2.02012-05-31 13:58:54 -06002015-09-13 12:56:13 -0600ECMDB03406M2MDB000497D-SerineSerine is important in metabolism in that it participates in the biosynthesis of purines and pyrimidines. It is the precursor to several amino acids including glycine and cysteine, and tryptophan in bacteria. It is also the precursor to numerous of other metabolites, including sphingolipids and folate, which is the principal donor of one-carbon fragments in biosynthesis. Serine dehydratase is an enzyme that converts serine to pyruvate.(2R)-2-amino-3-hydroxypropanoate(2R)-2-amino-3-hydroxypropanoic acid(R)-2-amino-3-hydroxypropanoate(R)-2-amino-3-hydroxypropanoic acidD-SerD-SerinDL-SerineDSNSerine D-formC3H7NO3105.0926105.042593095(2R)-2-amino-3-hydroxypropanoic acidD-serine312-84-5N[C@H](CO)C(O)=OInChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1MTCFGRXMJLQNBG-UWTATZPHSA-NSolidCytosolExtra-organismPeriplasmlogp-3.42logs0.66solubility4.80e+02 g/lmelting_point229 oClogp-3.9pka_strongest_acidic2.03pka_strongest_basic8.93iupac(2R)-2-amino-3-hydroxypropanoic acidaverage_mass105.0926mono_mass105.042593095smilesN[C@H](CO)C(O)=OformulaC3H7NO3inchiInChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1inchikeyMTCFGRXMJLQNBG-UWTATZPHSA-Npolar_surface_area83.55refractivity22.04polarizability9.39rotatable_bond_count2acceptor_count4donor_count3physiological_charge0formal_charge0Glycine, serine and threonine metabolismec00260Methane metabolismec00680Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100D-serine degradationThe degradation of D-serine begins with the transport of D-serine into the cytosol through a cycA. Once in the cytosol D-serine reacts with ammonia-lyase resulting in the release of a hydrogen ion, water and a 2-aminoprop-2-enoate. This compound in turn reacts spontaneously to produces 2-iminipropanoate. This compound in turn reacts with water and hydrogen ion spontaneously resulting in the release of ammonium and apyruvate.PW002101MetabolicD-serine degradationPWY0-1535Specdb::CMs2447Specdb::CMs38591Specdb::CMs166908Specdb::NmrOneD1963Specdb::NmrOneD21682Specdb::NmrOneD21683Specdb::NmrOneD21684Specdb::NmrOneD21685Specdb::NmrOneD21686Specdb::NmrOneD21687Specdb::NmrOneD21688Specdb::NmrOneD21689Specdb::NmrOneD21690Specdb::NmrOneD21691Specdb::NmrOneD21692Specdb::NmrOneD21693Specdb::NmrOneD21694Specdb::NmrOneD21695Specdb::NmrOneD21696Specdb::NmrOneD21697Specdb::NmrOneD21698Specdb::NmrOneD21699Specdb::NmrOneD21700Specdb::NmrOneD21701Specdb::MsMs2283Specdb::MsMs2284Specdb::MsMs2285Specdb::MsMs180477Specdb::MsMs180478Specdb::MsMs180479Specdb::MsMs2962509Specdb::MsMs2962510Specdb::MsMs2962511Specdb::MsMs178161Specdb::MsMs178162Specdb::MsMs178163Specdb::MsMs2716473Specdb::MsMs2716474Specdb::MsMs2716475Specdb::NmrTwoD1098Specdb::NmrTwoD1898HMDB034067107764231C0074016523D-SERINEDSNDSNKeseler, I. 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Faming Zhuanli Shenqing Gongkai Shuomingshu (2006), 4pp.http://hmdb.ca/system/metabolites/msds/000/002/987/original/HMDB03406.pdf?1358894051D-serine dehydrataseP00926SDHD_ECOLIdsdAhttp://ecmdb.ca/proteins/P00926.xmlNADP-dependent L-serine/L-allo-threonine dehydrogenase ydfGP39831YDFG_ECOLIydfGhttp://ecmdb.ca/proteins/P39831.xmlUncharacterized amino-acid ABC transporter ATP-binding protein yecCP37774YECC_ECOLIyecChttp://ecmdb.ca/proteins/P37774.xmlInner membrane amino-acid ABC transporter permease protein yecSP0AFT2YECS_ECOLIyecShttp://ecmdb.ca/proteins/P0AFT2.xmlDsdX permeaseP08555DSDX_ECOLIdsdXhttp://ecmdb.ca/proteins/P08555.xmlSerine transporterP0AAD6SDAC_ECOLIsdaChttp://ecmdb.ca/proteins/P0AAD6.xmlThreonine/serine transporter tdcCP0AAD8TDCC_ECOLItdcChttp://ecmdb.ca/proteins/P0AAD8.xmlD-serine/D-alanine/glycine transporterP0AAE0CYCA_ECOLIcycAhttp://ecmdb.ca/proteins/P0AAE0.xmlSerine/threonine transporter sstTP0AGE4SSTT_ECOLIsstThttp://ecmdb.ca/proteins/P0AGE4.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlNADP + D-Serine <> 2-Aminomalonate semialdehyde + Hydrogen ion + NADPHD-Serine > Ammonium + Pyruvic acidD-Serine <> Pyruvic acid + AmmoniaR00221D-Serine > Hydrogen ion + Pyruvic acid + AmmoniaR00221DSERDEAM-RXND-Serine > Pyruvic acid + AmmoniaD-Serine + 2-Aminoacrylic acid + 2-Iminopropanoate + Water <> Pyruvic acid + AmmoniaR00221 Phosphoserine + O-Phospho-D-serine + Water <> L-Serine + D-Serine + PhosphateR00582 R02853 D-Serine > Water + Hydrogen ion + 2-Aminoacrylic acidPW_R006128D-Serine <> Pyruvic acid + Ammonia