Orthanilic_acid

Orthanilic acid

Orthanilic acid

Chemical compound

Orthanilic acid (2-aminobenzenesulfonic acid) is a biological acid with roles in benzoate degradation and microbial metabolism in diverse environments.

Quick Facts Names, Identifiers ...

Orthanilic acid promotes reverse turn formation in peptides, inducing a folded conformation[3][4] when incorporated into peptide sequences (Xaa-SAnt-Yaa), showing robust 11-membered-ring hydrogen-bonding.

Orthanilic acid is a structural component of some azo dyes which consequently have poor bacterial degradation.[5]

Orthanilic acids have also been found to affect cardiac tension.[6][7]

References

  1. [1]
    "PubChem entry". Retrieved 2014-05-17.
  2. [2]
    Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–88. ISBN 978-1498754286.
  3. [3]
    Kale, Sangram S.; Priya, Gowri; Kotmale, Amol S.; Gawade, Rupesh L.; Puranik, Vedavati G.; Rajamohanan, P. R.; Sanjayan, Gangadhar J. (March 2013). "Orthanilic acid-promoted reverse turn formation in peptides". Chem. Commun. 49 (22): 2222–4. doi:10.1039/C3CC40522B. PMID 23392615.
  4. [4]
    Kale, Sangram S.; Priya, Gowri; Kotmale, Amol S.; Gawade, Rupesh L.; Puranik, Vedavati G.; Rajamohanan, P. R.; Sanjayan, Gangadhar J. (2013). "Orthanilic acid-promoted reverse turn formation in peptides". Chemical Communications. 49 (22): 2222–4. doi:10.1039/C3CC40522B. PMID 23392615.
  5. [5]
    Tan, Nico C. G.; Leeuwen, Annemarie van; Voorthuizen, Ellen M. van; Slenders, Peter; Prenafeta-Boldú, Francesc X.; Temmink, Hardy; Lettinga, Gatze; Field, Jim A. (2005). "Fate and biodegradability of sulfonated aromatic amines". Biodegradation. 16 (6): 527–37. doi:10.1007/s10532-004-6593-x. PMID 15865345. S2CID 5778950.
  6. [6]
    Franconi, F; Bennardini, F; Campana, S; Failli, P; Matucci, R; Stendardi, I; Giotti, A (1990). "Effect of taurine, L-cysteic and orthanilic acids on cardiac tension". Progress in Clinical and Biological Research. 351: 175–84. PMID 2122477.
  7. [7]
    Franconi, F; Bennardini, F; Campana, S; Failli, P; Matucci, R; Stendardi, I; Giotti, A (1990). "Effect of taurine, L-cysteic and orthanilic acids on cardiac tension". Prog. Clin. Biol. Res. 351: 175–84. PMID 2122477.


Stub icon

This article about an organic compound is a stub. You can help Wikipedia by expanding it.
Share this article:

This article uses material from the Wikipedia article Orthanilic_acid, and is written by contributors. Text is available under a CC BY-SA 4.0 International License; additional terms may apply. Images, videos and audio are available under their respective licenses.