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Calcium citrate

Calcium citrate
Calcium citrate
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IUPAC name
2-hydroxy-1,2,3-propane- tricarboxylic acid calcium salt (2:3)
Other names
E333
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ATC code A12AA13
813-94-5 7pxN
5785-44-4 (tetrahydrate) 7pxN
ChemSpider 12584 7pxY
EC number 212-391-7
Jmol-3D images Image
PubChem Template:Chembox PubChem/format
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Ca3(C6H5O7)2
Molar mass 498.4334 g/mol (anhydrous)
570.49452 g/mol (tetrahydrate)
Appearance White powder
Odor odorless
Density 1.63 g/cm3, solid
Melting point Script error: No such module "convert". (loses water)
Boiling point Decomposes
0.085 g/100 mL (18 °C)
0.095 g/100 mL (25 °C)
Solubility insoluble in alcohol
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SDS External MSDS
Main hazards Irritant
NFPA 704

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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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Infobox references

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 found in some dietary calcium supplements (e.g. Citracal). Calcium makes up 24.1% of calcium citrate (anhydrous) and 21.1% of calcium citrate (tetrahydrate) by mass.

Chemical properties

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

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.

3Ca(OH)2(s) + 2C6H8O7(l) → Ca3(C6H5O7)2(s) + 6H2O(l)

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. Unlike calcium carbonate, which is basic and neutralizes stomach acid, calcium citrate has no effect on stomach acid.[3] Calcium carbonate is harder to digest than calcium citrate,[3] and calcium carbonate carries a risk of "acid rebound" (the stomach overcompensates by producing more acid),[3] so individuals who are sensitive to antacids or who have difficulty producing adequate stomach acid may choose calcium citrate over calcium carbonate for supplementation. According to recent research into calcium absorption after gastric bypass surgery,[4] 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 (June 2001). "Absorbability and cost effectiveness in calcium supplementation". Journal of the American College of Nutrition 20 (3): 239–46. PMID 11444420. doi:10.1080/07315724.2001.10719038. Retrieved 2009-11-03. | PMID 11444420
  3. ^ a b c "What you need to know about calcium". Harvard Health Publications. Retrieved 4 August 2014. 
  4. ^ Tondapu, P. and Provost, D. and Adams-Huet, B. and Sims, T. and Chang, C. and Sakhaee, K. (June 2009). "Comparison of the Absorption of Calcium Carbonate and Calcium Citrate after Roux-en-Y Gastric Bypass". Obesity Surgery 19 (9): 1256–1261. PMID 19437082. doi:10.1007/s11695-009-9850-6. Retrieved 2010-08-11. 

External links