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
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

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Background
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“COMT is an enzyme inactivating catecholamines, including adrenaline, noradrenaline and dopamine (Axelrod and Tomchick, 1958).”
Background
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“A single nucleotide polymorphism (SNP) in the gene that codes for catechol-O-methyltransferase (COMT), an enzyme that contributes to the removal of DA from the synapse, has attracted considerable attention due to the importance of COMT in regulating prefrontal DA flux (Axelrod and Tomchick, 1958).”
Background
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“: +822-3010-4277 Fax: +822-3010-4248 I. Lee Department of Pathology, University of Ulsan College of Medicine, Poongnap-Dong, Songpa-Gu, Seoul, 138-736, Korea B. Choi Department of Preventive Medicine, College of Medicine, Hanyang University, Seoul, 133-791, Korea of catechol or substituted catechols in the presence of…”
BackgroundInfluential
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“The COMT was prepared from rat liver using the ammonium sulphate fractionation technique of Axelrod and Tomchick (1958) and stored in 500 gl aliquots at -25 ~ Aliquots of 500 gl of plasma were placed into ice cold centrifuge tubes.”
Method
Diminished vascular response to noradrenaline in experimental chronic uremia
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Result
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Background
Inhibition of O-Methyltransferase by Catechol and Sensitization to Epinephrine
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“It was already known at that time that LD was mainly metabolized and inactivated by two enzymatic pathways, dopa decarboxylase (DDC) (Cozias et al., 1967) and catechol-O-methyltransferase (COMT) (Axelrod and Tomchick, 1958).”
Background
Catecholamines and serotonin in the rat central nervous system after 6-OHDA, 5-7-DHT and p-CPA
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STRONG INHIBITORY EFFECTS OF COMMON TEA CATECHINS AND BIOFLAVONOIDS ON THE O-METHYLATION OF CATECHOL ESTROGENS CATALYZED BY HUMAN LIVER CYTOSOLIC CATECHOL-O-METHYLTRANSFERASE
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“Since COMT also catalyzes the O-methylation of endogenous catecholamines as well as many other catechol-containing xenobiotics (Axelrod and Tomchick, 1958; Axelrod, 1966; Zhu et al., 1994, 2000, 2001; Zhu, 2002), the rate for O-methylation of catechol estrogen intermediates in vivo thus may be subject to modulation by…”
Background
STUDIES ON THE BIOSYNTHESIS OF PORPHYRIN AND BACTERIOCHLOROPHYLL BY RHODOPSEUDOMONAS SPHEROIDES. 4. S-ADENOSYLMETHIONINE-MAGNESIUM PROTOPORPHYRIN METHYLTRANSFERASE
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Estrogen-2-hydroxylase in the rat
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Methoxyestrogens exert feedback inhibition on cytochrome P450 1A1 and 1B1.
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Transmethylation and Demethylation Reactions in the Metabolism of Secondary Plant Products
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Presence of two distinct catechol -O- methyltransferase activities in red blood cells
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Redox Control of Multidrug Resistance and Its Possible Modulation by Antioxidants
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“Then, phase II glucuronidation by UGT [30], sulfation by phenol and catecholamine specific sulfotransferases (SULT1A1 and SULT1A3) [11], methylation by COMT [31], and binding with glutathione through GST occur [12, 28].”
BackgroundInfluential
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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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