| 词条 | Orthanilic acid |
| 释义 |
| ImageFile = Orthanilic_acid.svg | ImageSize = 150px | PIN = 2-Aminobenzene-1-sulfonic acid | OtherNames = Orthanilic acid, 2-Aminobenzenesulfonic acid o-Aminobenzenesulfonic acid Aniline-2-sulfonic acid 88-21-1 Aniline-o-sulfonic acid[1] |Section1={{Chembox Identifiers | PubChem = 6926 | CASNo = 88-21-1 | EINECS = 201-810-9 | ChemSpiderID = 6660 | SMILES = c1ccc(c(c1)N)S(=O)(=O)O | InChI = 1/C6H7NO3S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H,8,9,10) | InChIKey = ZMCHBSMFKQYNKA-UHFFFAOYAS | StdInChI = 1S/C6H7NO3S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H,8,9,10) | StdInChIKey = ZMCHBSMFKQYNKA-UHFFFAOYSA-N | RTECS = | MeSHName = | ChEBI = 1015 | KEGG = C06333 | KEGG_Ref = {{keggcite|changed|kegg}} |Section2={{Chembox Properties | C=6 | H=7 | N=1 | O=3 | S=1 | Appearance = | pKa = 2.46 (H2O)[2] }} 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 [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] References1. ^{{cite web|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6926 |title=PubChem entry |accessdate=2014-05-17}} {{Organic-compound-stub}}2. ^{{cite book | editor= Haynes, William M. | year = 2016 | title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 978-1498754286 | page=5–88 | title-link = CRC Handbook of Chemistry and Physics }} 3. ^{{cite journal | doi = 10.1039/C3CC40522B | pmid=23392615 | volume=49 | title=Orthanilic acid-promoted reverse turn formation in peptides | date=March 2013 | journal=Chem. Commun. | pages=2222–4}} 4. ^{{cite journal | doi = 10.1039/C3CC40522B| pmid = 23392615| title = Orthanilic acid-promoted reverse turn formation in peptides| journal = Chemical Communications| volume = 49| issue = 22| pages = 2222–4| year = 2013| last1 = Kale| first1 = Sangram S.| last2 = Priya| first2 = Gowri| last3 = Kotmale| first3 = Amol S.| last4 = Gawade| first4 = Rupesh L.| last5 = Puranik| first5 = Vedavati G.| last6 = Rajamohanan| first6 = P. R.| last7 = Sanjayan| first7 = Gangadhar J.}} 5. ^{{cite journal | doi = 10.1007/s10532-004-6593-x| pmid = 15865345| title = Fate and biodegradability of sulfonated aromatic amines| journal = Biodegradation| volume = 16| issue = 6| pages = 527–37| year = 2005| last1 = Tan| first1 = Nico C. G.| last2 = Leeuwen| first2 = Annemarie van| last3 = Voorthuizen| first3 = Ellen M. van| last4 = Slenders| first4 = Peter| last5 = Prenafeta-Boldú| first5 = Francesc X.| last6 = Temmink| first6 = Hardy| last7 = Lettinga| first7 = Gatze| last8 = Field| first8 = Jim A.}} 6. ^{{Cite journal | pmid=2122477| year=1990| author1=Franconi| first1=F| title=Effect of taurine, L-cysteic and orthanilic acids on cardiac tension| journal=Progress in clinical and biological research| volume=351| pages=175–84| last2=Bennardini| first2=F| last3=Campana| first3=S| last4=Failli| first4=P| last5=Matucci| first5=R| last6=Stendardi| first6=I| last7=Giotti| first7=A}} 7. ^{{cite journal | pmid = 2122477 | volume=351 | title=Effect of taurine, L-cysteic and orthanilic acids on cardiac tension | year=1990 | journal=Prog. Clin. Biol. Res. | pages=175–84| author1=Franconi | first1=F | last2=Bennardini | first2=F | last3=Campana | first3=S | last4=Failli | first4=P | last5=Matucci | first5=R | last6=Stendardi | first6=I | last7=Giotti | first7=A }} 3 : Benzenesulfonic acids|Amino acid derivatives|Anilines |
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