Ophthalmic acid
From Infogalactic: the planetary knowledge core
Stereo, skeletal formula of ophthalmic acid | |
Names | |
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IUPAC name
(N-(L-γ-glutamyl)-(2S)-2-aminobutyryl)-glycine
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Identifiers | |
495-27-2 | |
ChEBI | CHEBI:84058 |
ChemSpider | 5381695 |
Jmol 3D model | Interactive image |
MeSH | ophthalmic+acid |
PubChem | 7018721 |
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Properties | |
C11H19N3O6 | |
Molar mass | 289.29 g·mol−1 |
Appearance | Colorless crystals |
Related compounds | |
Related alkanoic acids
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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verify (what is ?) | |
Infobox references | |
Ophthalmic acid, also known as ophthalmate (chemically L-γ-glutamyl-L-α-aminobutyrylglycine), is a tripeptide analogue of glutathione in which the cysteine group is replaced by L-2-aminobutyrate. It was first discovered and isolated from calf lens.[2]
Biosynthesis
Recent 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]
References
- ↑ Ophthalmic acid
- ↑ Waley SG; Biochem. J. 64, 715 (1956).
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
See also
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