Chemical name: Fmoc selenazolidine carboxylic acid // Synonyms: Fmoc-Sez, Fmoc-Sez-OH, (4R)-3-{[(9H-fluoren-9-yl)methoxy]carbonyl}-1,3-selenazolidine-4-carboxylic acid, (R)-3-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,3-selenazolidine-4-carboxylicacid

  • Product code:FAA8860
  • CAS No.:1985651-74-8
  • Formula:C19H17NO4Se
  • Molecular weight:402.31 g/mol
  • Purity :min.98%
  • Enantiomeric Purity:min.99,9%

Starting at $260.00

Grouped product items
Qty Packing unit Price SKU
250 mg
500 mg
1 g
5 g
Safety Data Sheets

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. The deselenization reaction is done using TCEP in the presence of DTT. Sez can also be deprotected using Cu(II) salts. Fmoc-deprotection and Sez-opening can be done in one pot.


Selenazolidine: a selenium containing proline surrogate in peptide science; E. Cordeau, S. Cantel, D. Gagne, A. Lebrun, J. Martinez, G. Subra, C. Enjalbal; Org. Biomol. Chem. 2016(14): 8101-8108.

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): 992 –995.

Total Synthesis of Glycosylated Human Interferon-γ; 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.

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.

Utilizing Copper-Mediated Deprotection of Selenazolidine for Cyclic Peptide Synthesis; Z. Zao, N. Metanis; J. Org. Chem. 2020, 85(3): 1731–1739.

One-Pot Chemical Protein Synthesis Utilizing Fmoc-Masked Selenazolidine to Address the Redox Functionality of Human Selenoprotein; F. Z. Zhao, R. Mousa, N. Metanis; Chem.-Eur. J. 2022, 28(16): e202200279.

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