The DOI matches its Crossref record.
Arsenite Methylation by Methylvitamin B12and Glutathione Does Not Require an Enzyme
Abstract
Although inorganic arsenic is methylated enzymatically by arsenic methyltransferases, which have been found in many mammalian livers, the detection of such enzymes has not been successful in surgically removed human livers. Results of the present experiments demonstrated that methylvitamin B12 (methylcobalamin, CH3B12) in the presence of thiols and inorganic arsenite can produce, in vitro, substantial amounts of monomethylarsonic acid (MMA) and small amounts of dimethylarsinic acid (DMA) in the absence of enzymes. Furthermore, this nonenzymatic methylation of inorganic arsenite by CH3B12 was increased substantially by the presence of dimercaptopropanesulfonate (DMPS) and/or sodium selenite. The actions of DMPS and selenite together were additive. The methylation by CH3B12 was neither inhibited nor stimulated by human liver cytosol. Since the amount of MMA produced by the in vitro system described in this study was not small, these results emphasize the need for a properly designed nutritional study in humans exposed to inorganic arsenic as to the relationship between vitamin B12, selenium, and the metabolism of carcinogenic inorganic arsenic.
Overview
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
In the citing paper
“Thereafter, AsIII undergoes multisteps in cells through arsenite methyltransferase (AS3MT) using S-adenosylmethionine (SAM) as the methyl donor, resulting in the formation of methylated As compounds including MMAIII, DMAIII, MMAV, and DMAV [53].”
From Arsenic Contamination of Groundwater: A Review of Sources, Prevalence, Health Risks, and Strategies for Mitigation (2014) · cites this paper as [53]
Citations
Cites
No references could be resolved yet.
Research works printed but not linked: 26
- Aposhian, 1997, Enzymatic methylation of arsenic species and other new approaches to arsenic toxicity, Annu. Rev. Pharmacol. Toxicol., 37, 397, 10.1146/annurev.pharmtox.37.1.397 · DOI
- Bradford, 1976, A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding, Anal. Biochem., 72, 248, 10.1016/0003-2697(76)90527-3 · DOI · Paper page
- Buchet, 1985, Study of inorganic arsenic methylation by rat liverin vitro:, Arch. Toxicol., 57, 125, 10.1007/BF00343122 · DOI
- Buchet, 1988, Role of thiols in thein vitro, Biochem. Pharmacol., 37, 3149, 10.1016/0006-2952(88)90313-9 · DOI
- Challenger, 1951, Biological methylation, Adv. Enzymol., 12, 429
- Cullen, 1989, Arsenic speciation in the environment, Chem. Rev., 89, 713, 10.1021/cr00094a002 · DOI · Paper page
- Gailer, 1994, The ion-chromatography behavior of arsenite, arsenate, methylarsonic acid and dimethylarsinic acid on the Hamilton PRP-X100 anion exchange column, Appl. Organomet. Chem., 8, 129, 10.1002/aoc.590080208 · DOI
- Glusker, 1995, Vitamin B1212, 1, 10.1016/S0083-6729(08)60654-8 · DOI
- Guest, 1964, Methylcobalamin as a source of the methyl group of methionine, Ann. NY Acad. Sci., 112, 774, 10.1111/j.1749-6632.1964.tb45054.x · DOI
- Guha Mazumder, 1998, Chronic arsenic toxicity in West Bengal—The worst calamity in the world, J. Ind. Med. Assoc., 96, 4
- Healy, S. M. Zakharyan, R. A. Aposhian, H. V. 1997, Enzymatic methylation of arsenic compounds: IV.In vitroin vivo, Mutat. Res. 386, 229, 239, Mutat. Res. 387, 173 · DOI
- Hogenkamp, 1987, Reaction of alkylcobalamins with thiols, Biochemistry, 26, 4723, 10.1021/bi00389a019 · DOI
- Hogenkamp, 1985, Methyl transfer from methylcobalamin to thiols. A reinvestigation, Biochemistry, 24, 6428, 10.1021/bi00344a018 · DOI
- McBride, 1971, Biosynthesis of dimethylarsine by methanobacterium, Biochemistry, 10, 4312, 10.1021/bi00799a024 · DOI
- Nilsson, 1984, Vitamin B12, Scand. J. Gastroenterol., 19, 369, 10.1080/00365521.1984.12005737 · DOI
- Pezacka, 1990, Glutathionylcobalamin as an intermediate in the formation of cobalamin coenzymes, Biochem. Biophys. Res. Commun., 169, 443, 10.1016/0006-291X(90)90351-M · DOI
