Increased bioactivation of dihaloalkanes in rat liver due to induction of class Theta glutathione S-transferase T1-1

Sherratt, Philip J.; Manson, Margaret M.; Thomson, Anne M.; Hissink, E.A.M.; Neal, G.E.; Bladeren, P.J. van; Green, T.; Hayes, John D.

doi:10.1042/bj3350619

Cited by 75 publications

(51 citation statements)

References 47 publications

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“…Although usually GSTs are considered detoxification enzymes, for certain specific chemical substrates such as dichloromethane (DCM), conjugation of glutathione with the GSTT1 enzyme may activate an electrophilic component, resulting in mutagenic potential. 48,49 Although DCM is not associated with tobacco, tobacco byproducts may gain carcinogenicity by GSTT1-enzyme mediated activation. Two other papers have also shown an increased risk of coronary disease and peripheral vascular disease in smokers with a GSTT1 genotype [+].50,51…”

Section: Discussionmentioning

confidence: 99%

Polimorfismos GSTT1 e GSTM1 em indivíduos tabagistas com carcinoma espinocelular de cabeça e pescoço

Biselli

Leal

Ruiz

et al. 2006

Rev. Bras. Otorrinolaringol.

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Gene variability related to carcinogen activation and detoxification may interfere with susceptibility to head and neck cancer. Aim: To investigate the relation between GSTT1 and GSTM1 null polymorphisms and the risk of head and neck squamous cell carcinoma in cigarette smokers. Material and Method: A case-control study conducted at the Sao Jose do Rio Preto Medical School, Brazil. GSTM1 and GSTT1 null genotype frequencies were evaluated by multiplex PCR in 45 cigarette smokers with head and neck squamous cell carcinomas and 45 cigarette smokers without this disease. Results: The oral cavity was the most prevalent tumor site for squamous cell carcinoma. The GSTT1 null genotype was found in 33.3% of the Experimental Group and 23.3% of the Control Group (p= 0.311). Experimental and Control Groups had GSTM1 null genotype frequencies of 35% and 48.3% (p=0.582). No association between alcohol consumption and GSTT1 and GSTMI null genotypes was found in these groups (p-values>0.05). There were more men, and alcohol consumption was prevalent in both groups. Conclusion: In this study we were unable to show a correlation between GSTM1 and GSTT1 genotypes and the development of head and neck squamous cell carcinomas in cigarette smokers.

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Section: Discussionmentioning

confidence: 99%

Polimorfismos GSTT1 e GSTM1 em indivíduos tabagistas com carcinoma espinocelular de cabeça e pescoço

Biselli

Leal

Ruiz

et al. 2006

Rev. Bras. Otorrinolaringol.

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“…Its low boiling point and high solubility in water make it a frequently encountered environmental contaminant (36,46). The toxicity of DCM to mammals continues to be investigated intensively (9,14,21,40,45), but its causes are not yet fully characterized at the molecular level. Many specialized aerobic methylotrophic bacteria have been isolated from soil and groundwater environments contaminated with DCM for their ability to grow with DCM as the sole source of carbon and energy (49).…”

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confidence: 99%

DNA Polymerase I Is Essential for Growth of Methylobacterium dichloromethanicum DM4 with Dichloromethane

