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Chemical Compound Review

citrate     2-hydroxypropane-1,2,3- tricarboxylate

Synonyms: citr, CITRATE ANION, AG-D-76265, CHEBI:16947, cit(3-), ...
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Disease relevance of citric acid

 

Psychiatry related information on citric acid

 

High impact information on citric acid

  • Dimerization creates two identical pockets designed for binding ligands with multiple negative charges such as citrate or phosphatidylinositol 3-phosphate [11].
  • Here we show that retrograde regulation of the yeast CIT2 gene encoding peroxisomal citrate synthase depends on a new class of upstream activation site element (UASr) and two previously unidentified genes, RTG1 and RTG2 [12].
  • We conducted a three-year, double-blind, placebo-controlled trial of the effect of calcium supplementation (1000 mg of calcium citrate malate per day) on bone mineral density in 70 pairs of identical twins (mean [+/- SD] age, 10 +/- 2 years; range, 6 to 14) [13].
  • The median number of oocytes per patient recovered from those who received buserelin with HMG was 4 (range, 0 to 19), as compared with 0 (range, 0 to 5) in those who received clomiphene citrate with HMG [14].
  • Absorption of calcium from carbonate in patients with achlorhydria was significantly lower than in the normal subjects and was lower than absorption from citrate in either group; absorption from citrate in those with achlorhydria was significantly higher than in the normal subjects, as well as higher than absorption from carbonate in either group [2].
 

Chemical compound and disease context of citric acid

 

Biological context of citric acid

  • An agaropectin binding site was identified on hemoglobin by computer-assisted modeling, and the relation of the site to hemoglobin variants that exhibit abnormal citrate agar mobility was established [20].
  • Both agents stimulated acid phosphatase activity and hyaluronate synthesis in the CT cells and decreased alkaline phosphatase, citrate decarboxylation, and collagen synthesis in the PT cells [21].
  • In vitro phosphorylation of 6-phosphofructo-2-kinase by cAMP-dependent protein kinase increased the Vmax of the enzyme and decreased its sensitivity to the inhibitor citrate [22].
  • Follicle growth was stimulated with clomiphene citrate, sometimes combined with human menopausal gonadotropin, and ovulation was triggered off with human chorionic gonadotropin [23].
  • Krebs cycle intermediates such as succinate, citrate, and alpha-ketoglutarate are transferred across plasma membranes of cells by secondary active transporters that couple the downhill movement of sodium to the concentrative uptake of substrate [24].
 

Anatomical context of citric acid

  • Iron was shown to be directly involved in lytic efficiency by supplementation studies with 2 microM iron citrate; such supplementation increased PMN cytotoxicity by approximately 30%, but had much less effect on erythrocyte lysis by neutroplasts (approximately 3% increase), and no effect on lysis in the enzymatic oxygen radical-generating systems [25].
  • Citrate-treated C57BL/6 mice fed the Ath diet showed extensive oil red O-staining fatty streak aortic sinus lesions (20,537+/-2,957 micron2), the size of which did not differ for Ath-fed mice treated with STZ (16,836+/-2,136 micron2) [26].
  • Gallium-67 citrate uptake by cultured tumor cells, stimulated by serum transferrin [27].
  • Zinc citrate, human milk, and acrodermatitis enteropathica [28].
  • Our data demonstrate that the major citrate-soluble protein of precipitates in pancreatic juice is identical with "stone protein". They are strongly support the concept that this protein is the organic matrix of pancreatic stones [29].
 

Associations of citric acid with other chemical compounds

 

Gene context of citric acid

  • Selective inhibition of the citrate-to-isocitrate reaction of cytosolic aconitase by phosphomimetic mutation of serine-711 [34].
  • Most of the aneuploid regions were the result of translocations, including three instances of a shared breakpoint on chromosome 14 immediately adjacent to CIT1, which encodes the citrate synthase that performs a key regulated step in the tricarboxylic acid cycle [35].
  • Deleting this tripeptide from the CIT2 protein caused peroxisomal citrate synthase to be missorted to mitochondria [36].
  • In HH, plasma nontransferrin-bound iron (NTBI) levels are increased and NTBI is bound mainly by citrate [37].
  • Also, the transcriptional regulator CYC8, which mediates glucose derepression, was required for adaptation to citric acid to allow cells to metabolize excess citrate via the tricarboxylic acid (TCA) cycle [38].
 

Analytical, diagnostic and therapeutic context of citric acid

References

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  18. Abnormal localisation of gallium-67 citrate in pseudohypertrophic muscular dystrophy. Bowen, P., Lentle, B.C., Jackson, F.I., Percy, J.S., Rigal, W.M. Lancet (1977) [Pubmed]
  19. Idiopathic hypocitraturic calcium-oxalate nephrolithiasis successfully treated with potassium citrate. Pak, C.Y., Fuller, C. Ann. Intern. Med. (1986) [Pubmed]
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  22. Cyclic AMP suppresses the inhibition of glycolysis by alternative oxidizable substrates in the heart. Depre, C., Ponchaut, S., Deprez, J., Maisin, L., Hue, L. J. Clin. Invest. (1998) [Pubmed]
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  26. Increased atherosclerosis in streptozotocin-induced diabetic mice. Kunjathoor, V.V., Wilson, D.L., LeBoeuf, R.C. J. Clin. Invest. (1996) [Pubmed]
  27. Gallium-67 citrate uptake by cultured tumor cells, stimulated by serum transferrin. Sephton, R.G., Harris, A.W. J. Natl. Cancer Inst. (1975) [Pubmed]
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  29. Protein content of precipitates present in pancreatic juice of alcoholic subjects and patients with chronic calcifying pancreatitis. Guy, O., Robles-Diaz, G., Adrich, Z., Sahel, J., Sarles, H. Gastroenterology (1983) [Pubmed]
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  33. Comparative studies on the electrical properties of the H+ translocating ATPase and pyrophosphatase of the vacuolar-lysosomal compartment. Hedrich, R., Kurkdjian, A., Guern, J., Flügge, U.I. EMBO J. (1989) [Pubmed]
  34. Selective inhibition of the citrate-to-isocitrate reaction of cytosolic aconitase by phosphomimetic mutation of serine-711. Pitula, J.S., Deck, K.M., Clarke, S.L., Anderson, S.A., Vasanthakumar, A., Eisenstein, R.S. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  35. Characteristic genome rearrangements in experimental evolution of Saccharomyces cerevisiae. Dunham, M.J., Badrane, H., Ferea, T., Adams, J., Brown, P.O., Rosenzweig, F., Botstein, D. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
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  37. Nontransferrin-bound iron uptake by hepatocytes is increased in the Hfe knockout mouse model of hereditary hemochromatosis. Chua, A.C., Olynyk, J.K., Leedman, P.J., Trinder, D. Blood (2004) [Pubmed]
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