The DOI matches its Crossref record; 45 of the 45 references it cites were found in a registry or an index.
Reaction of rat liver glutathione S-transferases and bacterial dichloromethane dehalogenase with dihalomethanes.
Abstract
Dichloromethane dehalogenase from Methylophilus sp. DM11 is a glutathione S-transferase homolog that is specifically active with dihalomethane substrates. This bacterial enzyme and rat liver glutathione S-transferases were purified to investigate their relative reactivity with CH2Cl2 and related substrates. Rat liver alpha class glutathione transferases were inactive and mu class enzymes showed low activity (7-23 nmol/min/mg of protein) with CH2Cl2. theta class glutathione transferase 5-5 from rat liver and Methylophilus sp. dichloromethane dehalogenase showed specific activities of > or = 1 mumol/min/mg of protein. Apparent Kcat/Km were determined to be 3.3 x 10(4) and 6.0 x 10(4) L M-1 S-1 for the two enzymes, respectively. Dideutero-dichloromethane was processed to dideutereo-formaldehyde, consistent with a nucleophilic halide displacement mechanism. The possibility of a GSCH2X reaction intermediate (GS, glutathione; X, halide) was probed using CH2ClF to generate a more stable halomethylglutathione species (GSCH2F). The reaction of CH2ClF with dichloromethane dehalogenase produced a kinetically identifiable intermediate that decomposed to formaldehyde at a similar rate to synthetic HOCH2CH2SCH2F. 19F-NMR revealed the transient formation of an intermediate identified as GSCH2F by its chemical shift, its triplet resonance, and H-F coupling constant consistent with a fluoromethylthioether. Its decomposition was matched by a stoichiometric formation of fluoride. These studies…
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“Indeed, extensive riboswitch-based regulation is used by S. cattleya and Methylobacterium DM4, microbes capable of synthesizing and degrading fluorinated compounds, respectively72,90.”
From The link between ancient microbial fluoride resistance mechanisms and bioengineering organofluorine degradation or synthesis (2024) · cites this paper as [90]
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Cites
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Jakoby, W. B. (1978) · Advances in Enzymology - and Related Areas of Molecular Biology · doi:10.1002/9780470122914.ch6 · Cited by 686
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Sinning, I., Kleywegt, G. J., Cowan, S. W., Reinemer, P., Dirr, H. W., Huber, R., Gilliland, G. L., Armstrong, R. N., Ji, X., Philip G. Board, et al. (1993) · Journal of Molecular Biology · doi:10.1006/jmbi.1993.1376 · Cited by 446
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Research works printed but not linked: 4
- Blocki, F. A. (1993) Enzymatic Glutathione Dependent Dehalogenation of Dichloromethane and Structural Modelling of a Glutathione S-Transferase Homolog, TRANSMIF. Ph.D. Dissertation, University of Minnesota
- Boyer, 1985, 1, 297
- Jakoby, 1978, Adv. Enzymol. Relat. Areas Mol. Biol., 46, 383
- Meyer, 1991, Biochem. J., 274, 114
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Stockbridge, R. B., & Wackett, L. P. (2024) · Nature Communications · doi:10.1038/s41467-024-49018-1 · Cited by 80
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Metadata
- Authors
- Blocki, F. A., Logan, M. S., Baoli, C., & Wackett, L. P.
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 1994-03
- Volume
- 269
- Issue
- 12
- Pages
- 8826-8830
- ISSN
- 0021-9258
- Cited by
- 44
- References
- 45
- Language
- en
- Licence
- www.elsevier.com/tdm/userlicense/1.0/ (tdm)
- www.elsevier.com/legal/tdmrep-license (tdm)
- creativecommons.org/licenses/by/4.0/ (vor, 9735 d)
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- Blocki, F. A., Logan, M. S., Baoli, C., & Wackett, L. P. (1994). Reaction of rat liver glutathione S-transferases and bacterial dichloromethane dehalogenase with dihalomethanes. Journal of Biological Chemistry. https://doi.org/10.1016/s0021-9258(17)37043-6
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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