Cited by 63Arsenic contamination and mitigationHeavy Metal Exposure and ToxicityRetinoids in leukemia and cellular processes

The DOI matches its Crossref record.

Arsenite Methylation by Methylvitamin B12and Glutathione Does Not Require an Enzyme

Zakharyan, Robert A., Aposhian, H.Vasken·1999·Toxicology and Applied Pharmacology

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

Crossref · 10.1006/taap.1998.8587

Cites

Statistics

Recomputing p-values needs the paper’s full text.

Verification

Claims the paper makes

We couldn’t retrieve this paper’s full text, so its claims and self-check weren’t run. The registry and citation checks still apply.

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?

Citations

Cites

No references could be resolved yet.

Research works printed but not linked: 26

  1. 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
  2. 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
  3. Buchet, 1985, Study of inorganic arsenic methylation by rat liverin vitro:, Arch. Toxicol., 57, 125, 10.1007/BF00343122 · DOI
  4. Buchet, 1988, Role of thiols in thein vitro, Biochem. Pharmacol., 37, 3149, 10.1016/0006-2952(88)90313-9 · DOI
  5. Challenger, 1951, Biological methylation, Adv. Enzymol., 12, 429
  6. Cullen, 1989, Arsenic speciation in the environment, Chem. Rev., 89, 713, 10.1021/cr00094a002 · DOI · Paper page
  7. 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
  8. Glusker, 1995, Vitamin B1212, 1, 10.1016/S0083-6729(08)60654-8 · DOI
  9. 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
  10. Guha Mazumder, 1998, Chronic arsenic toxicity in West Bengal—The worst calamity in the world, J. Ind. Med. Assoc., 96, 4
  11. 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
  12. Hogenkamp, 1987, Reaction of alkylcobalamins with thiols, Biochemistry, 26, 4723, 10.1021/bi00389a019 · DOI
  13. Hogenkamp, 1985, Methyl transfer from methylcobalamin to thiols. A reinvestigation, Biochemistry, 24, 6428, 10.1021/bi00344a018 · DOI
  14. McBride, 1971, Biosynthesis of dimethylarsine by methanobacterium, Biochemistry, 10, 4312, 10.1021/bi00799a024 · DOI
  15. Nilsson, 1984, Vitamin B12, Scand. J. Gastroenterol., 19, 369, 10.1080/00365521.1984.12005737 · DOI
  16. 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
  17. Pezacka, 1988, Biosynthesis of methylcobalamin: Chemical model studies with thiol–cobalamin adducts and adenosylmethionine, J. Cell Biol., 107
  18. Reay, 1977, Preparation and purification of74, Anal. Biochem., 78, 557, 10.1016/0003-2697(77)90117-8 · DOI
  19. 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
  20. 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
  21. Styblo, 1995, Comparativein vitro, Toxicol. Appl. Pharmacol., 135, 172, 10.1006/taap.1995.1220 · DOI
  22. 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
  23. 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
  24. 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
  25. 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
  26. 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

See all 63

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

How to cite

Cite CoChat for the checks on this page, and the paper for its own findings.

This page
CoChat. (2026). Citation check: Arsenite Methylation by Methylvitamin B12and Glutathione Does Not Require an Enzyme. https://app.cochat.ai/papers/10.1006/taap.1998.8587
The paper
Zakharyan, R. A., & Aposhian, H. V. (1999). Arsenite Methylation by Methylvitamin B12and Glutathione Does Not Require an Enzyme. Toxicology and Applied Pharmacology. https://doi.org/10.1006/taap.1998.8587