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Chemical Compound Review

Salyrgan     sodium[3-[[2- (carboxylatomethoxy) phenyl]c...

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Disease relevance of [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury


High impact information on [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury

  • Mersalyl, an organic mercurial compound, effectively activated latent collagenase producing an active enzyme with approximately equal to mol wt 33,000 [3].
  • Incubation of intestinal cytosol preparations in buffer containing 50 mM Tris . HCl, 300 mM KCl, and 1.5 mM EDTA, pH 7.4, with 1 mM mersalyl for 60 min was effective in inhibiting 98% of 1,25-(OH)2D3 specific binding activity [4].
  • We show that earlier estimates of the H+/ATP ratio in intact mitochondria were based upon an invalid correction for scaler H+ production and describe a modified method for determination of this ratio which utilizes mersalyl or N-ethylmaleimide to prevent complicating transmembrane movements of phosphate and H+ [5].
  • Mersalyl treatment results in reduction of visible absorbance consistent with the presence of a 4-Fe center of the ferredoxin type [6].
  • Three organomercurials, p-hydroxymercuribenzoate, p-hydroxymercuriphenylsulfonate, and mersalyl, induce maturation (meiosis) in a large percentage (20-100 percent) of Xenopus laevis oocytes [7].

Biological context of [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury


Anatomical context of [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury

  • In cytosol incubated with saturating levels of nonradioactive hormone, 96% of total binding activity was measurable with the hormone binding assay after displacement of bound nonradioactive ligand with 1 mM mersalyl [4].
  • Treatment of rat heart mitochondria with phosphate or mersalyl releases a number of proteins, including the mitochondrial creatine kinase (mt-CK) [11].
  • At 4 degrees C, the organomercurial thiol-reactive agent mersalyl markedly stimulates (3-4fold) [3H]IP3 binding to permeabilized hepatocytes [8].
  • Mersalyl pretreatment of WB membranes altered the pattern of immunoreactive receptor fragments generated upon subsequent cleavage of the receptor with proteinase K [8].
  • We report here that the organomercurial compound mersalyl induced expression of VEGF and enolase 1 mRNA, as well as HIF-1 activity, in cultured cells [2].

Associations of [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury with other chemical compounds


Gene context of [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury


Analytical, diagnostic and therapeutic context of [3-[[2-(carboxymethoxy)phenyl]carbonylamino]-2-methoxy-propyl]mercury

  • Calcium-dependent ATPase activity and detergent-induced calcium-dependent GTPase activity were similar in (a) calcium sensitivity, (b) sensitivity to mersalyl, and (c) pressure inactivation through dilution and centrifugation, all of which differed from the untreated calcium-independent GTPase activity [19].
  • Inhibition of Pi transport by mersalyl goes in parallel with titration of the high-affinity sites, inhibition being complete when 3.5-4.5 nmol/mg protein is bound to the mitochondria [20].
  • In the isolated perfused liver, mersalyl is immediately taken up from the perfusion medium and concentratively excreted into bile [21].
  • The apoenzyme of yeast aconitase [EC] was prepared by treatment of yeast aconitase with sodium mersalyl, followed by passage by passage of the reaction mixture through a column of Dowex A-1 and gel filtration on Sephadex G-25 [22].


