Straightforward Synthesis of Non‐Natural Selenium Containing Amino Acid Derivatives and Peptides

AL Braga, DS Lüdtke, MW Paixão, EE Alberto… - 2005 - Wiley Online Library
A series of non‐natural selenium‐containing amino acid derivatives and peptides have
been synthesized, in a flexible and modular strategy. The peptide coupling reaction between …

Efficient Synthesis of Modular Amino Acid Derivatives Containing Selenium with Pronounced GPx‐Like Activity

EE Alberto, LC Soares, JH Sudati, ACA Borges… - 2009 - Wiley Online Library
New chiral selenide‐and diselenide amino acid derivatives have been synthesized. By a
simple and efficient two‐step route, these new compounds were obtained from inexpensive …

Novel selenium-containing non-natural diamino acids

R Caputo, S Capone, M Della Greca, L Longobardo… - Tetrahedron letters, 2007 - Elsevier
The general synthesis of a new class of non-natural diamino acids, 2-amino-3-[(2′-
aminoalkyl) seleno] propanoic acids, or Se-(aminoalkyl) selenocysteines, is reported. Under …

Selenocysteine derivatives for chemoselective ligations

MD Gieselman, Y Zhu, H Zhou, D Galonic… - …, 2002 - experts.illinois.edu
Selenium variation on a cysteine theme: Selenocysteine (Sec) has been employed in a
number of chemoselective ligations. Sec can be used for native chemical and expressed …

Synthesis of Selenocysteine and Selenomethionine Derivatives from Sulfur‐Containing Amino Acids

M Iwaoka, R Ooka, T Nakazato… - Chemistry & …, 2008 - Wiley Online Library
Selenium‐containing amino acids have attracted increasing interest from view points of the
importance as active centers of several selenoenzymes, the biological synthesis, the …

Synthesis and utility of β-selenol-phenylalanine for native chemical ligation–deselenization chemistry

LR Malins, RJ Payne - Organic letters, 2012 - ACS Publications
An efficient synthetic route to a suitably protected β-selenol-phenylalanine derivative from
commercially available Garner's aldehyde is described. The incorporation of this building …

[HTML][HTML] Selenium in peptide chemistry

Ö Pehlivan, M Waliczek, M Kijewska, P Stefanowicz - Molecules, 2023 - mdpi.com
In recent years, researchers have been exploring the potential of incorporating selenium into
peptides, as this element possesses unique properties that can enhance the reactivity of …

Isoselenocyanates derived from amino acid esters: An expedient synthesis and application to the assembly of selenoureidopeptidomimetics, unsymmetrical …

HP Hemantha, VV Sureshbabu - Journal of Peptide Science, 2010 - Wiley Online Library
An important class of organoselenium compounds‐α‐isoselenocyanato esters 4 hasbeen
prepared by a reaction of α‐isocyano esters with elemental selenium powder. The reaction …

Straightforward method for the synthesis of selenocysteine and selenocystine derivatives from l-serine methyl ester

AL Braga, LA Wessjohann, PS Taube, FZ Galetto… - …, 2010 - thieme-connect.com
A set of selenoamino acids has been efficiently synthesized under smooth conditions by a
simple, flexible and modular strategy. In this method, O-mesylated l-serine methyl ester is …

Synthesis of selenopeptides: an alternative way of incorporating selenocystine

S Aravindhan, HB Singh, M Zeller, RJ Butcher - Amino acids, 2019 - Springer
Selenocysteine (Sec) residue cannot be directly attached to a peptide sequence unless the
selenol form is protected beforehand and several problems have been reported in the …