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Chemical name: 3-(Fmoc-amino)-4-(Alloc-amino)-benzoic acid // Synonyms: 4-Allyloxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-benzoic acid, 3-Fmoc-4-Alloc-diaminobenzoic acid
|Molecular weight:||458,46 g/mol|
Typically, 3,4-diaminobenzoid acid (Dbz) is used for the efficient synthesis of peptide thioesters by Fmoc chemistry solid phase peptide synthesis. Optionally, a solubility tag can be attached to the C-terminus. Orthogonal allyl-oxycarbonyl (Alloc) protection of the free amine prevents the formation of over-acylation side-products which are otherwise observed using the typical Dawson reagent.
A reversible protection strategy to improve Fmoc-SPPS of peptide thioesters by the N-Acylurea approach; S. K. Mahto, C. J. Howard, J. C. Shimko, J. J. Ottesen; Chembiochem 2011; 4: 2488-94. https://doi.org/10.1002/cbic.201100472.
Total chemical synthesis of SUMO-2-Lys63-linked diubiquitin hybrid chains assisted by removable solubilizing tags; S. Bondalapati, E. Eid, S. M. Mali, C. Wolberger, A. Brik; Chem. Sci. 2017; 8: 4027-4034. https://doi.org/10.1039/c7sc00488e.
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