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Chemical Compound Review

CHEMBL255305     (4-methyl-2-oxo-chromen-7- yl)oxyphosphonic...

Synonyms: AG-A-76819, M3168_SIGMA, M8883_SIGMA, BIM2047, CTK7H2453, ...
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Disease relevance of EINECS 222-137-7


High impact information on EINECS 222-137-7

  • Fibroblast ALP has a low-affinity activity, with a distinctly alkaline pH optimum (9.3), toward 4-methylumbelliferyl phosphate (4-MUP), PEA, and PLP but a more physiologic pH optimum (8.3) toward physiologic concentrations (micromolar) of PEA and PLP [5].
  • These were 4-methylumbelliferyl sulfate, 4-methylumbelliferyl phosphate, and 4-methylumbelliferyl-beta-D-glucosaminide, which are substrates for aryl sulfatase, acid phosphatase, and beta-hexosaminidase, respectively [6].
  • It was recovered quantitatively by filtration through membranes with a pore size of 0.1 mu and measured by solubilizing the alkaline phosphatase from the membrane with detergent and assaying with 4-methylumbelliferyl phosphate as the substrate [7].
  • Preincubation of neutrophils for 15-30 min at 37 degrees C with 240 units (1 unit equals 1 nmol of 4-methylumbelliferyl phosphate cleaved per h) of the acid phosphatase decreases both the rate and extent of superoxide generation by 90% upon stimulation with the chemoattractant peptide fMet-Leu-Phe [8].
  • Whereas this mechanism predicts a pre-steady-state noncompetitive relationship between substrate and acid product, the stopped-flow kinetics of 4-methylumbelliferyl phosphate hydrolysis demonstrates a competitive relationship, consistent with either of the other two mechanisms [9].

Biological context of EINECS 222-137-7


Anatomical context of EINECS 222-137-7


Gene context of EINECS 222-137-7


Analytical, diagnostic and therapeutic context of EINECS 222-137-7


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  2. Rapid confirmation of Clostridium perfringens by using chromogenic and fluorogenic substrates. Adcock, P.W., Saint, C.P. Appl. Environ. Microbiol. (2001) [Pubmed]
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  5. Alkaline phosphatase (tissue-nonspecific isoenzyme) is a phosphoethanolamine and pyridoxal-5'-phosphate ectophosphatase: normal and hypophosphatasia fibroblast study. Fedde, K.N., Whyte, M.P. Am. J. Hum. Genet. (1990) [Pubmed]
  6. Hydrolases in intracellular compartments of rat liver cells. Evidence for selective activation and/or delivery. Casciola-Rosen, L.A., Hubbard, A.L. J. Biol. Chem. (1991) [Pubmed]
  7. Coordinate regulation of collagen and alkaline phosphatase levels in chick embryo chondrocytes. Habuchi, H., Conrad, H.E., Glaser, J.H. J. Biol. Chem. (1985) [Pubmed]
  8. Leishmanial phosphatase blocks neutrophil O-2 production. Remaley, A.T., Kuhns, D.B., Basford, R.E., Glew, R.H., Kaplan, S.S. J. Biol. Chem. (1984) [Pubmed]
  9. Catalytic mechanism of Escherichia coli alkaline phosphatase: resolution of three variants of the acyl-enzyme mechanism. Bloch, W., Gorby, M.S. Biochemistry (1980) [Pubmed]
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  11. LVV-hemorphin-4 modulates Ca2+/calmodulin-dependent pathways in the immune system by the same mechanism as in the brain. Barkhudaryan, N., Gambarov, S., Gyulbayazyan, T., Nahapetyan, K. J. Mol. Neurosci. (2002) [Pubmed]
  12. Acid phosphatase activity in the mammalian nephron. Olbricht, C.J., Garg, L.C., Cannon, J.K., Tisher, C.C. Am. J. Physiol. (1984) [Pubmed]
  13. Crystal structure of a covalent intermediate of endogenous human arylsulfatase A. Chruszcz, M., Laidler, P., Monkiewicz, M., Ortlund, E., Lebioda, L., Lewinski, K. J. Inorg. Biochem. (2003) [Pubmed]
  14. Infantile hypophosphatasia: enzymatic defect explored with alkaline phosphatase-deficient skin fibroblasts in culture. Whyte, M.P., Rettinger, S.D., Vrabel, L.A. Calcif. Tissue Int. (1987) [Pubmed]
  15. Serine/threonine protein phosphatases in Dictyostelium discoideum: no evidence for type I activity. Simon, M.N., Winckler, T., Mutzel, R., Véron, M., da Costa Maia, J.C. Biochem. Biophys. Res. Commun. (1992) [Pubmed]
  16. Cutaneous alkaline phosphatase: a biochemical study. Mier, P.D., van Rennes, H. Arch. Dermatol. Res. (1982) [Pubmed]
  17. Bovine inositol monophosphatase: development of a continuous fluorescence assay of enzyme activity. Gore, M.G., Greasley, P.J., Ragan, C.I. J. Biochem. Biophys. Methods (1992) [Pubmed]
  18. Development of sensitive immunoassays to detect amylin and amylin-like peptides in unextracted plasma. Percy, A.J., Trainor, D.A., Rittenhouse, J., Phelps, J., Koda, J.E. Clin. Chem. (1996) [Pubmed]
  19. Inexpensive chemifluorescent detection of antibody-alkaline phosphatase conjugates on Western blots using 4-methylumbelliferyl phosphate. Weiland, J.J., Anderson, J.V., Bigger, B.B. Anal. Biochem. (2007) [Pubmed]
  20. A quantitative fluorescence enzyme immunoassay for plant cytokinins. Trione, E.J., Banowetz, G.M., Krygier, B.B., Kathrein, J.M., Sayavedra-Soto, L. Anal. Biochem. (1987) [Pubmed]
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