Fosforibozilaminoimidazolsukcinokarboksamid

{{Chembox-lat | Verifiedfields = | verifiedrevid = 464385050 | ImageFile = SAICAR.png | ImageFile_Ref = | ImageSize = 244 | ImageName = Stereo structural formula of SAICAR ((2S)-2-formamido, (2R,3R,4S5R)-3,4-dihydroxy-5-oxolan-2-yl) | IUPACName = SAICAR | SystematicName = 2-[(5-Amino-13,4-dihidroksi-5-[(fosfonooksi)metil]oksolan-2-il1H-imidazol-4-il)formamido]butandionska kiselina | OtherNames = 2-[(5-Amino-1-{3,4-dihidroksi-5-[(fosfonooksi)metil]oksolan-2-il}imidazol-4-il)formamido]butanedionska kiselina | Section1 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Identifikacija

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CAS broj

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3031-95-6 (2S)-2-formamido, (2R,3R,4S5R)-3,4-dihidroksi-5-oksolan-2-ill^Y

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3D model (Jmol)

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interaktivna slika

|- | 3DMet | B04963 |-

| ChEBI

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CHEBI:18319^Y

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| ChemSpider

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956^Y
389419 (2R,3R,4S5R)-3,4-dihidroksi-5-oksolan-2-il^Y
141175 (2S)-2-formamido, (2R,3R,4S5R)-3,4-dihidroksi-5-oksolan-2-il^Y
5290480 (2S)-2-formamido, (2R,3S,4S5R)-3,4-dihidroksi-5-oksolan-2-il^Y

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| KEGG^[1]

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C04823^Y

|- | MeSH | SAICAR |-

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PubChem^[2]^[3] C ID

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981
440498 (2R,3R,4S5R)-3,4-dihidroksi-5-oksolan-2-il
160666 (2S)-2-formamido, (2R,3R,4S5R)-3,4-dihidroksi-5-oksolan-2-il
6914598 (2S)-2-formamido, (2R,3S,4S5R)-3,4-dihidroksi-5-oksolan-2-il

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SMILES

NC1=C(N=CN1C1OC(COP(O)(O)=O)C(O)C1O)C(=O)NC(CC(O)=O)C(O)=O

|- | Section2 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Svojstva

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Hemijska formula

| C₁₃H₁₉N₄O₁₂P

|- | Molarna masa

| 454,28 g·mol⁻¹

|- }} Fosforibozilaminoimidazolsukcinokarboksamid (SAICAR) je intermedijer pri formiranju purina. Konverzija molekula ATP, L-aspartat, i 5-aminoimidazol-4-karboksiribonukleotid (CAIR) u 5-aminoimidazol-4-(N-sukcinilkarboksamid) ribonukleotid, ADP, i fosfat posredstvom enzima fosforibozilaminoimidazolsukcinokarboksamid sintaza (SAICAR sintetaza) predstavlja osmi korak u de novo biosintezi purinskih nukleotida.^[4]

Reference

^ 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.
^ 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.
^ Scott W. Nelson; Daniel J. Binkowski; Richard B. Honzatko & Herbert J. Fromm (2005). „Mechanism of Action of Escherichia coli Phosphoribosylaminoimidazolesuccinocarboxamide Synthetase”. Biochemistry. 44: 766—774. doi:10.1021/bi048191w.

Literatura

David L. Nelson; Michael M. Cox (2005). Principles of Biochemistry (IV изд.). New York: W. H. Freeman. ISBN 0-7167-4339-6.
Donald Voet; Judith G. Voet (2005). Biochemistry (3 изд.). Wiley. ISBN 9780471193500.

Spoljašnje veze

[1] 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.

[2] 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

[3] 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.

[4] Scott W. Nelson; Daniel J. Binkowski; Richard B. Honzatko & Herbert J. Fromm (2005). „Mechanism of Action of Escherichia coli Phosphoribosylaminoimidazolesuccinocarboxamide Synthetase”. Biochemistry. 44: 766—774. doi:10.1021/bi048191w.

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