S-Adenozil metionin

S-Adenozil metionin
	(2S)-2-Amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-il)-3,4-dihidroksioksolan-2-il]metil-metilsulfonio]butanoat
Drugi nazivi	S-Adenozil-L-metionin; ademetionin; AdoMet; SAM-e; SAMe
Identifikacija
CAS registarski broj	29908-03-0
PubChem	9865604
ChemSpider	8041295
MeSH	S-Adenosylmethionine
ChEMBL	CHEMBL24991
ATC code	A16AA02
Jmol-3D slike	Slika 1
SMILES
	O=C(O)C(N)CC[S+](C)C[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3O
InChI
	InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7?,8-,10-,11-,14-,27?/m1/s1 ; Kod: MEFKEPWMEQBLKI-YDBXVIPQSA-O InChI=1/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7?,8-,10-,11-,14-,27?/m1/s1; Kod: MEFKEPWMEQBLKI-NNGIMXIKBF
Svojstva
Molekulska formula	C15H22N6O5S
Molarna masa	398,44 g/mol
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

S-Adenozil metionin (ademetionin, AdoMet, SAM, SAMe, SAM-e) je kosupstrat koji učestvuje u trnasferu metil grupe. SAM je otkriven 1952.^[5] On se sastoji od adenozin trifosfata (ATP) i metionina koji su spojeni posredstvom metionin adenoziltransferaze. SAM se koristi pri transmetilaciji, transsulfuraciji, i aminopropilaciji. Mada se te anaboličke reakcije odvijaju širom tela, najveći deo SAM-a se proizvede i konzumira u jetri.^[5]

Metil grupa (CH₃) vezana za metioninski atom sumpora u SAM-u je hemijski reaktivna. To omogućava donaciju te grupe na akceptorski supstrat u reakcijama transmetilacije. Više od 40 metaboličkih reakcija obuhvata transfer metil grupe sa SAM-a na različite supstrate, kao što su nukleinske kiseline, proteini, lipidi i sekundarni metaboliti.

Reference

↑ 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
↑ 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
↑ ^5,0 ^5,1 Cantoni, GL (1952). „The Nature of the Active Methyl Donor Formed Enzymatically from L-Methionine and Adenosinetriphosphate”. J Am Chem Soc 74 (11): 2942–3. DOI:10.1021/ja01131a519.

Povezano

DNK metiltransferaza

Vanjske veze

Portal Hemija

Shippy, R Andrew; Mendez, Douglas; Jones, Kristina; Cergnul, Irene; Karpiak, Stephen E (2004). „S-adenosylmethionine (SAM-e) for the treatment of depression in people living with HIV/AIDS”. BMC Psychiatry 4: 38. DOI:10.1186/1471-244X-4-38. PMC 535560. PMID 15538952.
About.com SAM-e Resource Index at About.com
List of known SAM-e drug interactions and precautions in use at University of Maryland, Baltimore Medical Centers

[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] 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

[cantoni1952-5] 5,0 ^5,1 Cantoni, GL (1952). „The Nature of the Active Methyl Donor Formed Enzymatically from L-Methionine and Adenosinetriphosphate”. J Am Chem Soc 74 (11): 2942–3. DOI:10.1021/ja01131a519.

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