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75688 Sigma-Aldrich

Oxalic acid

puriss. p.a., anhydrous, ≥99.0% (RT)

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Properties

Related Categories Acids, Acids & Bases, Agave sisalana, Allium cepa (Onion), Allium sativum (Garlic),
vapor density   4.4 (vs air)
vapor pressure   <0.01 mmHg ( 20 °C)
grade   puriss. p.a.
assay   ≥99.0% (RT)
impurities   ≤0.001% total nitrogen (N)
  ≤1% water
ign. residue   ≤0.01% (as SO4)
mp   189.5 °C (dec.)(lit.)
anion traces   chloride (Cl-): ≤50 mg/kg
  sulfate (SO42-): ≤50 mg/kg
cation traces   Ca: ≤10 mg/kg
  Cd: ≤5 mg/kg
  Co: ≤5 mg/kg
  Cr: ≤5 mg/kg
  Cu: ≤5 mg/kg
  Fe: ≤5 mg/kg
  K: ≤50 mg/kg
  Mg: ≤5 mg/kg
  Mn: ≤5 mg/kg
  Na: ≤50 mg/kg
  Ni: ≤5 mg/kg
  Pb: ≤5 mg/kg
  Zn: ≤5 mg/kg
Gene Information   human ... SRC(6714)

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36-37-39
RIDADR 
UN 3261 8/PG 3
WGK Germany 
1
RTECS 
RO2450000

Protocols & Articles

Articles

Determination of Water Content in Oxalic Acid, anhydrous Using Karl Fischer Titration

The determination of water in carboxylic acids is usually straightforward provided the substances are soluble. Strong acids must be neutralized. Acetic acid and related compounds have a tendency to u...
Keywords: Esterifications, Titrations

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Molarity Calculator and Normality Calculator for Acids and Bases

The molarity calculator tool provides lab-ready directions describing how to prepare an acid or base solution of specified Molarity (M) or Normality (N) from a concentrated acid or base solution.  To...

Peer-Reviewed Papers

References

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Quantification of sweat gland innervation: a clinical-pathologic correlation. Gibbons CH Neurology 72(17), 1479-86, (2009)

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Calcium oxalate nephrolithiasis: effect of renal crystal deposition on the cellular composition of the renal interstitium. de Water R, Noordermeer C, van der Kwast TH, et al. Am. J. Kidney Dis. 33(4), 761-71, (1999)

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Reduction of carbadox mediated by reaction of Mn(III) with oxalic acid. Chen WR, Liu C, Boyd SA, et al. Environ. Sci. Technol. 47(3), 1357-64, (2013)

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Removal of the protein-bound solutes indican and p-cresol sulfate by peritoneal dialysis. Pham NM, Recht NS, Hostetter TH, et al. Clin. J. Am. Soc. Nephrol. 3(1), 85-90, (2008)

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Cadmium and manganese accumulation in Phytolacca americana L. and the roles of non-protein thiols and organic acids. Gao L, Peng K, Xia Y, et al. Int. J. Phytoremediation 15(4), 307-19, (2013)

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Sugar yields from dilute oxalic acid pretreatment of maple wood compared to those with other dilute acids and hot water. Zhang T, Kumar R, and Wyman CE Carbohydr. Polym. 92(1), 334-44, (2013)

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Oxalate stimulates IL-6 production in HK-2 cells, a line of human renal proximal tubular epithelial cells. Huang MY, Chaturvedi LS, Koul S, et al. Kidney Int. 68(2), 497-503, (2005)

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Identification and quantification of diadenosine polyphosphate concentrations in human plasma. Jankowski J, Jankowski V, Laufer U, et al. Arterioscler. Thromb. Vasc. Biol. 23(7), 1231-8, (2003)

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Oxalate content of soybean seeds (Glycine max: Leguminosae), soyfoods, and other edible legumes. Massey LK, Palmer RG, and Horner HT J. Agric. Food Chem. 49(9), 4262-6, (2001)

