2.0 2012-05-31 13:58:08 -0600 2015-09-13 12:56:12 -0600 ECMDB03224 M2MDB000483 Deoxyribose Deoxyribose is an aldopentose, a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It is derived from the pentose sugar ribose by the replacement of the hydroxyl group at the 2 position with hydrogen, leading to the net loss of an oxygen atom, and has chemical formula C5H10O4. In deoxyribose, the carbon furthest from the attached carbon is stripped of the oxygen atom in what would be a hydroxyl group in ribose. The common base adenine (a purine derivative) coupled to deoxyribose is called deoxyadenosine. The 5-triphosphate derivative of adenosine, commonly called adenosine triphosphate (ATP) is an important energy transport molecule in cells. (Wikipedia) 2'-Deoxy-D-ribose 2-Deoxy-D-ribose 2-Deoxyribose Deoxyribose C5H10O4 134.1305 134.057908808 (2S,4R,5S)-5-(hydroxymethyl)oxolane-2,4-diol 2-deoxyribose 533-67-5 OC[C@@H]1O[C@H](O)C[C@H]1O InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5+/m1/s1 PDWIQYODPROSQH-WISUUJSJSA-N Solid Cytoplasm Periplasm logp -2.06 ALOGPS logs 0.89 ALOGPS solubility 1.05e+03 g/l ALOGPS melting_point 91 oC logp -1.4 ChemAxon pka_strongest_acidic 12.36 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,4R,5S)-5-(hydroxymethyl)oxolane-2,4-diol ChemAxon average_mass 134.1305 ChemAxon mono_mass 134.057908808 ChemAxon smiles OC[C@@H]1O[C@H](O)C[C@H]1O ChemAxon formula C5H10O4 ChemAxon inchi InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5+/m1/s1 ChemAxon inchikey PDWIQYODPROSQH-WISUUJSJSA-N ChemAxon polar_surface_area 69.92 ChemAxon refractivity 28.45 ChemAxon polarizability 12.67 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Pentose phosphate pathway ec00030 Specdb::CMs 14157 Specdb::CMs 38547 Specdb::CMs 130681 Specdb::CMs 138415 Specdb::NmrOneD 135380 Specdb::NmrOneD 135381 Specdb::NmrOneD 135382 Specdb::NmrOneD 135383 Specdb::NmrOneD 135384 Specdb::NmrOneD 135385 Specdb::NmrOneD 135386 Specdb::NmrOneD 135387 Specdb::NmrOneD 135388 Specdb::NmrOneD 135389 Specdb::NmrOneD 135390 Specdb::NmrOneD 135391 Specdb::NmrOneD 135392 Specdb::NmrOneD 135393 Specdb::NmrOneD 135394 Specdb::NmrOneD 135395 Specdb::NmrOneD 135396 Specdb::NmrOneD 135397 Specdb::NmrOneD 135398 Specdb::NmrOneD 135399 Specdb::MsMs 23720 Specdb::MsMs 23721 Specdb::MsMs 23722 Specdb::MsMs 30518 Specdb::MsMs 30519 Specdb::MsMs 30520 Specdb::MsMs 2471742 Specdb::MsMs 2471743 Specdb::MsMs 2471744 Specdb::MsMs 2494151 Specdb::MsMs 2494152 Specdb::MsMs 2494153 HMDB03224 10786 17216222 C01801 28816 2-DEOXYRIBOSE Deoxyribose Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Formichi P, Radi E, Battisti C, Tarquini E, Leonini A, Di Stefano A, Federico A: Human fibroblasts undergo oxidative stress-induced apoptosis without internucleosomal DNA fragmentation. J Cell Physiol. 2006 Aug;208(2):289-97. 16646085 Lapenna D, Ciofani G, Festi D, Neri M, Pierdomenico SD, Giamberardino MA, Cuccurullo F: Antioxidant properties of ursodeoxycholic acid. Biochem Pharmacol. 2002 Dec 1;64(11):1661-7. 12429355 Gutteridge JM, Quinlan GJ: Antioxidant protection against organic and inorganic oxygen radicals by normal human plasma: the important primary role for iron-binding and iron-oxidising proteins. Biochim Biophys Acta. 1993 Feb 13;1156(2):144-50. 8427873 Truscott RJ, Halpern B, Hammond J, Hunt S, Cotton RG, Haan EA, Danks DM: Abnormal deoxyribose metabolites in the urine of a child with a possible new inborn error of metabolism. Biomed Mass Spectrom. 1979 Oct;6(10):453-9. 526564 Gutteridge JM, Quinlan GJ: Antioxidant protection against organic and inorganic oxygen radicals by normal human plasma: the important primary role for iron-binding and iron-oxidising proteins. Biochim Biophys Acta. 1992 Oct 20;1159(3):248-54. 1327159 Chappel A, Scholem RD, Brown GK, Truscott RM, Cotton RG, Haan EA, Danks DM: Deoxyribose-5-phosphate aldolase deficiency--a harmless inborn error of metabolism. J Inherit Metab Dis. 1983;6(3):105-7. 6422138 http://hmdb.ca/system/metabolites/msds/000/002/807/original/HMDB03224.pdf?1358461358 Ribokinase P0A9J6 RBSK_ECOLI rbsK http://ecmdb.ca/proteins/P0A9J6.xml Sugar efflux transporter C P31436 SETC_ECOLI setC http://ecmdb.ca/proteins/P31436.xml Deoxyribose 5-phosphate + ADP <> Deoxyribose + Adenosine triphosphate R02750