Asparagusna kiselina

Asparagusna kiselina^[1]
Asparagusic acid	Asparagusic acid
Nazivi
	IUPAC naziv 1,2-Ditiolan-4-karboksilna kiselina
Identifikacija
CAS broj	2224-02-4 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:18091 ;
ChemSpider	15819 ;
KEGG	C01892 ;
PubChem C ID	16682;
	SMILES O=C(O)C1CSSC1; ; ; ; ; ;
Svojstva
Hemijska formula	C4H6O2S2
Molarna masa	150,21 g·mol−1
Agregatno stanje	Bezbojna čvrsta materija
Gustina	1,50 cg/cm3
Tačka topljenja	75.7–76.5 °C
Tačka ključanja	323.9°C @ 760mmHg
Opasnosti
Tačka paljenja	149.7 °C
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

Asparagusna kiselina, S₂(CH₂)₂CHCO₂H je organosumporna karboksilna kiselina koja je prisutna u biljci asparagus. Ona može da bude metabolički prekurzor drugih mirisnih tiolnih jedinjenja.^[6] Biosintetičke studije su pokazale da je asparaginska kiselina izvedena iz izobuterne kiseline.^[7] Ova bezbojna čvrsta materija ima tačku topljenja od 75,7–76,5 °C.^[5] Odgovarajući ditiol (t.klj. 59,5–60,5 °C) je takođe poznat;^[8] i naziva se dihidroasparagusna kiselina ili dimerkaptoizobutirinska kiselina.

Reference[уреди | уреди извор]

^ Yanagawa, H.; Kato, T.; Sagami, H.; Kitahara, Y. (1973). „Convenient procedure for the synthesis of asparagusic acids”. Synthesis. 10 (10): 607—608. doi:10.1055/s-1973-22265.
^ Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
^ ^а ^б Foss, Olav; Tjomsland, Olav (1958). „Crystal and molecular structure of 1,2-dithiolane-4-carboxylic acid”. Acta Chemica Scandinavica. 12: 1810—18. doi:10.3891/acta.chem.scand.12-1810.
^ S.C. Mitchell (2001). „Food Idiosyncrasies: Beetroot and Asparagus”. Drug Metabolism and Disposition. 29 (4 Pt 2): 539—534. PMID 11259347. Приступљено 18. 1. 2010.
^ R. J. Parry; A. E. Mizusawa; I. C. Chiu; M. V. Naidu & M. Ricciardone (1985). „Biosynthesis of Sulfur Compounds. Investigations of the Biosynthesis of Asparagusic Acid”. Journal of the American Chemical Society. 107 (8): 2512—2521. doi:10.1021/ja00294a051.
^ R. Singh; G. M. Whitesides (1990). „Comparisons of Rate Constants for Thiolate-Disulfide Interchange in Water and in Polar Aprotic Solvents Using Dynamic 'H NMR Line Shape Analysis”. J. Am. Chem. Soc. 112 (3): 1190—1197. doi:10.1021/ja00159a046.

Spoljašnje veze[уреди | уреди извор]

[1] Yanagawa, H.; Kato, T.; Sagami, H.; Kitahara, Y. (1973). „Convenient procedure for the synthesis of asparagusic acids”. Synthesis. 10 (10): 607—608. doi:10.1055/s-1973-22265.

[2] Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[3] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[4] Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.

[Foss-5] а ^б Foss, Olav; Tjomsland, Olav (1958). „Crystal and molecular structure of 1,2-dithiolane-4-carboxylic acid”. Acta Chemica Scandinavica. 12: 1810—18. doi:10.3891/acta.chem.scand.12-1810.

[6] S.C. Mitchell (2001). „Food Idiosyncrasies: Beetroot and Asparagus”. Drug Metabolism and Disposition. 29 (4 Pt 2): 539—534. PMID 11259347. Приступљено 18. 1. 2010.

[7] R. J. Parry; A. E. Mizusawa; I. C. Chiu; M. V. Naidu & M. Ricciardone (1985). „Biosynthesis of Sulfur Compounds. Investigations of the Biosynthesis of Asparagusic Acid”. Journal of the American Chemical Society. 107 (8): 2512—2521. doi:10.1021/ja00294a051.

[8] R. Singh; G. M. Whitesides (1990). „Comparisons of Rate Constants for Thiolate-Disulfide Interchange in Water and in Polar Aprotic Solvents Using Dynamic 'H NMR Line Shape Analysis”. J. Am. Chem. Soc. 112 (3): 1190—1197. doi:10.1021/ja00159a046.

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