Glutation

Glutation
	(2S)-2-amino-4[(1R)-1-[(karboksimetil)karbamoil]-2-sulfaniletil]karbamoil}butanska kiselina
Drugi nazivi	γ-L-Glutamil-L-cisteinilglicin; (2S)-2-Amino-5-[[(2R)-1-(karboksimetilamino)-1-okso- 3-sulfanilpropan-2-il]amino]-5-oksopentanoinska kiselina
Identifikacija
Abrevijacija	GSH
CAS registarski broj	70-18-8
PubChem	124886
ChemSpider	111188
UNII	GAN16C9B8O
DrugBank	DB00143
KEGG	C00051
MeSH	Glutathione
ChEBI	60836
ChEMBL	CHEMBL1543
Jmol-3D slike	Slika 1
SMILES
	C(CC(=O)N[C@@H](CS)C(=O)NCC(=O)O)[C@@H](C(=O)O)N
InChI
	InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 ; Kod: RWSXRVCMGQZWBV-WDSKDSINSA-N InChI=1/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1; Kod: RWSXRVCMGQZWBV-WDSKDSINBK
Svojstva
Molekulska formula	C10H17N3O6S
Molarna masa	307.32 g/mol
Tačka topljenja	195 °C, 468 K, 383 °F
Rastvorljivost u vodi	Rastvoran
Rastvorljivost u metanolu, dietil etaru	Nerastvoran
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Glutation (GSH) je tripeptid koji sadrži neobičnu peptidnu vezu između amino grupe cisteina (koji je vezan normalnom peptidnom vezom za glicin) i karboksilne grupe glutamatnog bočnog lanca. On je antioksidans, te sprečava oštećenja ćelijskih komponenti koja mogu da uzrokuju reaktivne vrste kiseonika poput slobodnih radikala i peroksida.^[7]

Tiolne grupe su redukujući agens‎‎i, koji se javljaju u koncentraciji od aproksimativno 5 mM u životinjskim ćelijama. Glutation redukuje disulfidne veze formirane unutar citoplazmatičnih proteina do cisteina delujući kao donor elektrona. U tom procesu, glutation se konvertuje do njegove oksidovane form glutation disulfida (GSSG), koji se takođe naziva L(-)-glutation.

Oksidovani glutation se može redukovati posredstvom glutation reduktaze, koja koristi NADPH kao donor elektrona. Odnos redukovanog i oksidovanog glutationa unutar se često koristi kao mera ćelijske toksičnosti.^[8]

Reference

↑ ^1,0 ^1,1 The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th izd.). Merck Publishing. 1989. str. 4369. ISBN 0-911910-28-X.
↑ 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.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Pompella A, Visvikis A, Paolicchi A, De Tata V, Casini AF (2003). „The changing faces of glutathione, a cellular protagonist”. Biochemical Pharmacology 66 (8): 1499–503. DOI:10.1016/S0006-2952(03)00504-5. PMID 14555227.
↑ Anna Pastore, Fiorella Piemonte, Mattia Locatelli, Anna Lo Russo, Laura Maria Gaeta, Giulia Tozzi, Giorgio Federici (2003). „Determination of blood total, reduced, and oxidized glutathione in pediatric subjects”. Clinical Chemistry 47 (8): 1467–9. PMID 11468240.

Literatura

Drevet, J (2006). „The antioxidant glutathione peroxidase family and spermatozoa: A complex story”. Molecular and Cellular Endocrinology 250 (1–2): 70–9. DOI:10.1016/j.mce.2005.12.027. PMID 16427183.
The Role of Glutathione in Cell Defense.
Wu, Guoyao; Fang, Yun-Zhong; Yang, Sheng; Lupton, Joanne R.; Turner, Nancy D. (2004). „Glutathione metabolism and its implications for health”. The Journal of nutrition 134 (3): 489–92. PMID 14988435.

Spoljašnje veze

Portal Hemija

[Merck11th-1] 1,0 ^1,1 The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th izd.). Merck Publishing. 1989. str. 4369. ISBN 0-911910-28-X.

[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.

[6] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[7] Pompella A, Visvikis A, Paolicchi A, De Tata V, Casini AF (2003). „The changing faces of glutathione, a cellular protagonist”. Biochemical Pharmacology 66 (8): 1499–503. DOI:10.1016/S0006-2952(03)00504-5. PMID 14555227.

[8] Anna Pastore, Fiorella Piemonte, Mattia Locatelli, Anna Lo Russo, Laura Maria Gaeta, Giulia Tozzi, Giorgio Federici (2003). „Determination of blood total, reduced, and oxidized glutathione in pediatric subjects”. Clinical Chemistry 47 (8): 1467–9. PMID 11468240.

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