2.02012-05-31 14:23:59 -06002015-06-03 17:19:10 -0600ECMDB20034M2MDB0008832-(S-Glutathionyl)acetyl chloride2-(s-glutathionyl)acetyl chloride belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)(2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-Oxoethyl)sulfanyl-1-oxopropan-2-ylamino-5-oxopentanoate(2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-oxoethyl)sulfanyl-1-oxopropan-2-ylamino-5-oxopentanoic acid(2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-Oxoethyl)sulphanyl-1-oxopropan-2-ylamino-5-oxopentanoate(2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-Oxoethyl)sulphanyl-1-oxopropan-2-ylamino-5-oxopentanoic acidL-g-Glutamyl-S-(2-chloro-2-oxoethyl)-L-cysteinylglycineL-gamma-Glutamyl-S-(2-chloro-2-oxoethyl)-L-cysteinylglycineL-γ-Glutamyl-S-(2-chloro-2-oxoethyl)-L-cysteinylglycineC12H18ClN3O7S383.805383.055398342(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2-chloro-2-oxoethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acidC12H18clN3O7S[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=OInChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1QUWRSBQWJGCKIV-BQBZGAKWSA-NCytoplasmPeriplasmlogp-2.05logs-3.29solubility1.96e-01 g/llogp-3.2pka_strongest_acidic1.82pka_strongest_basic9.54iupac(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2-chloro-2-oxoethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acidaverage_mass383.805mono_mass383.055398342smiles[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=OformulaC12H18ClN3O7SinchiInChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1inchikeyQUWRSBQWJGCKIV-BQBZGAKWSA-Npolar_surface_area182.87refractivity84.9polarizability35.87rotatable_bond_count12acceptor_count10donor_count5physiological_charge-3formal_charge0glutathione metabolism IIIThe biosynthesis of glutathione starts with the introduction of L-glutamic acid through either a glutamate:sodium symporter, glutamate / aspartate : H+ symporter GltP or a
glutamate / aspartate ABC transporter. Once in the cytoplasm, L-glutamice acid reacts with L-cysteine through an ATP glutamate-cysteine ligase resulting in gamma-glutamylcysteine. This compound reacts which Glycine through an ATP driven glutathione synthetase thus catabolizing Glutathione.
This compound is metabolized through a spontaneous reaction with an oxidized glutaredoxin resulting in a reduced glutaredoxin and an oxidized glutathione. This compound is reduced by a NADPH glutathione reductase resulting in a glutathione.
PW002018MetabolicSpecdb::CMs34980Specdb::CMs48143Specdb::CMs151490Specdb::CMs151492Specdb::CMs151494Specdb::CMs151656Specdb::CMs279827Specdb::NmrOneD57372Specdb::NmrOneD57373Specdb::NmrOneD57374Specdb::NmrOneD57375Specdb::NmrOneD57376Specdb::NmrOneD57377Specdb::NmrOneD57378Specdb::NmrOneD57379Specdb::NmrOneD57380Specdb::NmrOneD57381Specdb::NmrOneD57382Specdb::NmrOneD57383Specdb::NmrOneD57384Specdb::NmrOneD57385Specdb::NmrOneD57386Specdb::NmrOneD57387Specdb::NmrOneD57388Specdb::NmrOneD57389Specdb::NmrOneD57390Specdb::NmrOneD57391Specdb::MsMs29141Specdb::MsMs29142Specdb::MsMs29143Specdb::MsMs35699Specdb::MsMs35700Specdb::MsMs35701Specdb::MsMs3225055Specdb::MsMs3225056Specdb::MsMs3225057Specdb::MsMs3225058Specdb::MsMs3225059Specdb::MsMs3225060010128368C14865Kanehisa, 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-D114.22080510Glutathione S-transferaseP0A9D2GST_ECOLIgsthttp://ecmdb.ca/proteins/P0A9D2.xmlGSH-dependent disulfide bond oxidoreductaseP77526yfcGhttp://ecmdb.ca/proteins/P77526.xml1,1-Dichloroethylene epoxide + Glutathione <> 2-(S-Glutathionyl)acetyl chloride + Hydrochloric acidR070922-(S-Glutathionyl)acetyl chloride + Glutathione <> 2-(S-Glutathionyl)acetyl glutathione + Hydrochloric acidR07094Glutathione + 2-(S-Glutathionyl)acetyl chloride > 2-(S-Glutathionyl)acetyl glutathione + Hydrochloric acidPW_R005816