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Chemical Compound Review

CHEMBL47181     2-phosphonooxyethanoic acid

Synonyms: CHEBI:17150, HMDB00816, KST-1A1102, CTK8G7982, AR-1A7783, ...
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Disease relevance of PGA


High impact information on PGA


Chemical compound and disease context of PGA


Biological context of PGA


Anatomical context of PGA


Associations of PGA with other chemical compounds

  • Phosphoglycolate phosphatase (EC was purified 1500-fold from field-grown tobacco leaves by acetone fractionation, DEAE-cellulose and molecular sieve chromatography, and preparative polyacrylamide gel electrophoresis [16].
  • Although no exchange of D-[14C]glycerate into phospho-D-glycerate can be detected, the enzyme catalyzes the transfer of the phosphoryl group from "unnatural" donors such as 2-phosphoglycolate, to the "natural" acceptor, D-glycerate [17].
  • TIM and its complexes with the reactive intermediate analogs, phosphoglycolic acid (PGA) and phosphoglycolohydroxamic acid (PGH), were studied by 1H NMR at 600 MHz and at low temperature (-4.8 degrees C) [18].
  • Surprisingly, spectra of TIM ligated with a substrate analog, glycerol 3-phosphate (G3P), or with a tight-binding transition-state analog, phosphoglycolate (PGA), show that the loop moves with a rate similar to the rate in the empty enzyme and also has a similar population ratio for the two conformers [19].
  • Cell-free extract, prepared from A549 lung carcinoma cells by sonication or treatment with toluene, efficiently removed the phosphoglycolate and unknown lesions, but was less reactive towards thymine glycols [20].

Gene context of PGA


Analytical, diagnostic and therapeutic context of PGA

  • Vectors with blunt or cohesive 3'-phosphoglycolate ends yielded single repair products corresponding to simple phosphoglycolate removal followed by ligation, while a vector with mismatched ends was also rejoined but yielded a mixture of products [26].
  • BPGM variants were constructed by site-directed mutagenesis of three amino acid residues in the active site to identify residues specifically involved in the binding of the monophosphoglycerates and 2-phosphoglycolate [9].
  • A combination of primary kinetic isotope effect measurements, isothermal calorimetric measurements, and (31)P NMR spectroscopic titration with the inhibitor 2-phosphoglycolate revealed that the mutants have a different ligand-binding mode than that of the wild-type enzyme [27].
  • Phosphoglycolate (P-glycolate) phosphatase was purified 223-fold from spinach leaves by (NH4)2SO4 fractionation, DEAE-cellulose chromatography, and Sephadex G-200 chromatography [28].
  • The structure was solved by the molecular replacement method, first at 2.8 A resolution with a crystal grown by the technique of hanging-drop crystallization from a mother liquor containing the transition-state analogue 2-phosphoglycolate (2PG) [29].


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  15. Enhancement of photorespiration in immobilized Chlamydomonas reinhardtii cells. Garbayo, I., Forján, E., Salguero, A., Cuaresma, M., Vega, J.M., Vílchez, C. Biotechnol. Lett. (2005) [Pubmed]
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  18. NMR studies of the role of hydrogen bonding in the mechanism of triosephosphate isomerase. Harris, T.K., Abeygunawardana, C., Mildvan, A.S. Biochemistry (1997) [Pubmed]
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  20. Use of a postlabelling assay to examine the removal of radiation-induced DNA lesions by purified enzymes and human cell extracts. Weinfeld, M., Lee, J., Ruiqi, G., Karimi-Busheri, F., Chen, D., Allalunis-Turner, J. Mutat. Res. (1997) [Pubmed]
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  22. Characterization of three genes in the dam-containing operon of Escherichia coli. Lyngstadaas, A., Løbner-Olesen, A., Boye, E. Mol. Gen. Genet. (1995) [Pubmed]
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  24. Inhibition of enolase: the crystal structures of enolase-Ca2(+)- 2-phosphoglycerate and enolase-Zn2(+)-phosphoglycolate complexes at 2.2-A resolution. Lebioda, L., Stec, B., Brewer, J.M., Tykarska, E. Biochemistry (1991) [Pubmed]
  25. Crystal structure of recombinant human triosephosphate isomerase at 2.8 A resolution. Triosephosphate isomerase-related human genetic disorders and comparison with the trypanosomal enzyme. Mande, S.C., Mainfroid, V., Kalk, K.H., Goraj, K., Martial, J.A., Hol, W.G. Protein Sci. (1994) [Pubmed]
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  29. Structure of triosephosphate isomerase from Escherichia coli determined at 2.6 A resolution. Noble, M.E., Zeelen, J.P., Wierenga, R.K., Mainfroid, V., Goraj, K., Gohimont, A.C., Martial, J.A. Acta Crystallogr. D Biol. Crystallogr. (1993) [Pubmed]
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