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Renal stones in the tropics. Robertson WG Semin. Nephrol. 23(1), 77-87, (2003)

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AGXT gene mutations and their influence on clinical heterogeneity of type 1 primary hyperoxaluria. Amoroso A, Pirulli D, Florian F, et al. J. Am. Soc. Nephrol. 12(10), 2072-9, (2001)

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A comparison of glucose concentration in paired specimens collected in serum separator and fluoride/potassium oxalate blood collection tubes under survey 'field' conditions. Fernandez L, Jee P, Klein MJ, et al. Clin. Biochem. 46(4-5), 285-8, (2013)

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Visible light photo-oxidation of model pollutants using CaCu3Ti4O12: an experimental and theoretical study of optical properties, electronic structure, and selectivity. Joanna H. Clark et al J. Am. Chem. Soc. 133, 1016-32, (2010)

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Heparin-induced release of protein-bound solutes during hemodialysis is an in vitro artifact. De Smet R, Van Kaer J, Liebich H, et al. Clin. Chem. 47(5), 901-9, (2001)

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[Oxalic acid]. Isshiki G and Suyama I Nihon Rinsho. 53 Su Pt 1, 593-6, (1995)

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Closure of the cytoplasmic gate formed by TM5 and TM11 during transport in the oxalate/formate exchanger from Oxalobacter formigenes. Iyalomhe O, Herrick DZ, Cafiso DS, et al. Biochemistry 53(49), 7735-44, (2014)

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Isolation and characterization of oxalotrophic bacteria from tropical soils. Bravo D, Braissant O, Cailleau G, et al. Arch. Microbiol. 197(1), 65-77, (2015)

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Membrane inlet mass spectrometry reveals that Ceriporiopsis subvermispora bicupin oxalate oxidase is inhibited by nitric oxide. Moomaw EW, Uberto R, and Tu C Biochem. Biophys. Res. Commun. 450(1), 750-4, (2014)

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[The treatment of patients with broncho-pulmonary pathology and concomitant disturbances of oxalic acid metabolism]. Shaĭlieva LO, Fedoseev GB, Zorina ML, et al. Klin. Med. (Mosk.) 91(8), 49-53, (2013)

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Transformation of LTP gene into Brassica napus to enhance its resistance to Sclerotinia sclerotiorum. Fan Y, Du K, Gao Y, et al. Genetika 49(4), 439-47, (2013)

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[Clinical, laboratory, and functional characteristic of patients with bronchial asthma and chronic obstructive pulmonary disease with disturbances of oxalic acid metabolism]. Shaĭlieva LO, Fedoseev GB, Zorina ML, et al. Klin. Med. (Mosk.) 91(3), 36-40, (2013)

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[The effectiveness of certain magnesium salts in nephrolithiasis caused by the use of sodium oxalate and celecoxib]. Spasov AA, Iezhitsa IN, Kharitonova MV, et al. Urologiia. (1), 29-34, (2013)

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Twenty-four-hour urine constituents in stone formers: a study from the northeast part of Peninsular Malaysia. Hussein NS, Sadiq SM, Kamaliah MD, et al. Saudi J. Kidney Dis. Transpl. 24(3), 630-7, (2013)

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Degradation of 17beta-estradiol in aqueous solution by ozonation in the presence of manganese(II) and oxalic acid. Jiang L, Zhang L, Chen J, et al. Environ. Technol. 34(1-4), 131-8, (2013)

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Are fluoride-containing blood tubes still needed for glucose testing? Bruns DE Clin. Biochem. 46(4-5), 289-90, (2013)

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Aerobic to anaerobic transition in Biomphalaria glabrata (Say, 1818) infected with different miracidial doses of Echinostoma paraensei (Lie and Basch, 1967) by high-performance liquid chromatography. Tunholi VM, Tunholi-Alves VM, Lustrino D, et al. Exp. Parasitol. 133(4), 403-10, (2013)

