5-Metilcitozin

5-Metilcitozin
	4-amino-5-metil-3H-pirimidin-2-on
Identifikacija
CAS registarski broj	554-01-8
PubChem	65040
ChemSpider	58551
UNII	6R795CQT4H
KEGG	C02376
MeSH	5-Methylcytosine
ChEBI	27551
Jmol-3D slike	Slika 1; Slika 2
SMILES
	O=C1/N=C\C(=C(\N)N1)C Cc1cnc(=O)[nH]c1N
InChI
	InChI=1S/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9) ; Kod: LRSASMSXMSNRBT-UHFFFAOYSA-N InChI=1/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9); Kod: LRSASMSXMSNRBT-UHFFFAOYAO
Svojstva
Molekulska formula	C5H7N3O
Molarna masa	125,129
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

5-Metilcitozin je metilisana forma DNK baze citozina. On može da učestvuje u regulaciji transkripcija gena. Kad je citozin metilisan, DNA zadržava istu sekvencu, dok ekspresija metilisanih gena može da bude promenjena.^[5]^[6]^[7] Epigenetika se bavi studiranjem ovih promena.^[8]^[9]

In vivo uredi

5-Metilcitozin je epigenetička modifikacija formirana dejstvom DNK metiltransferaze.

Reference uredi

↑ 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.
↑ Jiang-Cheng Shen, William M. Rideout III and Peter A. Jones (1994). „The rate of hydrolytic deamination of 5-methylcytosine in double-stranded DNA”. Nucl. Acids Res. 22 (6): 972-976. DOI:10.1093/nar/22.6.972.
↑ G. R. Wyatt (1951). „Recognition and estimation of 5-methylcytosine in nucleic acids”. Biochem J. 48 (5): 581–584. PMC 1275378.
↑ Wang RY, Kuo KC, Gehrke CW, Huang LH, Ehrlich M (1982). „Heat- and alkali-induced deamination of 5-methylcytosine and cytosine residues in DNA”. Biochimica et Biophysica Acta 697 (3): 371-7. DOI:10.1016/0167-4781(82)90101-4.
↑ Rudolf Jaenisch & Adrian Bird (2003). „Epigenetic regulation of gene expression: how the genome integrates intrinsic and environmental signals”. Nature Genetics 33: 245-254. DOI:10.1038/ng1089.
↑ Angela A Andersen, Barbara Panning (2003). „Epigeneticgeneregulation by noncoding RNAs”. Current Opinion in Cell Biology 15 (3): 281–289. DOI:10.1016/S0955-0674(03)00041-3.

Literatura uredi

Griffiths, Anthony J. F. (1999). An Introduction to genetic analysis. San Francisco: W.H. Freeman. Chapter 15: Gene Mutation. ISBN 0-7167-3520-2. (available online at the United States National Center for Biotechnology Information)

Vidi još uredi

Nukleobaza

Spoljašnje veze uredi

[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. edit

[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] 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

[4] 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.

[5] Jiang-Cheng Shen, William M. Rideout III and Peter A. Jones (1994). „The rate of hydrolytic deamination of 5-methylcytosine in double-stranded DNA”. Nucl. Acids Res. 22 (6): 972-976. DOI:10.1093/nar/22.6.972.

[6] G. R. Wyatt (1951). „Recognition and estimation of 5-methylcytosine in nucleic acids”. Biochem J. 48 (5): 581–584. PMC 1275378.

[7] Wang RY, Kuo KC, Gehrke CW, Huang LH, Ehrlich M (1982). „Heat- and alkali-induced deamination of 5-methylcytosine and cytosine residues in DNA”. Biochimica et Biophysica Acta 697 (3): 371-7. DOI:10.1016/0167-4781(82)90101-4.

[8] Rudolf Jaenisch & Adrian Bird (2003). „Epigenetic regulation of gene expression: how the genome integrates intrinsic and environmental signals”. Nature Genetics 33: 245-254. DOI:10.1038/ng1089.

[9] Angela A Andersen, Barbara Panning (2003). „Epigeneticgeneregulation by noncoding RNAs”. Current Opinion in Cell Biology 15 (3): 281–289. DOI:10.1016/S0955-0674(03)00041-3.

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