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Fmoc-L-Dab(Boc-Cys(Trt))-OH
Chemical name: (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-((R)-2-((tert-butoxycarbonyl)amino)-3-(tritylthio)propanamido)butanoic acid // Synonyms: Fmoc-Dab(Boc-Cys(Trt))-OH
- Product code:FAA9325
- CAS No.:2968514-52-3
- Formula:C46H47N3O7S
- Storage temperature:2-8°C
- Molecular weight:785.96 g/mol
from €450.00
description
Bicyclic peptides have high potential as next generation pharmaceuticals, e.g., to disrupt the difficult to target interactions between proteins. For controlled cyclization, selective reactivities are required. Our 1,2-aminothiol and 1,3-thiazole building blocks yield the ideal combination for this purpose, and, in addition, are compatible with SPPS. Besides, when used N-terminally, 1,2-aminothiols are useful for connecting peptide fragments by native chemical ligation (NCL).
references
A biocompatible stapling reaction for in situ generation of constrained peptides; R. Morewood, C. Nitsche; Chem. Sci. 2021; 12: 669-674. https://doi.org/10.1039/D0SC05125J
Platform for Orthogonal N-Cysteine-Specific Protein Modification Enabled by Cyclopropenone Reagents; A. Istrate, M. Geeson, C. Navo, B. Sousa, M. Marques, R. Taylor, T. Journeaux, S. Oehler, M. Mortensen, M. Deery, A. Bond, F. Corzana, G. Jiménez-Osés, G. Bernardes; JAmChemSoc. 2022; 144: 10396-10406. https://doi.org/10.1021/jacs.2c02185
Recent advances in N- and C-terminus cysteine protein bioconjugation; R. Spears, V. Chudasama; CurrOpinChemBiol. 2023; 75: 102306. https://doi.org/10.1016/j.cbpa.2023.102306
Biocompatible and Selective Generation of Bicyclic Peptides; S. Ullrich, J. George, A. Coram, R. Morewood, C. Nitsche; AngewChemIntEd. 2022; 61: e202208400. https://doi.org/10.1002/anie.202208400
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