Orthanilic acid explained

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

Orthanilic acid promotes reverse turn formation in peptides, inducing a folded conformation^{[1] [2]} 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.^[3]

Orthanilic acids have also been found to affect cardiac tension.^{[4] [5]}

References

1. 10.1039/C3CC40522B . 23392615 . 49 . Orthanilic acid-promoted reverse turn formation in peptides . March 2013 . Chem. Commun. . 2222–4. Kale . Sangram S. . Priya . Gowri . Kotmale . Amol S. . Gawade . Rupesh L. . Puranik . Vedavati G. . Rajamohanan . P. R. . Sanjayan . Gangadhar J. . 22 .
2. 10.1039/C3CC40522B. 23392615. Orthanilic acid-promoted reverse turn formation in peptides. Chemical Communications. 49. 22. 2222–4. 2013. Kale. Sangram S.. Priya. Gowri. Kotmale. Amol S.. Gawade. Rupesh L.. Puranik. Vedavati G.. Rajamohanan. P. R.. Sanjayan. Gangadhar J..
3. 10.1007/s10532-004-6593-x. 15865345. Fate and biodegradability of sulfonated aromatic amines. Biodegradation. 16. 6. 527–37. 2005. Tan. Nico C. G.. Leeuwen. Annemarie van. Voorthuizen. Ellen M. van. Slenders. Peter. Prenafeta-Boldú. Francesc X.. Temmink. Hardy. Lettinga. Gatze. Field. Jim A.. 5778950.
4. 2122477. 1990. Franconi. F. Effect of taurine, L-cysteic and orthanilic acids on cardiac tension. Progress in Clinical and Biological Research. 351. 175–84. Bennardini. F. Campana. S. Failli. P. Matucci. R. Stendardi. I. Giotti. A.
5. 2122477 . 351 . Effect of taurine, L-cysteic and orthanilic acids on cardiac tension . 1990 . Prog. Clin. Biol. Res. . 175–84. Franconi . F . Bennardini . F . Campana . S . Failli . P . Matucci . R . Stendardi . I . Giotti . A .