  1. H+-pyrophosphatase of Rhodospirillum rubrum. High yield expression in Escherichia coli and identification of the Cys residues responsible for inactivation my mersalyl. Belogurov, G.A., Turkina, M.V., Penttinen, A., Huopalahti, S., Baykov, A.A., Lahti, R. J. Biol. Chem. (2002) [Pubmed]
  2. Mersalyl is a novel inducer of vascular endothelial growth factor gene expression and hypoxia-inducible factor 1 activity. Agani, F., Semenza, G.L. Mol. Pharmacol. (1998) [Pubmed]
  3. Activation in vitro of rheumatoid synovial collagenase from cell cultures. Vater, C.A., Mainardi, C.L., Harris, E.D. J. Clin. Invest. (1978) [Pubmed]
  4. Quantitation of endogenously occupied and unoccupied binding sites for 1,25-dihydroxyvitamin D3 in rat intestine. Massaro, E.R., Simpson, R.U., DeLuca, H.F. Proc. Natl. Acad. Sci. U.S.A. (1983) [Pubmed]
  5. H+/ATP ratio during ATP hydrolysis by mitochondria: modification of the chemiosmotic theory. Brand, M.D., Lehninger, A.L. Proc. Natl. Acad. Sci. U.S.A. (1977) [Pubmed]
  6. Identification of the iron-sulfur center in trimethylamine dehydrogenase. Hill, C.L., Steenkamp, D.J., Holm, R.H., Singer, T.P. Proc. Natl. Acad. Sci. U.S.A. (1977) [Pubmed]
  7. Induction of maturation (meiosis) in Xenopus laevis oocytes by three organomercurials. Brachet, J., Baltus, E., De Schutter-Pays, A., Hanocq-Quertier, J., Hubert, E., Steinert, G. Proc. Natl. Acad. Sci. U.S.A. (1975) [Pubmed]
  8. The effect of mersalyl on inositol trisphosphate receptor binding and ion channel function. Joseph, S.K., Ryan, S.V., Pierson, S., Renard-Rooney, D., Thomas, A.P. J. Biol. Chem. (1995) [Pubmed]
  9. Triorganotins inhibit the mitochondrial inner membrane anion channel. Powers, M.F., Beavis, A.D. J. Biol. Chem. (1991) [Pubmed]
  10. The uptake of oxalate by rat liver and kidney mitochondria. Strzelecki, T., Menon, M. J. Biol. Chem. (1986) [Pubmed]
  11. Cardiolipin is the membrane receptor for mitochondrial creatine phosphokinase. Müller, M., Moser, R., Cheneval, D., Carafoli, E. J. Biol. Chem. (1985) [Pubmed]
  12. Glutamine transport and metabolism by mitochondria from dog renal cortex. General properties and response to acidosis and alkalosis. Simpson, D.P., Adam, W. J. Biol. Chem. (1975) [Pubmed]
  13. Mixed function oxidases in sterol metabolism. Separate routes for electron transfer from NADH and NADPH. Crowder, R.D., Brady, D.R. J. Biol. Chem. (1979) [Pubmed]
  14. Transport of phosphate in membrane vesicles from mouse fibroblasts transformed by simian virus 40. Hamilton, R.T., Nilsen-Hamilton, M. J. Biol. Chem. (1978) [Pubmed]
  15. Cooperation between enzyme and transporter in the inner mitochondrial membrane of yeast. Requirement for mitochondrial citrate synthase for citrate and malate transport in Saccharomyces cerevisiae. Sandor, A., Johnson, J.H., Srere, P.A. J. Biol. Chem. (1994) [Pubmed]
  16. Characterization of carnitine acylcarnitine translocase system of heart mitochondria. Pande, S.V., Parvin, R. J. Biol. Chem. (1976) [Pubmed]
  17. Cytochrome c as an electron shuttle between the outer and inner mitochondrial membranes. Bernardi, P., Azzone, G.F. J. Biol. Chem. (1981) [Pubmed]
  18. Evidence indicating that pig renal phosphate-activated glutaminase has a functionally predominant external localization in the inner mitochondrial membrane. Kvamme, E., Torgner, I.A., Roberg, B. J. Biol. Chem. (1991) [Pubmed]
  19. Nucleotide specificity of canine cardiac sarcoplasmic reticulum. Differential alteration of enzyme properties by detergent treatment. Tate, C.A., Bick, R.J., Blaylock, S.L., Youker, K.A., Scherer, N.M., Entman, M.L. J. Biol. Chem. (1989) [Pubmed]
  20. Phosphate carrier of liver mitochondria: the reaction of its SH groups with mersalyl, 5,5'-dithio-bis-nitrobenzoate, and N-ethylmaleimide and the modulation of reactivity by the energy state of the mitochondria. Fonyo, A., Vignais, P.V. J. Bioenerg. Biomembr. (1980) [Pubmed]
  21. Hepatobiliary transport of the anionic organomercury compound (mersalyl) is carrier mediated. Thalhammer, T., Graf, J. Biochem. Pharmacol. (1989) [Pubmed]
  22. The aconitase of yeast. V. The reconstitution of yeast aconitase. Suzuki, T., Akiyama, S., Fujimoto, S., Ishikawa, M., Nakao, Y. J. Biochem. (1976) [Pubmed]
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