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Calcium citrate

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Calcium citrate
Calcium citrate
Names
IUPAC name
2-hydroxy-1,2,3-propane- tricarboxylic acid calcium salt (2:3)
Other names
E333
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.265 Edit this at Wikidata
EC Number
  • 212-391-7
E number E333 (antioxidants, ...)
  • InChI=1S/2C6H8O7.3Ca/c2*7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h2*13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;;3*+2/p-6 checkY
    Key: FNAQSUUGMSOBHW-UHFFFAOYSA-H checkY
  • InChI=1/2C6H8O7.3Ca/c2*7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h2*13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;;3*+2/p-6
    Key: FNAQSUUGMSOBHW-CYFPFDDLAZ
  • [Ca+2].[Ca+2].[Ca+2].O=C([O-])CC(O)(C([O-])=O)CC(=O)[O-].[O-]C(=O)C(O)(CC([O-])=O)CC([O-])=O
Properties
Ca3(C6H5O7)2
Molar mass 498.46 g/mol (anhydrous)
570.5 g/mol (tetrahydrate)
Appearance White powder
Odor odorless
Density 1.63 g/cm3, solid
Melting point 120 °C (loses water)
Boiling point Decomposes
0.085 g/100 mL (18 °C)
0.095 g/100 mL (25 °C)
Solubility insoluble in alcohol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
Related compounds
Other cations
Sodium citrate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Calcium citrate is the calcium salt of citric acid. It is commonly used as a food additive (E333), usually as a preservative, but sometimes for flavor. In this sense, it is similar to sodium citrate. Calcium citrate is also used as a water softener because the citrate ions can chelate unwanted metal ions. Calcium citrate is also found in some dietary calcium supplements (e.g. Citracal). Calcium makes up 21% of calcium citrate by weight.

Chemical properties

Calcium citrate is an odorless white powder, practically insoluble in cold water.

Like citric acid, calcium citrate has a sour taste. Like other salts, however, it also has a salty taste. This should not be confused with the product commonly found in grocery stores labeled as "sour salt", which is simply powdered citric acid (which only resembles salt superficially).

Production

Calcium citrate is an intermediate in the isolation of citric acid from the fermentation process by which citric acid is produced industrially.[1] The citric acid in the broth solution is neutralized by calcium hydroxide, precipitating insoluble calcium citrate. This is then filtered off from the rest of the broth and washed to give clean calcium citrate.

The calcium citrate thus produced may be sold as-is, or it may be converted to citric acid using dilute sulfuric acid.

Biological role

In many individuals, bioavailability of calcium citrate is found to be equal to that of the cheaper calcium carbonate.[2] However, alterations to the digestive tract may change how calcium is digested and absorbed. According to recent research into calcium absorption after gastric bypass surgery,[3] calcium citrate may have improved bioavailability over calcium carbonate in Roux-en-Y gastric bypass patients who are taking calcium citrate as a dietary supplement after surgery. This is mainly due to the changes related to where calcium absorption occurs in the digestive tract of these individuals.

References

  1. ^ "Use of Lime in the Chemical Industry". National Lime Association. Archived from the original on 2006-09-29. Retrieved 2006-11-25.
  2. ^ Heaney RP, Dowell MS, Bierman J, Hale CA, Bendich A (2001). "Absorbability and cost effectiveness in calcium supplementation". Journal of the American College of Nutrition. 20 (3): 239–46. PMID 11444420. Retrieved 2009-11-03. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)| PMID 11444420
  3. ^ Tondapu, P. and Provost, D. and Adams-Huet, B. and Sims, T. and Chang, C. and Sakhaee, K. (2009). "Comparison of the Absorption of Calcium Carbonate and Calcium Citrate after Roux-en-Y Gastric Bypass". Obesity Surgery. 19 (9): 1256–1261. doi:10.1007/s11695-009-9850-6. PMID 19437082. Retrieved 2010-08-11. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)