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Natural abiotic formation of oxalic acid in soils: results from aromatic model compounds and soil samples. Studenroth S, Huber SG, Kotte K, et al. Environ. Sci. Technol. 47(3), 1323-9, (2013)

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Use of organic acids in the composting of municipal solid waste: a pilot-scale study. Rosal A, Chica AF, Arcos MA, et al. Environ. Technol. 33(16-18), 2149-58, (2012)

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Application of mineralogical techniques in the study of human lithiasis. Aguilar-Ruiz J, Arrabal-Polo MA, Sierra M, et al. Ultrastruct. Pathol. 36(6), 367-76, (2012)

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[Nephropathies associated with disorders of oxalic acid metabolism]. Iaroshevskaia OI and Kharina EA Pediatriia (7), 92-6, (1990)

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[Oxalic acid metabolic disorder in kidney diseases]. Neĭko EM and Del'va IuV Vrach. Delo (5), 25-8, (1991)

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Evaluation of serum fetuin-A relationships with biochemical parameters in patients on hemodialysis. Oikawa O, Higuchi T, Yamazaki T, et al. Clin. Exp. Nephrol. 11(4), 304-8, (2007)

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[From gene to disease; primary hyperoxaluria type I caused by mutations in the AGXT gene]. van Woerden CS, Groothof JW, Wanders RJ, et al. Ned. Tijdschr. Geneeskd. 150(30), 1669-72, (2006)

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[Sequential combined liver-kidney transplantation for a one-year-old boy with infantile primary hyperoxaluria type 1]. Motoyoshil Y, Hattori M, Chikamoto H, et al. Nihon Jinzo Gakkai Shi 48(1), 22-8, (2006)

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Accumulation of toxic products degradation of kynurenine in hemodialyzed patients. Pawlak D, Pawlak K, Malyszko J, et al. Int. Urol. Nephrol. 33(2), 399-404, (2001)

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[Oxalic acid]. Sugimoto T, Kamikawa S, Ishii K, et al. Nihon Rinsho. 57 Suppl, 653-6, (1999)

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Steroid-responsive pleuropericarditis and livedo reticularis in an unusual case of adult-onset primary hyperoxaluria. Singh S, Tai C, Ganz G, et al. Am. J. Kidney Dis. 33(4), e5, (1999)

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The human serum metabolome. Psychogios N, Hau DD, Peng J, et al. PLoS ONE 6(2), e16957, (2011)

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Effects of pretreatment factors on fermentable sugar production and enzymatic hydrolysis of mixed hardwood. Lim WS and Lee JW Bioresour. Technol. 130, 97-101, (2013)

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Urine glycoprotein crystal growth inhibitors. Evidence for a molecular abnormality in calcium oxalate nephrolithiasis. Nakagawa Y, Abram V, Parks JH, et al. J. Clin. Invest. 76(4), 1455-62, (1985)

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A feasibility study on the multistage process for the oxalic acid pretreatment of a lignocellulosic biomass using electrodialysis. Lee HJ, Ahn SJ, Seo YJ, et al. Bioresour. Technol. 130, 211-7, (2013)

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Dimethylglycine accumulates in uremia and predicts elevated plasma homocysteine concentrations. McGregor DO, Dellow WJ, Lever M, et al. Kidney Int. 59(6), 2267-72, (2001)

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Designing ternary cocrystals with hydrogen bonds and halogen bonds. Tothadi S and Desiraju GR Chem. Commun. (Camb.) 49(71), 7791-3, (2013)

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Plasma amino acid profile on nocturnal hemodialysis. Raj DS, Ouwendyk M, Francoeur R, et al. Blood Purif. 18(2), 97-102, (2000)

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Histological study of oxalosis in the eye and adnexa of AIDS patients. Pecorella I, McCartney AC, Lucas S, et al. Histopathology 27(5), 431-8, (1995)

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Preparation of poly(phthalazinone-ether-sulfone) sponge-like ultrafiltration membrane. Qin P, Hong X, Karim MN, et al. Langmuir 29(12), 4167-75, (2013)

