s0033291700055069 · Cited by 51
Differential effect of COMT gene methylation on the prefrontal connectivity in subjects with depression versus healthy subjects
Na, K.-S., Won, E., Kang, J., Kim, A., Choi, S., Tae, W.-S., Kim, Y.-K., Lee, M.-S., Joe, S.-H., & Ham, B.-J. (2018) · Neuropharmacology · doi:10.1016/j.neuropharm.2018.04.030 · Cited by 50
“COMT is an enzyme that catabolizes catecholamines, particularly dopamine, thereby attenuating extracellular dopamine bioavailability (Axelrod and Tomchick, 1958; Mier et al., 2010).”
An Optimized Two‐Photon Fluorescent Probe for Biological Sensing and Imaging of Catechol‐O‐Methyltransferase
Wang, P., Xia, Y., Zou, L., Qian, X., Dou, T., Jin, Q., Li, S., Yu, Y., Wang, D., Luo, Q., et al. (2017) · Chemistry - A European Journal · doi:10.1002/chem.201701384 · Cited by 50

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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