Fmoc-L-Lys(5-STrt, Boc)-OH

Nom chimique: (2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-5-(tritylthio)hexanoic acid // Synonymes: Fmoc-Lys(5-STrt, Boc)-OH

  • n° Art.:FAA9335
  • n° CAS:1240666-29-8
  • Formule:C45H46N2O6S
  • Storage temperature:-20°C
  • Masse moléculaire:742,93 g/mol

from 4 000,00 €

Grouped product items
Nombre Unité de vente Prix SKU Disponibilité
1 g
4 000,00 €
FAA9335.0001
sur demande
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

Traceless and Site-Specific Ubiquitination of Recombinant Proteins; S. Virdee, P. B. Kapadnis, T. Elliott, K. Lang, J. Madrzak, D. P. Ngyuen, L. Riechmann, J. W. Chin; J. Am. Chem. Soc. 2011; 133(28): 10708–10711. https://doi.org/10.1021/ja202799r


Chemical synthesis of ubiquitin, ubiquitin-based probes, and diubiquitin; F. El Oualid, R. Merkx, R. Ekkebus, D. S. Hameed, J. J. Smit, A. de Jong, H. Hilkmann, T. K. Sixma, H. Ovaa; Angew Chem Int Ed Engl. 2010; 49(52): 10149-53. https://doi.org/10.1002/anie.201005995


Protecting group variations of ä-mercaptolysine useful in chemical ubiquitylation; M. Haj-Yahya, K. S. A. Kumar, L. A. Erlich, A. Brik; Biopolymers 2010; 94(4): 504-510. https://doi.org/10.1002/bip.21384


Highly efficient and chemoselective peptide ubiquitylation; K. S. A. Kumar, M. Haj-Yahya, D. Olschewski, H. A. Lashuel, A. Brik; Angew Chem Int Ed Engl. 2009; 48(43): 8090-4. https://doi.org/10.1002/anie.200902936


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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