2.02012-08-03 14:57:55 -06002015-09-13 12:56:16 -0600ECMDB21403M2MDB0017982-Aminoisobutyric acid2-Aminoisobutyric acid (or AIB) is a nonprotein amino acid that is found in certain antibiotics. It can be used as a nitrogen source by certain soil bacteria. AIB may also be produced as an end-product of pyrimidine metabolism. This compound has been identified in metabolomic experiments on E. coli.2-Amino-2-methylpropanoate2-Amino-2-methylpropanoic acid2-Aminoisobutyrate2-MethylalanineA-AminoisobutanoateA-Aminoisobutanoic acidA-AminoisobutyrateA-Aminoisobutyric acidA-MethylalanineAIBAlpha-AminoisobutanoateAlpha-Aminoisobutanoic acidAlpha-AminoisobutyrateAlpha-Aminoisobutyric acidAlpha-Methylalanineα-Aminoisobutanoateα-Aminoisobutanoic acidα-Aminoisobutyrateα-Aminoisobutyric acidα-MethylalanineC4H9NO2103.1198103.0633285372-amino-2-methylpropanoic acidα-aminoisobutyric acid62-57-7CC(C)(N)C(O)=OInChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)FUOOLUPWFVMBKG-UHFFFAOYSA-NSolidCytoplasmlogp-2.45logs0.51solubility3.37e+02 g/lmelting_point335 oClogp-2.4pka_strongest_acidic2.58pka_strongest_basic9.72iupac2-amino-2-methylpropanoic acidaverage_mass103.1198mono_mass103.063328537smilesCC(C)(N)C(O)=OformulaC4H9NO2inchiInChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)inchikeyFUOOLUPWFVMBKG-UHFFFAOYSA-Npolar_surface_area63.32refractivity25.21polarizability10.33rotatable_bond_count1acceptor_count3donor_count2physiological_charge0formal_charge0Specdb::CMs792Specdb::CMs952Specdb::CMs6982Specdb::CMs30420Specdb::CMs31374Specdb::CMs38181Specdb::CMs135483Specdb::CMs143217Specdb::NmrOneD1305Specdb::NmrOneD1794Specdb::NmrOneD9922Specdb::NmrOneD9923Specdb::NmrOneD9924Specdb::NmrOneD9925Specdb::NmrOneD9926Specdb::NmrOneD9927Specdb::NmrOneD9928Specdb::NmrOneD9929Specdb::NmrOneD9930Specdb::NmrOneD9931Specdb::NmrOneD9932Specdb::NmrOneD9933Specdb::NmrOneD9934Specdb::NmrOneD9935Specdb::NmrOneD9936Specdb::NmrOneD9937Specdb::NmrOneD9938Specdb::NmrOneD9939Specdb::NmrOneD9940Specdb::NmrOneD9941Specdb::NmrOneD166454Specdb::MsMs1825Specdb::MsMs1826Specdb::MsMs1827Specdb::MsMs5597Specdb::MsMs5598Specdb::MsMs5599Specdb::MsMs5600Specdb::MsMs5601Specdb::MsMs5602Specdb::MsMs5603Specdb::MsMs5605Specdb::MsMs5606Specdb::MsMs251034Specdb::MsMs251035Specdb::MsMs251036Specdb::MsMs270975Specdb::MsMs270976Specdb::MsMs270977Specdb::MsMs437156Specdb::MsMs437157Specdb::MsMs439123Specdb::MsMs440108Specdb::MsMs445581Specdb::MsMs445582Specdb::MsMs445583Specdb::NmrTwoD1734HMDB0190661195891C03665AIB2-Aminoisobutyric acidIshii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.17379776Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4.19212411Lucarelli C, Betto P, Ricciarello G, Grossi G: High-performance liquid chromatographic determination of L-3-(3,4-dihydroxyphenyl)-2-methylalanine (alpha-methyldopa) in human urine and plasma. J Chromatogr. 1991 Mar 22;541(1-2):285-96.2037651HARRIS H: Family studies on the urinary excretion of beta-aminoisobutyric acid. Ann Eugen. 1953 Jun;18(1):43-9.13058271CRUMPLER HR, DENT CE, HARRIS H, WESTALL RG: beta-Aminoisobutyric acid (alpha-methyl-beta-alanine); a new amino-acid obtained from human urine. Nature. 1951 Feb 24;167(4243):307-8.14806475http://hmdb.ca/system/metabolites/msds/000/001/497/original/HMDB01906.pdf?135846248948 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L GlucoBioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h10.8uM0.037 oCBW25113Stationary Phase, glucose limited432000Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.17379776