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Bicinchoninic acid

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Bicinchoninic acid
Names
Preferred IUPAC name -4,4′-dicarboxylic acid
Other names Bicinchoninic acid
4,4′-Dicarboxy-2,2′-biquinoline
2,2'-Biquinoline-4,4'-dicarboxylic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.013.628 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C20H12N2O4/c23-19(24)13-9-17(21-15-7-3-1-5-11(13)15)18-10-14(20(25)26)12-6-2-4-8-16(12)22-18/h1-10H,(H,23,24)(H,25,26)Key: AFYNADDZULBEJA-UHFFFAOYSA-N
SMILES
  • O=C(O)c1cc(nc2c1cccc2)c3nc4ccccc4c(c3)C(=O)O
Properties
Chemical formula C20H12N2O4
Molar mass 344.326 g·mol
Appearance Cream colored powder
Odor Characteristic odor
Melting point 352 °C (666 °F; 625 K) decomposes
Solubility in water Partially soluble in cold water, hot water
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Will irritate eyes and mucous membranes.
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability (red): no hazard codeInstability (yellow): no hazard codeSpecial hazards (white): no code
1
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Bicinchoninic acid (/baɪsɪnkɔːnɪnɪk/) or BCA is a weak acid composed of two carboxylated quinoline rings. It 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.

Bicinchoninic acid is most commonly employed in the bicinchoninic acid (BCA) assay, which is used to determine the total concentration 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.

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.; Olson, B.J.; Klenk, D.C. (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. Vol. 463. pp. 73–95. doi:10.1016/S0076-6879(09)63008-1. ISBN 9780123745361. PMID 19892168.
  4. Pierce BCA Protein Assay Kit
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