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Boc-L-His(2-Thio)-OH
Chemical name: (S)-2-((tert-butoxycarbonyl)amino)-3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)propanoic acid // Synonyms: Boc-2-Thio-L-Histidine, Boc-His(2-Thio)-OH
- Product code:BAA4860
- CAS No.:89765-68-4
- Formula:C11H17N3O4S
- Molecular weight:287.33 g/mol
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description
An analogue of ergothioneine, which can be incorporated into peptides to increase the antioxidant capacity of the peptide.
references
Short protecting-group-free synthesis of 5-acetylsulfanyl-histidines in water: novel precursors of 5-sulfanyl-histidine and its analogues; Org. Biomol. Chem. 2016; 14: 10473-10480. https://doi.org/10.1039/C6OB01870J.
Improved synthesis of the super antioxidant, ergothioneine, and its biosynthetic pathway intermediates; P. L. Khonde, A. Jardine; Org. Biomol. Chem. 2015; 13: 1415-1419. https://doi.org/10.1039/C4OB02023E.
Cysteine as a suitable sulfur reagent for the protecting-group-free synthesis of sulfur-containing amino acids: biomimetic synthesis of L-ergothioneine in water; I. Erdelmeier, S. Daunay, R. Lebel, L. Farescour, J.-C. Yadan; Green Chem. 2012; 14: 2256-2265. https://doi.org/10.1039/C2GC35367A.
Role of 2-oxo and 2-thioxo modifications on the fragmentation reactions of histidine radical cation; Rapid Commun. Mass Spectrom. 2011; 25: 251-261.
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