Mikotiol

Mikotiol
Nazivi
	IUPAC naziv (2R)-2-acetamido-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]-3-sulfanylpropanamide
	Drugi nazivi Mycothiol
Identifikacija
CAS broj	192126-76-4;
3D model (Jmol)	interaktivna slika;
PubChem C ID	441148;
	SMILES CC(=O)N[C@@H](CS)C(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OC2[C@@H]([C@H](C([C@H]([C@H]2O)O)O)O)O)CO)O)O; ; ; ; ; ;
Svojstva
Hemijska formula	C17H30N2O12S
Molarna masa	486,49 g/mol
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	Reference infokutije

Mikotiol (MSH ili AcCys-GlcN-Ins) je neobično tiolno jedinjenje nađeno kod aktinobakterija.^[3] On se sastoji od ostatka cisteina sa acetilisanom amino grupom vezanom za glukozamin, koji je zatim vezan za inozitol.^[4] Oksidovana, disulfidna forma mikotiola (MSSM) se naziva mikotion. On može biti redukovan u mikotiol flavoproteinom mikotion reduktazom.^[5]^[6] Biosinteza mikotiola i mikotiol-zavisnih enzima kao što su mikotiol-zavisna formaldehid dehidrogenaza i mikotion reduktaza su bile predložene kao potencijalno dobri ciljevi za razvoj tretmana za tuberkulozu.^[7]^[8]

Literatura

^ 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.
^ Fahey RC (2001). „Novel thiols of prokaryotes”. Annu. Rev. Microbiol. 55: 333—56. PMID 11544359. doi:10.1146/annurev.micro.55.1.333.
^ Newton GL, Buchmeier N, Fahey RC (2008). „Biosynthesis and functions of mycothiol, the unique protective thiol of Actinobacteria”. Microbiol. Mol. Biol. Rev. 72 (3): 471—94. PMC 2546866 . PMID 18772286. doi:10.1128/MMBR.00008-08.
^ Patel MP, Blanchard JS (1999). „Expression, purification, and characterization of Mycobacterium tuberculosis mycothione reductase”. Biochemistry. 38 (36): 11827—33. PMID 10512639. doi:10.1021/bi991025h.
^ Patel MP, Blanchard JS (2001). „Mycobacterium tuberculosis mycothione reductase: pH dependence of the kinetic parameters and kinetic isotope effects”. Biochemistry. 40 (17): 5119—26. PMID 11318633. doi:10.1021/bi0029144.
^ Rawat M, Av-Gay Y (2007). „Mycothiol-dependent proteins in actinomycetes”. FEMS Microbiol. Rev. 31 (3): 278—92. PMID 17286835. doi:10.1111/j.1574-6976.2006.00062.x.
^ Newton GL, Fahey RC (2002). „Mycothiol biochemistry”. Arch. Microbiol. 178 (6): 388—94. PMID 12420157. doi:10.1007/s00203-002-0469-4.

Spoljašnje veze

Biohemija patogena

[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. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[2] 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.

[3] Fahey RC (2001). „Novel thiols of prokaryotes”. Annu. Rev. Microbiol. 55: 333—56. PMID 11544359. doi:10.1146/annurev.micro.55.1.333.

[4] Newton GL, Buchmeier N, Fahey RC (2008). „Biosynthesis and functions of mycothiol, the unique protective thiol of Actinobacteria”. Microbiol. Mol. Biol. Rev. 72 (3): 471—94. PMC 2546866 . PMID 18772286. doi:10.1128/MMBR.00008-08.

[5] Patel MP, Blanchard JS (1999). „Expression, purification, and characterization of Mycobacterium tuberculosis mycothione reductase”. Biochemistry. 38 (36): 11827—33. PMID 10512639. doi:10.1021/bi991025h.

[6] Patel MP, Blanchard JS (2001). „Mycobacterium tuberculosis mycothione reductase: pH dependence of the kinetic parameters and kinetic isotope effects”. Biochemistry. 40 (17): 5119—26. PMID 11318633. doi:10.1021/bi0029144.

[7] Rawat M, Av-Gay Y (2007). „Mycothiol-dependent proteins in actinomycetes”. FEMS Microbiol. Rev. 31 (3): 278—92. PMID 17286835. doi:10.1111/j.1574-6976.2006.00062.x.

[8] Newton GL, Fahey RC (2002). „Mycothiol biochemistry”. Arch. Microbiol. 178 (6): 388—94. PMID 12420157. doi:10.1007/s00203-002-0469-4.

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