[HTML][HTML] Traceless ligation of cysteine peptides using selective deselenization

N Metanis, E Keinan, PE Dawson - … Chemie (International ed. in …, 2010 - ncbi.nlm.nih.gov
The synthesis of proteins with a fully native sequence is an ongoing challenge in protein
chemistry. Native chemical ligation (NCL) approaches have proven to be generally …

Preformed selenoesters enable rapid native chemical ligation at intractable sites

T Durek, PF Alewood - Angewandte Chemie International …, 2011 - Wiley Online Library
The discovery of native chemical ligation (NCL) by Kent and co-workers in 1994 was a
critical step, enabling researchers to chemically access medium-sized proteins through total …

Diselenide–selenoester ligation for chemical protein synthesis

SS Kulkarni, EE Watson, B Premdjee… - Nature …, 2019 - nature.com
Chemoselective peptide ligation methods have provided synthetic access to numerous
proteins, including those bearing native post-translational modifications and unnatural …

Native chemical ligation combined with desulfurization and deselenization: a general strategy for chemical protein synthesis

PE Dawson - Israel Journal of Chemistry, 2011 - Wiley Online Library
Of the many approaches proposed to generalize the native chemical ligation approach for
protein synthesis, the simple procedure of global desulfurization of peptide thiols has …

Free‐radical‐based, specific desulfurization of cysteine: a powerful advance in the synthesis of polypeptides and glycopolypeptides

Q Wan, SJ Danishefsky - Angewandte Chemie, 2007 - Wiley Online Library
A convergent strategy for glycoprotein synthesis entails the assembly of individual peptidyl
substrates, each bearing a single carbohydrate domain. These subunits would then be …

Site‐Selective Modification of Peptides and Proteins via Interception of Free‐Radical‐Mediated Dechalcogenation

RC Griffiths, FR Smith, JE Long… - Angewandte Chemie …, 2020 - Wiley Online Library
The development of site‐selective chemistry targeting the canonical amino acids enables
the controlled installation of desired functionalities into native peptides and proteins. Such …

Chemical Synthesis of Proteins with Non‐Strategically Placed Cysteines Using Selenazolidine and Selective Deselenization

PS Reddy, S Dery, N Metanis - Angewandte Chemie, 2016 - Wiley Online Library
Although native chemical ligation has enabled the synthesis of hundreds of proteins, not all
proteins are accessible through typical ligation conditions. The challenging protein, 125 …

Rapid additive-free selenocystine–selenoester peptide ligation

NJ Mitchell, LR Malins, X Liu… - Journal of the …, 2015 - ACS Publications
We describe an unprecedented reaction between peptide selenoesters and peptide dimers
bearing N-terminal selenocystine that proceeds in aqueous buffer to afford native amide …

Synthesis of peptides and proteins without cysteine residues by native chemical ligation combined with desulfurization

LZ Yan, PE Dawson - Journal of the American Chemical Society, 2001 - ACS Publications
The highly chemoselective reaction between unprotected peptides bearing an N-terminal
Cys residue and a C-terminal thioester enables the total and semi-synthesis of complex …

Advances in native chemical ligation–desulfurization: a powerful strategy for peptide and protein synthesis

K Jin, X Li - Chemistry–A European Journal, 2018 - Wiley Online Library
Cysteine‐based native chemical ligation (NCL) has been a very powerful approach for
convergent synthesis of peptides and proteins. However, owing to the low abundance of …