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Fmoc-L-Cys(Allocam)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-((allyloxycarbonylamino)methy)-L-cysteine // Synonyms: Fmoc-Cys(Allocam)-OH, (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-((allyloxycarbonylamino)methylthio)propanoic acid
- Product code:FAA7610
- CAS No.:232953-09-2
- Formula:C23H24N2O6S
- Storage temperature:2-8°C
- Molecular weight:456.51 g/mol
from €190.00
description
A novel strategy for the on-resin construction of disulfides via Allocam-protected cysteines. This palladium-mediated approach is mild and yields in pure disulfide bridged peptides with no observation of reduced peptide intermediates or S-allylated products.
references
Direct Palladium-Mediated On-Resin Disulfide Formation from Allocam Protected Peptides; Thilini D. Kondasinghe, Hasina Y. Saraha, Samantha B. Odeesho, and Jennifer L. Stockdill; Org Biomol Chem. 2017; 15(14): 2914–2918. DOI:10.1039/c7ob00536a.
Allylic protection of thiols and cysteine: I: The allyloxycarbonylaminomethyl group; André Malanda Kimbonguila, Ahmed Merzouk, François Guibé, Albert Loffet; Tetrahedron 1999; 55(22): 6931-6944. DOI: org/10.1016/S0040-4020(99)00322-1.
AM Kimbonguila, A Merzouk, F Guibé, A Loffet.; Tetrahedron Lett 1994; 35: 9035– 9038.
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