Smoc-L-Thr(tBu)-OH

Chemical name: O-(tert-butyl)-N-(((2,7-disulfo-9H-fluoren-9-yl)methoxy)carbonyl)-L-threonine potassium salt // Synonyms: potassium 9-(((((1S,2R)-2-(tert-butoxy)-1-carboxypropyl)carbamoyl)oxy)methyl)-9H-fluorene-2,7-disulfonate, Smoc-Thr(tBu)-OH

  • Product code:SAA1160
  • CAS No.:2442552-94-3
  • Formula:C23H25K2NO11S2
  • Molecular weight:633.77 g/mol

from €70.00

Grouped product items
Qty Packing unit Price SKU Availability
5 g
€70.00
SAA1160.0005
<10 business days
10 g
€120.00
SAA1160.0010
<10 business days
Safety Data Sheets
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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