1.02011-09-21 00:19:46 UTC2015-07-21 06:57:22 UTCFDB022797Cystathionine ketimineD-cystathionine ketimine and L-cystathionine ketimine enhance superoxide generation by human neutrophils in a different manner. D-Cystathionine Ketimine enhanced seryl phosphorylation of 16. 5-kDa protein in human neutrophils, while L-Cystathionine Ketimine enhanced tyrosyl phosphorylation of 45-kDa protein.(PMID: 10049498). Among the cystathionine metabolites, cystathionine ketimine and N-acetyl-S-(3-oxo-3-carboxy-n-propyl) cysteine (NAc-OCPC) significantly enhanced the N-formylmethionylleucylphenylalanine (fMLP)-induced superoxide generation, but cystathionine, NAc-cystathionine, and cyclothionine did not enhance the superoxide generation. Cystathionine ketimine and NAc-OCPC also enhanced superoxide generation induced by opsonized zymosan (OZ) but not that induced by arachidonic acid (AA) and phorbol 12-myristate 13-acetate (PMA). Superoxide generation induced by cystathionine ketimine and NAc-OCPC was inhibited by genistein, an inhibitor of tyrosine kinase, and was enhanced by 1-(5-isoquinoline sulfonyl)-2-methylpiperazine (H-7), an inhibitor of protein kinase C.(PMID: 10708546) [HMDB](5R)-2,5,6,7-tetrahydro-1,4-Thiazepine-3,5-dicarboxylic acidC7H9NO4S203.216203.025228471(5R)-2,5,6,7-tetrahydro-1,4-thiazepine-3,5-dicarboxylic acidcystathionine ketimine87254-95-3OC(=O)[C@H]1CCSCC(=N1)C(O)=OInChI=1S/C7H9NO4S/c9-6(10)4-1-2-13-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)/t4-/m1/s1XJUQJVUYGRTQGI-SCSAIBSYSA-N belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.Alpha amino acids and derivativesOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAliphatic heteromonocyclic compoundsAzacyclic compoundsCarbonyl compoundsCarboxylic acidsDialkylthioethersDicarboxylic acids and derivativesHydrocarbon derivativesKetiminesOrganic oxidesOrganopnictogen compoundsPropargyl-type 1,3-dipolar organic compoundsAliphatic heteromonocyclic compoundAlpha-amino acid or derivativesAzacycleCarbonyl groupCarboxylic acidDialkylthioetherDicarboxylic acid or derivativesHydrocarbon derivativeImineKetimineOrganic 1,3-dipolar compoundOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPropargyl-type 1,3-dipolar organic compoundThioetherSolidlogp-0.09logs-1.63solubility4.81e+00 g/llogp0.39pka_strongest_acidic3.24pka_strongest_basic-2.3iupac(5R)-2,5,6,7-tetrahydro-1,4-thiazepine-3,5-dicarboxylic acidaverage_mass203.216mono_mass203.025228471smilesOC(=O)[C@H]1CCSCC(=N1)C(O)=OformulaC7H9NO4SinchiInChI=1S/C7H9NO4S/c9-6(10)4-1-2-13-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)/t4-/m1/s1inchikeyXJUQJVUYGRTQGI-SCSAIBSYSA-Npolar_surface_area86.96refractivity46.2polarizability18.44rotatable_bond_count2acceptor_count5donor_count2physiological_charge-2formal_charge0Specdb::CMs22722Specdb::CMs38223Specdb::CMs174204Specdb::NmrOneD10022Specdb::NmrOneD10023Specdb::NmrOneD10024Specdb::NmrOneD10025Specdb::NmrOneD10026Specdb::NmrOneD10027Specdb::NmrOneD10028Specdb::NmrOneD10029Specdb::NmrOneD10030Specdb::NmrOneD10031Specdb::NmrOneD10032Specdb::NmrOneD10033Specdb::NmrOneD10034Specdb::NmrOneD10035Specdb::NmrOneD10036Specdb::NmrOneD10037Specdb::NmrOneD10038Specdb::NmrOneD10039Specdb::NmrOneD10040Specdb::NmrOneD10041Specdb::MsIr1526Specdb::MsIr1527Specdb::MsIr1528Specdb::MsMs51429Specdb::MsMs51430Specdb::MsMs51431Specdb::MsMs165873Specdb::MsMs165874Specdb::MsMs165875Specdb::MsMs2705420Specdb::MsMs2705421Specdb::MsMs2705422Specdb::MsMs3003142Specdb::MsMs3003143Specdb::MsMs3003144HMDB02015#<Reference:0x0000555674001228>#<Reference:0x0000555674001048>#<Reference:0x0000555674000e90>#<Reference:0x0000555674000c88>#<Reference:0x0000555674000ad0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823