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Smoc-L-Trp(Boc)-OH
Chemical name: 1-(tert-butoxycarbonyl)-N-alpha-(((2,7-disulfo-9H-fluoren-9-yl)methoxy)carbonyl)-L-tryptophan potassium salt // Synonyms: potassium (S)-9-((((2-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)-1-carboxyethyl)carbamoyl)oxy)methyl)-9H-fluorene-2,7-disulfonate, Smoc-Trp(Boc)-OH
- Product code:SAA1210
- CAS No.:2442552-98-7
- Formula:C31H28K2N2O12S2
- Storage temperature:2-8°C
- Molecular weight:762.88 g/mol
from €70.00
description
Building blocks for aqueous solid-phase peptide synthesis (ASPPS). The 2,7-disulfo-9-fluorenylmethoxycarbonyl (Smoc) protecting group allows peptide synthesis using water instead of organic solvents – finally combining sustainability with cost optimization. The building blocks possess significant stability in basic aqueous solutions, but are easily losing their amino terminal protection upon mild treatment with particular water-soluble bases, e.g. NaOH, NH3, piperazine or ethanolamine. For ASPPS, a water-compatible resin, e.g. Tentagel, ChemMatrix, is required.
references
Method for peptide synthesis and apparatus for carrying out a method for solid phase synthesis of peptides; S. Knauer, T. M. L. Roese, O. Avrutina, H. Kolmar, C. Uth; 2016, WO 2016 050764.
Sustainable Peptide Synthesis Enabled by a Transient Protecting Group; S. Knauer, N. Koch, C. Uth, R. Meusinger, O. Avrutina, H. Kolmar; Angew. Chem. Int. Ed. 2020; 59(31): 12984-12990. https://doi.org/10.1002/anie.202003676.
Improved method for preparing peptides; S. Knauer; WO 2019 101939.
Method for preparing peptides; S. Knauer; WO 2019 101940.
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