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Fmoc-L-Lys(4-Thz, Boc)-OH
Chemical name: (2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(tert-butoxycarbonyl)thiazolidin-5-yl)butanoic acid // Synonyms: Fmoc-Lys(4-Thz, Boc)-OH
- Product code:FAA9340
- CAS No.:1240666-28-7
- Formula:C27H32N2O6S
- Molecular weight:512.62 g/mol
from $5,000.00
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
Chemical synthesis of phosphorylated ubiquitin and diubiquitin exposes positional sensitivities of E1-E2 enzymes and deubiquitinases; S. Bondalapati, W. Mansour, M. A. Nakasone, S. K. Maity, M. H. Glickman, A. Brik; Chem. Eur. J. 2015; 21(20): 7360-7364. https://doi.org/10.1002/chem.201500540
Convergent Versus Sequential Protein Synthesis: The Case of Ubiquitinated and Glycosylated H2B; M. Seenaiah, M. Jbara, S. M. Mali, A. Brik; Angew. Chem. Int. Ed. 2015; 54(42): 12374-12378. https://doi.org/10.1002/anie.201503309
Chemical Synthesis of Ubiquitinated Peptides with Varying Lengths and Types of Ubiquitin Chains to Explore the Activity of Deubiquitinases; S. N. Bavikar, L. Spasser, M. Haj-Yahya, S. V. Karthikeyan, T. Moyal, K. S. A. Kumar, A. Brik; Angew. Chem. Int. Ed. 2012; 51(3): 758-763. https://doi.org/10.1002/anie.201106430
Segmental isotopic labeling of ubiquitin chains to unravel monomer-specific molecular behavior; C. A. Castaneda, L. Spasser, S. N. Bavikar, A. Brik, D. Fushman; Angew. Chem. Int. Ed. 2011; 50(47): 11210-11214. https://doi.org/10.1002/anie.201104649
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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