2.0 2015-09-08 17:49:57 -0600 2015-09-08 17:49:57 -0600 ECMDB24186 M2MDB006303 a sulfurated [sulfur carrier] a Sulphurated [sulphur carrier] C2H6 30.069 30.046950192 ethane ethane CC InChI=1S/C2H6/c1-2/h1-2H3 OTMSDBZUPAUEDD-UHFFFAOYSA-N logp 1.44 ALOGPS logs 0.38 ALOGPS solubility 7.26e+01 g/l ALOGPS logp 1.35 ChemAxon iupac ethane ChemAxon average_mass 30.069 ChemAxon mono_mass 30.046950192 ChemAxon smiles CC ChemAxon formula C2H6 ChemAxon inchi InChI=1S/C2H6/c1-2/h1-2H3 ChemAxon inchikey OTMSDBZUPAUEDD-UHFFFAOYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 11 ChemAxon polarizability 4.46 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Biotin metabolism Biotin (vitamin H or vitamin B7) is the essential cofactor of biotin-dependent carboxylases, such as pyruvate carboxylase and acetyl-CoA carboxylase.In E. coli and many organisms, pimelate thioester is derived from malonyl-ACP. The pathway starts with a malonyl-[acp] interacting with S-adenosylmethionine through a biotin synthesis protein BioC resulting in a S-adenosylhomocysteine and a malonyl-[acp] methyl ester. The latter compound is then involved in the synthesis of a 3-ketoglutaryl-[acp] methyl ester through a 3-oxoacyl-[acyl-carrier-protein] synthase. The compound 3-ketoglutaryl-[acp] methyl ester is reduced by a NADPH mediated 3-oxoacyl-[acyl-carrier-protein] reductase resulting in a 3R-hydroxyglutaryl-[acp] methyl ester. This compound is then dehydrated through ad (3R)-hydroxymyristoyl-[acp] dehydratase producing a enoylglutaryl-[acp] methyl ester. This compound is then reduced through a NADPH mediated enoyl-acp-reductase [NADH] resulting in a glutaryl-[acp] methyl ester. This compound interacts with a malonyl-[acp] through a 3-oxoacyl-[acp] synthase 2 resulting in a 3-ketopimeloyl [acp] methyl ester. This compound is then reduced through a NADPH 3-oxoacyl [acp] reductase producing a 3-hydroxypimeloyl-[acp] methyl ester and then dehydrated by (3R)-hydroxymyristoyl-[acp] dehydratase to produce a enoylpimeloyl-[acp] methyl ester. This compound is then reduced by a NADPH dependent enoyl-[acp]reductase resulting in a pimeloyl-[acp] methyl ester. This compound then reacts with water through a carboxylesterase resulting in a pimeloyl-[acp] and a methanol. The pimeloyl-acp reacts with L-alanine through a 8-amino-7-oxononanoate synthase resulting in 8-amino-7-oxononanoate which in turn reacts with S-adenosylmethionine through a 7,8 diaminonanoate transaminase resulting in a S-adenosyl-4-methylthio-2-oxobutanoate and 7,8 diaminononanoate. The latter compound is then dephosphorylated through a dethiobiotin synthetase resulting in a dethiobiotin. This compound interacts with a sulfurated[sulfur carrier), a hydrogen ion and a S-adenosylmethionine through a biotin synthase to produce Biotin and releasing l-methionine and a 5-deoxyadenosine. Biotin is then metabolized by a bifunctional protein resulting in pyrophosphate and Biotinyl-5-AMP which in turn reacts with the same protein (bifunctional protein birA resulting ina biotin caroxyl carrying protein.This product then enters the fatty acid biosynthesis. PW000762 ec00780 Metabolic Specdb::CMs 132177 Specdb::CMs 139911 Specdb::NmrOneD 330782 Specdb::NmrOneD 330783 Specdb::NmrOneD 330784 Specdb::NmrOneD 330785 Specdb::NmrOneD 330786 Specdb::NmrOneD 330787 Specdb::NmrOneD 330788 Specdb::NmrOneD 330789 Specdb::NmrOneD 330790 Specdb::NmrOneD 330791 Specdb::NmrOneD 330792 Specdb::NmrOneD 330793 Specdb::NmrOneD 330794 Specdb::NmrOneD 330795 Specdb::NmrOneD 330796 Specdb::NmrOneD 330797 Specdb::NmrOneD 330798 Specdb::NmrOneD 330799 Specdb::NmrOneD 330800 Specdb::NmrOneD 330801 Specdb::MsMs 29717 Specdb::MsMs 29718 Specdb::MsMs 29719 Specdb::MsMs 36275 Specdb::MsMs 36276 Specdb::MsMs 36277 Specdb::MsMs 2445139 Specdb::MsMs 2445140 Specdb::MsMs 2445141 Specdb::MsMs 2516745 Specdb::MsMs 2516746 Specdb::MsMs 2516747 Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI bioA http://ecmdb.ca/proteins/P12995.xml Biotin synthase P12996 BIOB_ECOLI bioB http://ecmdb.ca/proteins/P12996.xml 8-amino-7-oxononanoate synthase P12998 BIOF_ECOLI bioF http://ecmdb.ca/proteins/P12998.xml a sulfurated [sulfur carrier] + L-Alanine + L-Alanine > 8-Amino-7-oxononanoate + Coenzyme A + Carbon dioxide PW_R002496 8-Amino-7-oxononanoate + S-adenosyl-L-methionine > a sulfurated [sulfur carrier] + 7,8-Diaminononanoate + 7,8-Diaminononanoate PW_R002497 Dethiobiotin + 2 S-adenosyl-L-methionine + 2 Hydrogen ion + a sulfurated [sulfur carrier] > Biotin +2 L-Methionine +2 5'-Deoxyadenosine PW_R002499