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Literature DB >> 23114693

Direct synthesis of sensitive selenocysteine peptides by the Ugi reaction.

Abstract

Ammonia and selenoaldehydes are both problematic components in Ugi reactions. Here we report the efficient direct multicomponent synthesis of sensitive selenocysteine peptides without the use of convertible (protected) primary amines, including suitable deprotection protocols for selenols.

Entities: Chemical

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Year: 2012 PMID： 23114693 DOI： 10.1039/c2ob26552d

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

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Cited

5 in total

1. Solid-phase synthesis of reduced selenocysteine tetrapeptides and their oxidized analogs containing selenenylsulfide eight-membered rings.

Authors: Ludger A Wessjohann; Alex Schneider; Goran N Kaluđerović; Wolfgang Brandt
Journal: Mol Divers Date: 2013-06-01 Impact factor: 2.943

2. One-pot organocatalytic/multicomponent approach for the preparation of novel enantioenriched non-natural selenium-based peptoids and peptide-peptoid conjugates.

Authors: Alexander F de la Torre; Akbar Ali; Fábio Z Galetto; Antonio L Braga; José A C Delgado; Márcio W Paixão
Journal: Mol Divers Date: 2019-02-18 Impact factor: 2.943

Direct synthesis of sensitive selenocysteine peptides by the Ugi reaction.

1. Solid-phase synthesis of reduced selenocysteine tetrapeptides and their oxidized analogs containing selenenylsulfide eight-membered rings.

2. One-pot organocatalytic/multicomponent approach for the preparation of novel enantioenriched non-natural selenium-based peptoids and peptide-peptoid conjugates.

3. Cysteine Isocyanide in Multicomponent Reaction: Synthesis of Peptido-Mimetic 1,3-Azoles.

4. Application of dehydroalanine as a building block for the synthesis of selenocysteine-containing peptides.

5. The multicomponent approach to N-methyl peptides: total synthesis of antibacterial (-)-viridic acid and analogues.