| 词条 | Ophthalmic acid |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | Reference = [1] | verifiedrevid = 458635907 | ImageFile = Ophthalmic acid.png | ImageFile_Ref = {{chemboximage|correct|??}} | ImageName = Stereo, skeletal formula of ophthalmic acid | IUPACName = (N-(L-γ-Glutamyl)-(2S)-2-aminobutyryl)glycine |Section1={{Chembox Identifiers | CASNo = 495-27-2 | CASNo_Ref = {{cascite|changed|??}} | PubChem = 7018721 | ChemSpiderID = 5381695 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 84058 | MeSHName = ophthalmic+acid | SMILES = CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O | SMILES2 = | StdInChI = 1S/C11H19N3O6/c1-2-7(10(18)13-5-9(16)17)14-8(15)4-3-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = JCMUOFQHZLPHQP-BQBZGAKWSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |Section2={{Chembox Properties | C=11 | N=3 | H=19 | O=6 | Appearance = Colorless crystals |Section3={{Chembox Related | OtherFunction_label = alkanoic acids | OtherFunction = {{unbulleted list|N-Acetylaspartylglutamic acid|Glycylglycine|α-Aminobutyric acid}} | OtherCompounds = }}Ophthalmic acid, also known as ophthalmate (chemically L-γ-glutamyl-L-α-aminobutyrylglycine), is a tripeptide analog of glutathione in which the cysteine group is replaced by L-2-aminobutyrate. It was first discovered and isolated from calf lens.[2] BiosynthesisRecent studies have shown that the ophthalmate can be biologically synthesized from 2-amino butyric acid through consecutive reactions with gamma-glutamylcysteine synthetase and glutathione synthetase. So the ophthalmic acid could be used as a biomarker in oxidative stress where the depletion of glutathione takes place.[3] See also
References1. ^Ophthalmic acid 2. ^Waley SG; Biochem. J. 64, 715 (1956) 3. ^{{cite journal|author1=Tomoyoshi Soga |author2=Richard Baran |author3=Makoto Suematsu |author4=Yuki Ueno |author5=Satsuki Ikeda |author6=Tadayuki Sakurakawa |author7=Yuji Kakazu |author8=Takamasa Ishikawa |author9=Martin Robert |author10=Takaaki Nishioka |author11=Masaru Tomita |last-author-amp=yes | date=June 2006 | title = Differential Metabolomics Reveals Ophthalmic Acid as an Oxidative Stress Biomarker Indicating Hepatic Glutathione Consumption| journal = Journal of Biological Chemistry| volume = 281| issue = 24| pages = 16768–16776| doi = 10.1074/jbc.M601876200| accessdate =| pmid = 16608839 }} 1 : Peptides |
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