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Fmoc-MeDbz-RAM Resin
Chemical name: 3-(Fmoc-amino)-4-(methylamino)benzoyl-Rink amide-aminomethyl polystyrene resin
- Product code:H-10091
- Particle size :100-200 mesh
- DVB crosslinking :1%
- Loading:0.3 - 0.6 mmol/g
from €230.00
description
This resin contains the Dawson MeDbz Rink Amide linker attached to aminomethylated polystyrene. It is a new type of support for the synthesis of C-terminal peptide aryl thioesters by Fmoc SPPS. When peptide assembly is finished in a follow up reaction a cyclic N-acylurea is formed which can either be converted to the desired aryl thioester by aryl thiol or directly used in native chemical ligation without prior isolation of the intermediate precursor.
references
Synthesis of native proteins by chemical ligation; P. E. Dawson, S. B. Kent; Annu. Rev. Biochem. 2000; 69: 923-60. https://doi.org/10.1146/annurev.biochem.69.1.923
Synthesis of Proteins by Native Chemical Ligation; P. E. Dawson, T. W. Muir, I. Clark-Lewis, S. B. Kent; Science 1994; 266(5186): 776-779. https://doi.org/10.1126/science.7973629
Modulation of Reactivity in Native Chemical Ligation through the Use of Thiol Additives; P. E. Dawson, M. J. Chruchill, M. R. Ghadiri, S. B. Kent; J. Am. Chem. Soc. 1997; 119(19): 4325-4329. https://doi.org/10.1021/ja962656r
An Efficient Fmoc-SPPS Approach for the Generation of Thioester Peptide Precursors for Use in Native Chemical Ligation; J. B. Blanco-Canosa, P. E. Dawson; Angew. Chem., Int. Ed. 2008; 47(36): 6851-6855. https://doi.org/10.1002/anie.200705471
A Semisynthesis Platform for Investigating Structure−Function Relationships in the N-Terminal Domain of the Anthrax Lethal Factor; B. L. Pentelute, A. P. Barker, B. E. Janowiak, S. B. Kent, R. J. Collier; ACS Chem. Biol. 2010; 5(4): 359-364. https://doi.org/10.1021/cb100003r
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; 12(16): 2488-2494. https://doi.org/10.1002/cbic.201100472
Making Ends Meet: Microwave-Accelerated Synthesis of Cyclic and Disulfide Rich Proteins Via In Situ Thioesterification and Native Chemical Ligation; Int. J. Pept. Res. Ther. 2013; 19: 43-54. https://doi.org/10.1007/s10989-012-9331-y
Chemical Protein Synthesis Using a Second-Generation N-Acylurea Linker for the Preparation of Peptide-Thioester Precursors; J. B. Blanco-Canosa, B. Nardone, F. Albericio, P. E. Dawson; J. Am. Chem. Soc. 2015; 137(22): 7197-7209. https://doi.org/10.1021/jacs.5b03504
Native Chemical Ligation of Peptides and Proteins; P. A. Cistrone, M. J. Bird, D. T. Flood, A. P. Silvestri, J. C. J. Hintzen, D. A. Thompson, P. E. Dawson; Curr. Protoc. Chem. Biol. 2019; 11(1): e61. https://doi.org/10.1002/cpch.61
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