Boc-L-Sez-OH

Gefahrgut

Chemischer Name: Boc selenazolidine carboxylic acid // Synonyme: Boc-Sez-OH, (4R)-3-[(tert-butoxy)carbonyl]-1,3-selenazolidine-4-carboxylic acid

  • Art-Nr.:BAA4880
  • CAS Nr.:1841180-44-6
  • Lagertemperatur:2-8°C
  • Formel:C9H15NO4Se
  • Molare Masse:280,19 g/mol
  • Reinheit:min.98%

Ab 108,00 €

Gruppiert Produkte - Artikel
Anzahl Verpackungsgröße Preis SKU Warenverfügbarkeit
100 mg
108,00 €
BAA4880.0100
<10 Arbeitstage
250 mg
180,00 €
BAA4880.0250
<10 Arbeitstage
500 mg
324,00 €
BAA4880.0500
<10 Arbeitstage
1 g
504,00 €
BAA4880.1000
<10 Arbeitstage
5 g
1.800,00 €
BAA4880.5000
Auf Anfrage
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description

This selenocysteine-derived building-block is used in NCL/deselenization technique. NCL is performed at selenocysteine followed by a selective deselenization reaction, which converts the Sec at the ligation site into Ala in the presence of unprotected Cys residues. Sez is deprotected into Sec by treatment with MeONH2 at pH 4. Sez can also be deprotected using Cu(II) salts. The deselenization reaction is done using TCEP in the presence of DTT.


references

Chemical Synthesis of Proteins with Non-Strategically Placed Cysteines Using Selenazolidine and Selective Deselenization; P. S. Reddy, S. Dery, N. Metanis; Angew. Chem. Int. Ed. 2016; 55(3): 992-995. https://doi.org/10.1002/anie.201509378

Total Synthesis of Glycosylated Human Interferon-gamma; X. Wang, A. S. Ashhurst, L. J. Dowman, E. E. Watson, H. Y. Li, A. J. Fairbanks, M. Larance, A. Kwan, R. J. Payne; Org. Lett. 2020; 22(17): 6863-6867. https://doi.org/10.1021/acs.orglett.0c02401

Copper-Mediated Deprotection of Thiazolidine and Selenazolidine Derivatives Applied to Native Chemical Ligation; N. Naruse, D. Kobayashi, K. Ohkawachi, A. Shigenaga, A. Otaka; J. Org. Chem. 2020; 85(3): 1425-1433. https://doi.org/10.1021/acs.joc.9b02388

Utilizing Copper-Mediated Deprotection of Selenazolidine for Cyclic Peptide Synthesis; Z. Zhao, N. Metanis; J. Org. Chem. 2020; 85(3): 1731-1739. https://doi.org/10.1021/acs.joc.9b02644


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