Fmoc-L-Cys(Phacm)-OH

Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-Phenylacetylaminomethyl)-L-cysteine // Synonyms: Fmoc-Cys(Phacm)-OH

  • Product code:FAA6910
  • CAS No.:159680-21-4
  • Formula:C27H26N2O5S
  • Storage temperature:2-8°C
  • Molecular weight:490.57 g/mol

from $106.25

Grouped product items
Qty Packing unit Price SKU Availability
5 g
$106.25
FAA6910.0005
<10 business days
25 g
$312.50
FAA6910.0025
<10 business days
100 g
$937.50
FAA6910.0100
<10 business days
Safety Data Sheets
description

Enzyme-labile protecting groups have emerged as a green alternative to conventional protecting groups. These groups introduce a further orthogonal dimension and eco-friendliness into protection schemes for the synthesis of complex polyfunctional organic molecules. S-Phacm, a Cys-protecting group, can be easily removed by the action of a covalently immobilized PGA enzyme under very mild conditions.

references

Enzyme-Labile Protecting Groups for the Synthesis of Natural Products: Solid-Phase Synthesis of Thiocoraline; Judit Tulla-Puche, Miriam Gongora-Benitez, Nuria Bayo-Puxan, Andres M. Francesch, Carmen Cuevas, and Fernando Albericio;

Angew. Chem. Int. Ed. 2013; 52: 1-5. DOI: 10.1002/anie.201301708.

Eco-Friendly Combination of the Immobilized PGA Enzyme and the S-Phacm Protecting Group for the Synthesis of Cys-Containing Peptides; Miriam Góngora-Benítez, Alessandra Basso, Thomas Bruckdorfer, Miriam Royo, Judit Tulla-Puche, Fernando Albericio; Chemistry - A European Journal, Oct 2012; DOI: 10.1002/chem.201201370.

Additional References:

Hydrolysis of peptides by different enzymes; Siegmund Reissmann, Georg Greiner; Int. J. Peptide Protein Res. 1992; 40: 110-113. Zur Synthese symmetrischer und unsymmetrischer Cystinpeptide; H. Arnold, M. Eule in PEPTIDES 1972 Proceedings of the Twelfth European Peptide Symposium, Reinhardsbrunn Castle, German Democratic Republic, Horst Hanson, Hans-Dieter Jakubke (eds.), 1973; 78-85.

An Iodine-Free and Directed-Disulfide-Bond-Forming Route to Insulin Analogues; F. Liu, Q. Liu, A.R. Mezo; Org. Lett. 2014; 16: 3126?3129. DOI: dx.doi.org/10.1021/ol501252b.

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