2.0 2012-05-31 14:08:08 -0600 2015-06-03 15:54:51 -0600 ECMDB06343 M2MDB000666 Selenocystathionine Selenocystathionine is formed from selenohomocysteine by the enzyme cystathionine beta-synthase (EC 4.2.1.22), as a by-product of cystathionine synthesis. It is an intermediate in selenoamine acid metabolism. 2-Amino-4-((2-amino-2-carboxyethyl)seleno)-Butanoate 2-Amino-4-((2-amino-2-carboxyethyl)seleno)-Butanoic acid 2-Amino-4-((2-amino-2-carboxyethyl)seleno)butanoate 2-Amino-4-((2-amino-2-carboxyethyl)seleno)butanoic acid Selenate Selenic acid Selenocystathionine C7H14N2O4Se 269.16 270.011878774 2-amino-4-[(2-amino-2-carboxyethyl)selanyl]butanoic acid selenocystathionine 2196-58-9 NC(CC[Se]CC(N)C(O)=O)C(O)=O InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13) ZNWYDQPOUQRDLY-UHFFFAOYSA-N Solid Cytosol Extra-organism Periplasm logp -3.99 ALOGPS logs -0.49 ALOGPS solubility 8.68e+01 g/l ALOGPS melting_point 58 oC logp -7.4 ChemAxon pka_strongest_acidic 1.2 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac 2-amino-4-[(2-amino-2-carboxyethyl)selanyl]butanoic acid ChemAxon average_mass 269.16 ChemAxon mono_mass 270.011878774 ChemAxon smiles NC(CC[Se]CC(N)C(O)=O)C(O)=O ChemAxon formula C7H14N2O4Se ChemAxon inchi InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13) ChemAxon inchikey ZNWYDQPOUQRDLY-UHFFFAOYSA-N ChemAxon polar_surface_area 126.64 ChemAxon refractivity 56.89 ChemAxon polarizability 21.05 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Selenoamino acid metabolism ec00450 Specdb::CMs 3091 Specdb::CMs 39004 Specdb::NmrOneD 255968 Specdb::NmrOneD 255969 Specdb::NmrOneD 255970 Specdb::NmrOneD 255971 Specdb::NmrOneD 255972 Specdb::NmrOneD 255973 Specdb::NmrOneD 255974 Specdb::NmrOneD 255975 Specdb::NmrOneD 255976 Specdb::NmrOneD 255977 Specdb::NmrOneD 255978 Specdb::NmrOneD 255979 Specdb::NmrOneD 255980 Specdb::NmrOneD 255981 Specdb::NmrOneD 255982 Specdb::NmrOneD 255983 Specdb::NmrOneD 255984 Specdb::NmrOneD 255985 Specdb::NmrOneD 255986 Specdb::NmrOneD 255987 Specdb::MsMs 25370 Specdb::MsMs 25371 Specdb::MsMs 25372 Specdb::MsMs 31928 Specdb::MsMs 31929 Specdb::MsMs 31930 HMDB06343 98223 88693 C05699 18170 Neuhierl, B., Thanbichler, M., Lottspeich, F., Bock, A. (1999). "A family of S-methylmethionine-dependent thiol/selenol methyltransferases. Role in selenium tolerance and evolutionary relation." J Biol Chem 274:5407-5414. 10026151 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 Esaki N, Nakamura T, Tanaka H, Suzuki T, Morino Y, Soda K: Enzymatic synthesis of selenocysteine in rat liver. Biochemistry. 1981 Jul 21;20(15):4492-6. 6456763 Freeman JL, Zhang LH, Marcus MA, Fakra S, McGrath SP, Pilon-Smits EA: Spatial imaging, speciation, and quantification of selenium in the hyperaccumulator plants Astragalus bisulcatus and Stanleya pinnata. Plant Physiol. 2006 Sep;142(1):124-34. Epub 2006 Aug 18. 16920881 Cystathionine gamma-synthase P00935 METB_ECOLI metB http://ecmdb.ca/proteins/P00935.xml Cystathionine beta-lyase metC P06721 METC_ECOLI metC http://ecmdb.ca/proteins/P06721.xml Probable anaerobic dimethyl sulfoxide reductase chain ynfG P0AAJ1 YNFG_ECOLI ynfG http://ecmdb.ca/proteins/P0AAJ1.xml Sulfate/thiosulfate import ATP-binding protein cysA P16676 CYSA_ECOLI cysA http://ecmdb.ca/proteins/P16676.xml Protein malY P23256 MALY_ECOLI malY http://ecmdb.ca/proteins/P23256.xml Putative dimethyl sulfoxide reductase chain ynfE P77374 YNFE_ECOLI ynfE http://ecmdb.ca/proteins/P77374.xml Probable dimethyl sulfoxide reductase chain ynfF P77783 YNFF_ECOLI ynfF http://ecmdb.ca/proteins/P77783.xml Sulfate transport system permease protein cysW P0AEB0 CYSW_ECOLI cysW http://ecmdb.ca/proteins/P0AEB0.xml Sulfate transport system permease protein cysT P16701 CYST_ECOLI cysU http://ecmdb.ca/proteins/P16701.xml Thiosulfate-binding protein P16700 CYSP_ECOLI cysP http://ecmdb.ca/proteins/P16700.xml Anaerobic dimethyl sulfoxide reductase chain ynfH P76173 YNFH_ECOLI ynfH http://ecmdb.ca/proteins/P76173.xml Sulfate/thiosulfate import ATP-binding protein cysA P16676 CYSA_ECOLI cysA http://ecmdb.ca/proteins/P16676.xml Sulfate transport system permease protein cysW P0AEB0 CYSW_ECOLI cysW http://ecmdb.ca/proteins/P0AEB0.xml Sulfate transport system permease protein cysT P16701 CYST_ECOLI cysU http://ecmdb.ca/proteins/P16701.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Thiosulfate-binding protein P16700 CYSP_ECOLI cysP http://ecmdb.ca/proteins/P16700.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Menaquinol 8 + Selenocystathionine > Water + Menaquinone 8 + Selenite Selenocystathionine + Water <> Selenohomocysteine + Ammonia + Pyruvic acid R04941 O-Phosphorylhomoserine + Selenocysteine <> Selenocystathionine + Phosphate R04944 o-acetyl-l-homoserine + Selenocysteine <> Selenocystathionine + Acetic acid R04945 O-Succinyl-L-homoserine + Selenocysteine <> Selenocystathionine + Succinic acid R04946