2000

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Methylobacterium dichloromethanicum DM4 grows with dichloromethane as the unique carbon and energy source by virtue of a single enzyme, dichloromethane dehalogenase-glutathione S-transferase. A mutant of the dichloromethane-degrading strain M. dichloromethanicum DM4, strain DM4-1445, was obtained by mini-Tn5 transposon mutagenesis that was no longer able to grow with dichloromethane. Dichloromethane dehalogenase activity in this mutant was comparable to that of the wild-type strain. The site of mini-Tn5 insertion in this mutant was located in the polA gene encoding DNA polymerase I, an enzyme with a well-known role in DNA repair. DNA polymerase activity was not detected in cell extracts of the polA mutant. Conjugation of a plasmid containing the intact DNA polymerase I gene into the polA mutant restored growth with dichloromethane, indicating that the polA gene defect was responsible for the observed lack of growth of this mutant with dichloromethane. Viability of the DM4-1445 mutant was strongly reduced upon exposure to both UV light and dichloromethane. The polA -lacZ transcriptional fusion resulting from mini-Tn5 insertion was constitutively expressed at high levels and induced about twofold after addition of 10 mM dichloromethane. Taken together, these data indicate that DNA polymerase I is essential for growth of M. dichloromethanicum DM4 with dichloromethane and further suggest an important role of the DNA repair machinery in the degradation of halogenated, DNA-alkylating compounds by bacteria.Dichloromethane (DCM) is an organic solvent produced industrially in large amounts for a wide range of technical applications (Halogen Solvents Industry Alliance [http://www .hsia.org/white_papers/methchlor.htm]). Its low boiling point and high solubility in water make it a frequently encountered environmental contaminant (36,46). The toxicity of DCM to mammals continues to be investigated intensively (9,14,21,40,45), but its causes are not yet fully characterized at the molecular level. Many specialized aerobic methylotrophic bacteria have been isolated from soil and groundwater environments contaminated with DCM for their ability to grow with DCM as the sole source of carbon and energy (49). Such bacteria rely on a single enzyme, DCM dehalogenase, for this purpose. DCM dehalogenase, which can make up to 20% of the soluble protein during bacterial growth with DCM, was purified and shown to catalyze the glutathione-dependent transformation of DCM to formaldehyde, used in both biomass and energy production, and to two molecules of hydrochloric acid (31). The corresponding gene dcmA was cloned (33) from Methylobacterium dichloromethanicum DM4 (15) (formerly Methylobacterium sp. strain DM4), Methylophilus sp. strain DM11 (3), and, more recently, from several other DCM-degrading strains (49, 50). Sequence analysis indicates that DCM dehalogenases belong to the glutathione S-transferase (GST) enzyme family (27,47). DCM dehalogenases were the first bacterial GSTs to be characterized, but it is becoming clear that the genom...

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“…Several natural compounds, including alpha-tocopherol, coumarin, and indole-3-carbinol, have been identified as potent inducers of theta GSTs in some mammals [60]. However, it is the dehalogenase activity of theta-class GSTs that makes this class of enzymes so unique [56].…”

Section: Discussionmentioning

confidence: 99%

Proteomic identification, cDNA cloning and enzymatic activity of glutathione S-transferases from the generalist marine gastropod, Cyphoma gibbosum

Whalen¹,

Morin²,

Lin³

et al. 2008

Archives of Biochemistry and Biophysics

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Short title: Characterization of glutathione S-transferases from Cyphoma gibbosumFootnote: The nucleotide and translated amino acid sequences for C. gibbosum GSTs have been deposited in GenBank with the following accession nos. EU008563 (CgGSTM1) and EU008562 (CgGSTM2).Abbreviations footnote: CDNB, 1-chloro-2,4-dinitrobenzene; GST, glutathione S-transferase; nrDB, non-redundant database; RACE, rapid amplification of cDNA ends; RT-PCR, reverse transcriptase polymerase chain reaction 2 ABSTRACT Glutathione S-transferases (GST) were characterized from the digestive gland of Cyphoma gibbosum (Mollusca; Gastropoda), to investigate the possible role of these detoxification enzymes in conferring resistance to allelochemicals present in its gorgonian coral diet. We identified the collection of expressed cytosolic Cyphoma GST classes using a proteomic approach involving affinity chromatography, HPLC and nanospray liquid chromatography-tandem mass spectrometry (LC-MS/MS). Two major GST subunits were identified as putative mu-class GSTs; while one minor GST subunit was identified as a putative theta-class GST, apparently the first theta-class GST identified from a mollusc. Two Cyphoma GST cDNAs (CgGSTM1 and CgGSTM2) were isolated by RT-PCR using primers derived from peptide sequences. Phylogenetic analyses established both cDNAs as mu-class GSTs and revealed a mollusc-specific subclass of the GST-mu clade. These results provide new insights into metazoan GST diversity and the biochemical mechanisms used by marine organisms to cope with their chemically defended prey.

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Increased bioactivation of dihaloalkanes in rat liver due to induction of class Theta glutathione S-transferase T1-1

Cited by 75 publications

References 47 publications

Polimorfismos GSTT1 e GSTM1 em indivíduos tabagistas com carcinoma espinocelular de cabeça e pescoço

Polimorfismos GSTT1 e GSTM1 em indivíduos tabagistas com carcinoma espinocelular de cabeça e pescoço

DNA Polymerase I Is Essential for Growth of Methylobacterium dichloromethanicum DM4 with Dichloromethane

Proteomic identification, cDNA cloning and enzymatic activity of glutathione S-transferases from the generalist marine gastropod, Cyphoma gibbosum

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