- Pezacka, 1988, Biosynthesis of methylcobalamin: Chemical model studies with thiol–cobalamin adducts and adenosylmethionine, J. Cell Biol., 107
- Reay, 1977, Preparation and purification of74, Anal. Biochem., 78, 557, 10.1016/0003-2697(77)90117-8 · DOI
- Schrauzer, 1973, Reductive dealkylation of alkylcobaloximes, alkylcobalamins, and related compounds. Simulation of corrin dependent reductase and methylgroup transfer reactions, Bioinorg. Chem., 2, 93, 10.1016/S0006-3061(00)80155-6 · DOI
- Styblo, 1996, Mono- and dimethylation of arsenic in rat liver cytosol in vitro, Chem.–Biol. Interact., 99, 147, 10.1016/0009-2797(95)03666-0 · DOI
- Styblo, 1995, Comparativein vitro, Toxicol. Appl. Pharmacol., 135, 172, 10.1006/taap.1995.1220 · DOI
- Tam, 1978, Separation of arsenic metabolites in dog plasma and urine following intravenous injection of74, Anal. Biochem., 86, 505, 10.1016/0003-2697(78)90775-3 · DOI
- Vahter, 1987, Effects of low dietary intake of methionine, choline or proteins on the biotransformation of arsenite in the rabbit, Toxicol. Lett., 37, 41, 10.1016/0378-4274(87)90165-2 · DOI
- Wildfang, 1998, Enzymatic methylation of arsenic compounds: VI. Characterization of hamster liver arsenite and methylarsonic acid methyltransferase activitiesin vitro, Toxicol. Appl. Pharmacol., 152, 366, 10.1006/taap.1998.8409 · DOI
- Zakharyan, 1996, Enzymatic methylation of arsenic compounds: III. The marmoset and tamarin, but not the rhesus, monkey are deficient in methyltransferases that methylate inorganic arsenic, Toxicol. Appl. Pharmacol., 140, 77, 10.1006/taap.1996.0199 · DOI
- Zakharyan, 1995, Enzymatic methylation of arsenic compounds. I: Assay, partial purification, and properties of arsenite methyltransferase and monomethylarsonic acid methyltransferase of rabbit liver, Chem. Res. Toxicol., 8, 1029, 10.1021/tx00050a006 · DOI
Cited by
Sorted by citations
Oxidative mechanism of arsenic toxicity and carcinogenesis
Shi, H., Shi, X., & Liu, K. J. (2004) · Molecular and Cellular Biochemistry · doi:10.1023/b:mcbi.0000007262.26044.e8 · Cited by 684
Shankar, S., Shanker, U., & Shikha (2014) · The Scientific World Journal · doi:10.1155/2014/304524 · Cited by 616
“Thereafter, Zakharyan and Aposhian [55] suggested that AsIII can be methylated nonenzymatically in the presence of both methylcobalamin and glutathione (GSH) (Figure 1(b)).”
Background
Metadata
- Authors
- Zakharyan, R. A., & Aposhian, H. V.
- Affiliations
- University of Arizona (US)
- Venue
- Toxicology and Applied Pharmacology
- Publisher
- Elsevier BV
- Published
- 1999-02
- Volume
- 154
- Issue
- 3
- Pages
- 287-291
- ISSN
- 0041-008X (ISSN-L)
- OpenAlex
- W1978879125
- Cited by
- 63
- References
- 0
- Citations by year
- 2024: 1 · 2022: 1 · 2021: 3 · 2020: 2 · 2019: 1 · 2018: 1 · 2017: 1 · 2015: 3 · 2014: 3 · 2013: 1 · 2012: 3
- FWCI
- 4.50
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Toxicology and Applied Pharmacology (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Institute of Environmental Health Sciences (ES 04940, P30 ES06694, P30ES006694, P42ES004940)
- Topics
- Physical Sciences › Environmental Science › Environmental Chemistry › Arsenic contamination and mitigation
- Physical Sciences › Environmental Science › Health, Toxicology and Mutagenesis › Heavy Metal Exposure and Toxicity
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Retinoids in leukemia and cellular processes
- Keywords
- inorganic arsenic, methylcobalamin, vitamin B12, glutathione, thiols, monomethylarsonic acid, dimethylarsinic acid, sodium selenite, selenium, arsenic methyltransferase, arsenic metabolism, liver
- MeSH terms
- Arsenicals, Cacodylic Acid, Cytosol, Drug Synergism, Enzymes, Glutathione, Humans, Liver, Methylation, Teratogens, Unithiol, Vitamin B 12, Sodium Selenite, Arsenites, Reducing Agents
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