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Organic acids inhibit the formation of pyromorphite and Zn-phosphate in phosphorous amended Pb- and Zn-contaminated soil. Debela F, Arocena JM, Thring RW, et al. J. Environ. Manage. 116, 156-62, (2013)

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Primary hyperoxaluria: simultaneous combined liver and kidney transplantation from a living related donor. Astarcioglu I, Karademir S, Gülay H, et al. Liver Transpl. 9(4), 433-6, (2003)

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Molecular epidemiology of fecal Oxalobacter formigenes in healthy adults living in Seoul, Korea. Kwak C, Jeong BC, Kim HK, et al. J. Endourol. 17(4), 239-43, (2003)

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Prolonged exposure to LPS increases iron, heme, and p22phox levels and NADPH oxidase activity in human aortic endothelial cells: inhibition by desferrioxamine. Li L and Frei B Arterioscler. Thromb. Vasc. Biol. 29(5), 732-8, (2009)

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Thiamine deficiency and unexplained encephalopathy in hemodialysis and peritoneal dialysis patients. Hung SC, Hung SH, Tarng DC, et al. Am. J. Kidney Dis. 38(5), 941-7, (2001)

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Primary hyperoxaluria type 1: improved outcome with timely liver transplantation: a single-center report of 36 children. Shapiro R, Weismann I, Mandel H, et al. Transplantation 72(3), 428-32, (2001)

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Changes in pH and organic acids in mucilage of Eriophorum angustifolium roots after exposure to elevated concentrations of toxic elements. Javed MT, Stoltz E, Lindberg S, et al. Environ. Sci. Pollut. Res. Int. 20(3), 1876-80, (2013)

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Photocatalytic reduction of Cr(VI) by citric and oxalic acids over biogenetic jarosite. Xu Z, Bai S, Liang J, et al. Mater. Sci. Eng. C. Mater. Biol. Appl. 33(4), 2192-6, (2013)

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Primary hyperoxaluria: genotype-phenotype correlation. Pirulli D, Marangella M, and Amoroso A J. Nephrol. 16(2), 297-309, (2003)

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Circulating concentrations of di(2-ethylhexyl) phthalate and its de-esterified phthalic acid products following plasticizer exposure in patients receiving hemodialysis. Pollack GM, Buchanan JF, Slaughter RL, et al. Toxicol. Appl. Pharmacol. 79(2), 257-67, (1985)

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Acute oxalate nephropathy secondary to orlistat-induced enteric hyperoxaluria. Kwan TK, Chadban SJ, McKenzie PR, et al. Nephrology (Carlton.) 18(3), 241-2, (2013)

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Fungal production of citric and oxalic acid: importance in metal speciation, physiology and biogeochemical processes. Gadd GM Adv. Microb. Physiol. 41, 47-92, (1999)

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Determinants of urolithiasis in patients with intestinal fat malabsorption. Siener R, Petzold J, Bitterlich N, et al. Urology 81(1), 17-24, (2013)

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What do results of common sequential fractionation and single-step extractions tell us about P binding with Fe and Al compounds in non-calcareous sediments? Jan J, Borovec J, Kopáček J, et al. Water Res. 47(2), 547-57, (2013)

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Structural basis for bacterial quorum sensing-mediated oxalogenesis. Oh J, Goo E, Hwang I, et al. J. Biol. Chem. 289(16), 11465-75, (2014)

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Influence of oxalic and malic acids in chickpea leaf exudates on the biological activity of CryIAc towards Helicoverpa armigera. Devi VS, Sharma HC, and Rao PA J. Insect Physiol. 59(4), 394-9, (2013)

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Effects of an oxalate load on urinary oxalate excretion in calcium stone formers. de O G Mendonça C, Martini LA, Baxmann AC, et al. J. Ren. Nutr. 13(1), 39-46, (2003)

