Asparagusna kiselina

Asparagusna kiselina
Asparagusic acid	Asparagusic acid
	1,2-Ditiolan-4-karboksilna kiselina
Identifikacija
CAS registarski broj	2224-02-4
PubChem	16682
ChemSpider	15819
KEGG	C01892
ChEBI	18091
Jmol-3D slike	Slika 1
SMILES
	O=C(O)C1CSSC1
InChI
	InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6) ; Kod: AYGMEFRECNWRJC-UHFFFAOYSA-N InChI=1/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6); Kod: AYGMEFRECNWRJC-UHFFFAOYAA
Svojstva
Molekulska formula	C4H6O2S2
Molarna masa	150.22 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
Opasnost
Tačka paljenja	149.7 °C
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

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.^[7] Biosintetičke studije su pokazale da je asparaginska kiselina izvedena iz izobuterne kiseline.^[8] Ova bezbojna čvrsta materija ima tačku topljenja od 75,7–76,5 °C.^[6] Odgovarajući ditiol (t.klj. 59,5–60,5 °C) je takođe poznat;^[9] i naziva se dihidroasparagusna kiselina ili dimerkaptoizobutirinska kiselina.

Reference

↑ 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.
↑ 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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ 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.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ 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.
↑ ^6,0 ^6,1 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. Pristupljeno 2010-01-18.
↑ R. J. Parry, A. E. Mizusawa, I. C. Chiu, M. V. Naidu, and 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.

Vanjske veze

Portal Hemija

[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] 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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[3] 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.

[4] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[5] 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.

[Foss-6] 6,0 ^6,1 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.

[7] S.C. Mitchell (2001). „Food Idiosyncrasies: Beetroot and Asparagus”. Drug Metabolism and Disposition 29 (4 Pt 2): 539–534. PMID 11259347. Pristupljeno 2010-01-18.

[8] R. J. Parry, A. E. Mizusawa, I. C. Chiu, M. V. Naidu, and 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.

[9] 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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