Chemistry:Bicinchoninic acid

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Bicinchoninic acid
Structure of bicinchoninic acid.png
Names
Preferred IUPAC name
[2,2′-Biquinoline]-4,4′-dicarboxylic acid
Other names
Bicinchoninic acid
4,4′-Dicarboxy-2,2′-biquinoline
2,2'-Biquinoline-4,4'-dicarboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
Properties
C20H12N2O4
Molar mass 344.326 g·mol−1
Appearance Cream colored powder
Odor Characteristic odor[vague]
Melting point 352 °C (666 °F; 625 K) decomposes
Partially soluble in cold water, hot water[vague]
Hazards
Main hazards Will irritate eyes and mucous membranes.
Safety data sheet External MSDS
NFPA 704 (fire diamond)
Flammability (red): no hazard codeHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity (yellow): no hazard codeSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
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

Bicinchoninic acid /bsɪnkɔːnɪnɪk/ is a weak acid composed of two carboxylated quinoline rings.

Bicinchoninic is an organic compound with the formula (C9H5NCO2H)2. The molecule consists of a pair of quinoline rings, each bearing a carboxylic acid group. Its sodium salt forms a purple complex with cuprous ions.[1][2][3]

Bicinchoninic acid is most commonly employed in the bicinchoninic acid (BCA) assay, which is used to determine the total level of protein in a solution. Bicinchoninic acid is used to detect the presence of cuprous ions, due to its purple coloration via a biuret reaction. In this assay, two molecules of bicinchoninic acid chelate a single Cu+ ion, forming a purple water-soluble complex that strongly absorbs light at 562 nm.[4]

References

  1. Smith, P.K.; Krohn, R.I.; Hermanson, G.T.; Mallia, A.K.; Gartner, F.H.; Provenzano, M.D.; Fujimoto, E.K.; Goeke, N.M. et al. (1985). "Measurement of Protein Using Bicinchoninic Acid". Analytical Biochemistry 150 (1): 76–85. doi:10.1016/0003-2697(85)90442-7. PMID 3843705. 
  2. Brown, Rhoderick E.; Jarvis, Kari L.; Hyland, Kristi J. (1989). "Protein measurement using bicinchoninic acid: Elimination of interfering substances". Analytical Biochemistry 180 (1): 136–139. doi:10.1016/0003-2697(89)90101-2. PMID 2817336. 
  3. Noble, James E.; Bailey, Marc J.A. (2009). "Chapter 8 Quantitation of Protein". Guide to Protein Purification, 2nd Edition. Methods in Enzymology. 463. pp. 73–95. doi:10.1016/S0076-6879(09)63008-1. ISBN 9780123745361. 
  4. Pierce BCA Protein Assay Kit