Selenocistein
Selenocistein[1] | |||
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IUPAC ime |
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Drugi nazivi | L-Selenocistein; 3-Selanil-L-alanin; Selen cistein | ||
Identifikacija | |||
CAS registarski broj | 10236-58-5 | ||
PubChem[2][3] | 25076 | ||
ChemSpider[4] | 23436 | ||
DrugBank | DB02345 | ||
KEGG[5] | |||
ChEBI | 16633 | ||
ChEMBL[6] | CHEMBL109962 | ||
Jmol-3D slike | Slika 1 | ||
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Svojstva | |||
Molekulska formula | C3H7NO2Se | ||
Molarna masa | 168.05 g mol−1 | ||
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala | |||
Infobox references |
Selenocistein (Se-Cys) je aminokiselina koja je prisutna u više enzima (na primer: glutationske peroksidaze, tetrajodotironin 5' dejodinaze, tioredoksin reduktaze, format dehidrogenaze, glicin reduktaze, i pojedine hidrogenaze).
Nomenklatura[uredi | uredi kod]
IUPAC/IUBMB su zvanično preporučili simbole Sec i U za selenocistein.[7]
Struktura[uredi | uredi kod]
Selenocistein je strukturno sličan sa cisteinom. Jedan atom selena zauzima mesto sumpora, formirajući selenol grupu. Proteini koji sadrže jedan ili više selenocisteinskih ostataka se nazivaju selenoproteinima.
Biologija[uredi | uredi kod]
Selenocistein ima nižu pKa vrednost (5.47) i viši redukcioni potencijal od cisteina. Te osobine ga čine veoma podobnim za proteine koji učestvuju u antioksidantskim aktivnostima.[8]
Reference[uredi | uredi kod]
- ↑ Susan Budavari, ur. (2001). The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (13th izd.). Merck Publishing. ISBN 0-911910-13-1.
- ↑ 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.
- ↑ 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.
- ↑ 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.
- ↑ IUPAC-IUBMB Joint Commission on Biochemical Nomenclature (JCBN) and Nomenclature Committee of IUBMB (NC-IUBMB) (1999). „Newsletter 1999” (reprint, with permission). European Journal of Biochemistry 264 (2): 607–609. DOI:10.1046/j.1432-1327.1999.news99.x.
- ↑ BJ. Byun and YK. Kang (2011). „Conformational preferences and pK(a) value of selenocysteine residue.”. Biopolymers 95 (5): 345–53. DOI:10.1002/bip.21581. PMID 21213257.
Literatura[uredi | uredi kod]
- F. Zinoni, A. Birkmann, T. C. Stadtman and A. Bock (1986). „Nucleotide sequence and expression of the selenocysteine-containing polypeptide of formate dehydrogenase (formate-hydrogen-lyase-linked) from Escherichia coli”. PNAS 83 (13): 4650–4654. DOI:10.1073/pnas.83.13.4650. PMC 323799. PMID 2941757.
- F. Zinoni, A. Birkmann, W. Leinfelder and A. Bock (1987). „Cotranslational insertion of selenocysteine into formate dehydrogenase from Escherichia coli directed by a UGA codon”. PNAS 84 (10): 3156–3160. DOI:10.1073/pnas.84.10.3156. PMC 304827. PMID 3033637.
- Boyce E. Cone, Rafael Martin Del Rio, Joe Nathan Davis, and Thressa C. Stadtman (1976). „Chemical characterization of the selenoprotein component of clostridial glycine reductase: identification of selenocysteine as the organoselenium moiety”. PNAS 73 (8): 2659–63. DOI:10.1073/pnas.73.8.2659. PMC 430707. PMID 1066676.