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Fmoc-Dbz(o-Boc)-OH

Chemical name: 3-(Fmoc-amino)-4-(Boc-amino)-benzoic acid // Synonyms: 4-tert-Butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-benzoic acid, 3-Fmoc-4-Boc-diaminobenzoic acid

Product code:FAA3167
CAS No.:1823479-63-5
Formula:C27H26N2O6
Molecular weight:474,51 g/mol
Grouped product items
Qty Packing unit Price SKU
1 g
$405.00
FAA3167.0001
5 g
$1,620.00
FAA3167.0005
description

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. Protection of the free amine is required to prevent over-acylation observed using the typical Dawson reagent. In addition, Boc-protection of the ortho-amine prevents formation of undesired side-products, e.g. benzimidazolinone formation, which might be observed for other types of protecting groups.


references

Benzimidazolinone-Free Peptide o-Aminoanilides for Chemical Protein Synthesis; J. Mannuthodikayil, S. Singh, A. Biswas, A. Kar, W. Tabassum, P. Vydyam, M. K. Bhattacharyya, and K. Mandal; Org. Lett. 2019; 21: 9040-9044. https://doi.org/10.1021/acs.orglett.9b03440.

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