An expanded set of amino acid analogs for the ribosomal translation of unnatural peptides

MCT Hartman, K Josephson, CW Lin, JW Szostak - PLoS One, 2007 - journals.plos.org
α,α disubstituted, N-methyl and α-hydroxy derivatives, but no β-amino acids. We show that
over 50 unnatural amino acids can be incorporated into peptides … for α-methyl substituted AAs …

Recent advances in the synthesis of unnatural α-amino acids

A Perdih, MS Dolenc - Current Organic Chemistry, 2007 - ingentaconnect.com
unnatural amino acids in the fields of peptide and combinatorial chemistry is universal and
captures the imagination of many synthetic and peptide … -substitutions of the amino group in α-…

Folding and function in α/β-peptides: targets and therapeutic applications

HM Werner, WS Horne - Current opinion in chemical biology, 2015 - Elsevier
… between the Puma α-peptide and its α/β-peptide mimic was that the unnatural backbone lost
… Remarkably, a single α→β cyc substitution (ACBC) resulted in an α/β-peptide with potent …

Impact of Backbone Pattern and Residue Substitution on Helicity in α/β/γ-Peptides

YH Shin, SH Gellman - Journal of the American Chemical Society, 2018 - ACS Publications
… This ratio originally drew our interest because of the hypothesis that an αγααβα hexad
pattern could provide a basis for α-helix-mimetic oligomers in which the unnatural β and γ …

Theoretical analysis of secondary structures of β-peptides

YD Wu, WEI Han, DP Wang, YI Gao… - Accounts of chemical …, 2008 - ACS Publications
… When both C α and C β are alkyl-substituted, we can have like [(R,R) or (S,S) configuration]
and unlike [(R,S) or (S,R)] β 2,3 -AAs. Other types of di- and trisubstituted β-AAs are defined …

D- and Unnatural Amino Acid Substituted Antimicrobial Peptides With Improved Proteolytic Resistance and Their Proteolytic Degradation Characteristics

J Lu, H Xu, J Xia, J Ma, J Xu, Y Li, J Feng - Frontiers in microbiology, 2020 - frontiersin.org
… of the peptides are presented in Figure 3 and the α-helical … series of peptide derivatives
containing D- and unnatural amino … Dab and Dap are unnatural basic amino acids that occur in a …

Mimicking the first turn of an α-helix with an unnatural backbone: conformation-specific IR and UV spectroscopy of cyclically constrained β/γ-peptides

JR Gord, PS Walsh, BF Fisher… - The Journal of …, 2014 - ACS Publications
… (2) In these cases, the simple backbone substitutions provided little in the way of strict steric
… side chain in the α-peptide subunit, while in the constrained γ- and α/γ-peptides and in the …

Ribosomal synthesis of unnatural peptides

K Josephson, MCT Hartman… - Journal of the American …, 2005 - ACS Publications
α 32 P]-AMP. Following aminoacylation, the labeled tRNA is digested with nuclease P1 and
the liberated aminoacyl-[α … to the fully substituted analogue peptide and several minor peaks. …

Unnatural amino acids: Promising implications for the development of new antimicrobial peptides

X Wang, X Yang, Q Wang, D Meng - Critical Reviews in …, 2023 - Taylor & Francis
… that different substitutions resulted in different effects on the peptide conformation … substitutions
in the middle of the amino acid sequence destroyed the α-helical structure of the peptide

β-Peptides: a surprise at every turn

D Seebach, JL Matthews - Chemical Communications, 1997 - pubs.rsc.org
peptides investigated to date with those of a-peptides (peptides consisting of natural and
unnatural … containing no ring and having identical configuration and substitution pattern of the …