{{위키데이터 속성 추적}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 433271578
| ImageFileL1 = Mycothiol structure.png
| ImageSizeL1 = 125px
| ImageFileR1 = Mycothiol ball and stick.png
| ImageSizeR1 = 125px
| ImageFile2 = Mycothiol spacefill.png
| ImageSize2 = 150px
|IUPACName=(2''R'')-2-acetamido-''N''-[(2''R'',3''R'',4''R'',5''S'',6''R'')-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2''R'',3''S'',5''R'',6''R'')-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]-3-sulfanylpropanamide
|OtherNames=Mycothiol
|Section1={{Chembox Identifiers
|  CASNo_Ref = {{cascite|correct|??}}
| CASNo=192126-76-4
|  PubChem=441148
|  ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 16768
|  ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 10193006
|  SMILES = CC(=O)N[C@@H](CS)C(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@@H]2[C@@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)O)O)O)CO)O)O
|  InChI = 1/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1
|  InChIKey = MQBCDKMPXVYCGO-FQBKTPCVBG
|  StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1
|  StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = MQBCDKMPXVYCGO-FQBKTPCVSA-N
|  RTECS = 
|  MeSHName = 
|  KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C06717
  }}
|Section2={{Chembox Properties
|  Formula=C<sub>17</sub>H<sub>30</sub>N<sub>2</sub>O<sub>12</sub>S
|  MolarMass=486.49 g/mol
  }}
}}
'''미코싸이올'''({{llang|en|mycothiol}})은 [[방선균]]에서 발견되는 특이한 [[싸이올]] 화합물이다.<ref>{{저널 인용 |author=Fahey RC |title=Novel thiols of prokaryotes |journal=Annu. Rev. Microbiol. |volume=55 |issue= |pages=333–56 |year=2001 |pmid=11544359 |doi=10.1146/annurev.micro.55.1.333}}</ref><ref>Jothivasan VK, Hamilton CJ, (2008) Mycothiol: synthesis, biosynthesis and biological functions of the major low molecular weight thiol in actinomycetes. Natural Product Reports, (25). 1091-1117 [https://dx.doi.org/10.1039/b616489g]</ref> 미코싸이올은 [[글루코사민]]과 연결된 아세틸화된 [[아미노기]]를 가지고 있는 [[시스테인]] [[잔기]]로 구성되어 있으며, 이어서 [[이노시톨]]과 연결되어 있다.<ref>{{저널 인용 |vauthors=Newton GL, Buchmeier N, Fahey RC |title=Biosynthesis and functions of mycothiol, the unique protective thiol of Actinobacteria |journal=Microbiol. Mol. Biol. Rev. |volume=72 |issue=3 |pages=471–94 |date=September 2008 |pmid=18772286 |doi=10.1128/MMBR.00008-08 |pmc=2546866}}</ref> 산화된 이황화 형태의 미코싸이올(MSSM)을 미코싸이올이라고 하며, [[플라보단백질]]인 [[미코싸이온 환원효소]]에 의해 미코싸이올로 환원된다.<ref>{{저널 인용 |vauthors=Patel MP, Blanchard JS |title=Expression, purification, and characterization of Mycobacterium tuberculosis mycothione reductase |journal=Biochemistry |volume=38 |issue=36 |pages=11827–33 |date=September 1999 |pmid=10512639 |doi=10.1021/bi991025h}}</ref><ref>{{저널 인용 |vauthors=Patel MP, Blanchard JS |title=Mycobacterium tuberculosis mycothione reductase: pH dependence of the kinetic parameters and kinetic isotope effects |journal=Biochemistry |volume=40 |issue=17 |pages=5119–26 |date=May 2001 |pmid=11318633 |doi=10.1021/bi0029144}}</ref> 미코싸이올 생합성 및 미코싸이올 의존적 효소(예: [[미코싸이올 의존적 폼알데하이드 탈수소효소]], 마이코싸이온 환원효소)는 [[결핵]] 치료제 개발을 위한 훌륭한 약물 표적으로 제안되어 왔다.<ref>{{저널 인용 |vauthors=Rawat M, Av-Gay Y |title=Mycothiol-dependent proteins in actinomycetes |journal=FEMS Microbiol. Rev. |volume=31 |issue=3 |pages=278–92 |date=April 2007 |pmid=17286835 |doi=10.1111/j.1574-6976.2006.00062.x|doi-access=free }}</ref><ref>{{저널 인용 |vauthors=Newton GL, Fahey RC |title=Mycothiol biochemistry |journal=Arch. Microbiol. |volume=178 |issue=6 |pages=388–94 |date=December 2002 |pmid=12420157 |doi=10.1007/s00203-002-0469-4}}</ref>

== 같이 보기 ==
* [[글루타티온]]: 다른 세균들에서 유사한 기능을 수행함.
* [[바실리싸이올]]

== 각주 ==
{{각주}}
Mycobacterium tuberculosis is extraordinarily sensitive to killing by a vitamin C-induced Fenton reaction
Published 21 May 2013. Nature Communications4,
Article number:1881 doi:10.1038/ncomms2898

== 외부 링크 ==
* [https://archive.today/20121224172559/http://web.uct.ac.za/depts/chempath/pathogens.htm The Biochemistry of Pathogens: The metabolism and function of mycothiol in the mycobacteria.]

[[분류:싸이올]]
[[분류:아세트아마이드]]
[[분류:프로피온아마이드]]
[[분류:테트라하이드로피란]]