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Optimization of chelators to enhance uranium uptake from tailings for phytoremediation. Jagetiya B and Sharma A Chemosphere 91(5), 692-6, (2013)

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Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. Shoemaker JD and Elliott WH J. Chromatogr. A 562(1-2), 125-38, (1991)

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Overexpression of AtWRKY28 and AtWRKY75 in Arabidopsis enhances resistance to oxalic acid and Sclerotinia sclerotiorum. Chen X, Liu J, Lin G, et al. Plant Cell Rep. 32(10), 1589-99, (2013)

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Identification of a transcription factor controlling pH-dependent organic acid response in Aspergillus niger. Poulsen L, Andersen MR, Lantz AE, et al. PLoS ONE 7(12), e50596, (2012)

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Major factors modulating the serum oxalic acid level in hemodialysis patients. Ogawa Y, Machida N, Jahana M, et al. Front. Biosci. 9, 2901-8, (2004)

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Oxalic acid and sodium oxalate. Von Burg R J. Appl. Toxicol. 14(3), 233-7, (1994)

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Fungal accumulation of metals from building materials during brown rot wood decay. Hastrup AC, Jensen B, and Jellison J Arch. Microbiol. 196(8), 565-74, (2014)

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Vitamin A and zinc status in patients on maintenance haemodialysis. Cabral PC, Diniz Ada S, and de Arruda IK Nephrology (Carlton.) 10(5), 459-63, (2005)

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Effects of fiber, phytic acid, and oxalic acid in the diet on mineral bioavailability. Kelsay JL Am. J. Gastroenterol. 82(10), 983-6, (1987)

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Chemical composition and binary mixture of human urinary stones using FT-Raman spectroscopy method. Selvaraju R, Raja A, and Thiruppathi G Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 114, 650-7, (2013)

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Investigation of low-molecular weight organic acids and their spatiotemporal variation characteristics in Hongfeng Lake, China. Xiao M, Wu F, Wang L, et al. J. Environ. Sci. (China) 25(2), 237-45, (2013)

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Plasma histamine in patients with chronic renal failure and nephrotic syndrome. Gill DS, Fonseca VA, Barradas MA, et al. J. Clin. Pathol. 44(3), 243-5, (1991)

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A novel basic protein from human kidney which inhibits calcium oxalate crystal growth. Selvam R and Kalaiselvi P BJU Int. 86(1), 7-13, (2000)

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[Metabolism and pathophysiology of oxalic acid]. Berg W Z. Urol. Nephrol. 83(9), 481-8, (1990)

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Magnetic labeling of proteins for atomic force microscopy. Egorov VV, Zabrodskaya YA, Kalinin AS, et al. Dokl. Biochem. Biophys. 448, 33-5, (2013)

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Oxalate upregulates expression of IL-2Rβ and activates IL-2R signaling in HK-2 cells, a line of human renal epithelial cells. Koul S, Khandrika L, Pshak TJ, et al. Am. J. Physiol. Renal Physiol. 306(9), F1039-46, (2014)

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The secretion of organic acids is also regulated by factors other than aluminum. Ding H, Wen D, Fu Z, et al. Environ. Monit. Assess. 186(2), 1123-31, (2014)

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Pre-storage application of oxalic acid alleviates chilling injury in mango fruit by modulating proline metabolism and energy status under chilling stress. Li P, Zheng X, Liu Y, et al. Food Chem. 142, 72-8, (2014)

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Selective sorption of dissolved organic carbon compounds by temperate soils. Jagadamma S, Mayes MA, and Phillips JR PLoS ONE 7(11), e50434, (2012)

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Merck 14,6911

Beil. 2,IV,1819

Aldrich MSDS 1, 1413:C / Corp MSDS 1 (2), 2661:A / FT-IR 1 (1), 490:A / FT-IR 2 (1), 767:D / FT-NMR 1 (1), 764:B / IR-Spectra (3), 1524:C / RegBook 1 (1), 541:A / Sax 6, 2098 / Structure Index 1, 76:A:5

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