Amino acid-protecting groups

A Isidro-Llobet, M Alvarez, F Albericio - Chemical reviews, 2009 - ACS Publications
Synthetic organic chemistry is based on the concourse of reagents and catalysts to achieve
the clean formation of new bonds, and appropriate protecting groups are required to prevent …

The road to the synthesis of “difficult peptides”

M Paradís-Bas, J Tulla-Puche, F Albericio - Chemical Society Reviews, 2016 - pubs.rsc.org
The last decade has witnessed a renaissance of peptides as drugs. This progress, together
with advances in the structural behavior of peptides, has attracted the interest of the …

Challenges and perspectives in chemical synthesis of highly hydrophobic peptides

LK Mueller, AC Baumruck, H Zhdanova… - … in Bioengineering and …, 2020 - frontiersin.org
Solid phase peptide synthesis (SPPS) provides the possibility to chemically synthesize
peptides and proteins. Applying the method on hydrophilic structures is usually without …

Aspartimide formation in peptide chemistry: occurrence, prevention strategies and the role of N-hydroxylamines

R Subiros-Funosas, A El-Faham, F Albericio - Tetrahedron, 2011 - Elsevier
Many side reactions may occur at various stages of solid-phase or solution peptide
synthesis. 1 Some of these take place during activation of the C-terminus and coupling with …

A combined solid-and solution-phase approach provides convenient access to analogues of the calcium-dependent lipopeptide antibiotics

LHJ Kleijn, G de Bruin, SF Oppedijk… - Organic & …, 2014 - pubs.rsc.org
The calcium-dependent lipopeptide antibiotics represent a promising new class of
antimicrobials for use in combating drug-resistant bacteria. At present, daptomycin is the …

Acetoxymethyl Ester of Tetrabromobenzimidazole–Peptoid Conjugate for Inhibition of Protein Kinase CK2 in Living Cells

K Viht, S Saaver, J Vahter, E Enkvist… - Bioconjugate …, 2015 - ACS Publications
CK2 is a ubiquitous serine/threonine protein kinase, which has the potential to catalyze the
generation of a large proportion of the human phosphoproteome. Due to its role in …

Overview of solid phase synthesis of “difficult peptide” sequences

AK Tickler, JD Wade - Current protocols in protein science, 2007 - Wiley Online Library
Solid‐phase peptide synthesis has contributed immeasurably to the understanding of the
chemistry and biology of peptides by enabling their ready preparation in small quantities up …

Problem of aspartimide formation in Fmoc‐based solid‐phase peptide synthesis using Dmab group to protect side chain of aspartic acid

JŁ Ruczyński, B Lewandowska… - Journal of Peptide …, 2008 - Wiley Online Library
The sequence‐dependent, acid‐or base‐catalysed aspartimide formation is one of the most
serious side reactions in solid‐phase synthesis of peptides containing aspartic acid. In the …

Leveraging Hydrazide as Protection for Carboxylic Acid: Suppression of Aspartimide Formation during Fmoc Solid-Phase Peptide Synthesis

K Sato, H Uemura, T Narumi, N Mase - Organic Letters, 2024 - ACS Publications
Despite numerous optimizations in peptide synthesis, the formation of aspartimide remains a
significant side reaction that needs to be addressed. Herein, we introduce an approach that …

Benzotriazole-Assisted Solid-Phase Assembly of Leu-Enkephalin, Amyloid β segment 34− 42, and other “Difficult” Peptide Sequences

AR Katritzky, DN Haase, JV Johnson… - The Journal of Organic …, 2009 - ACS Publications
Microwave-assisted solid-phase syntheses of six “difficult” peptides, H-VVSVV-NH2 (3), H-
VVVSVV-NH2 (4), H-VIVIG-OH (5), H-TVTVTV-NH2 (6), H-VKDGYI-NH2 (7), and H-VKDVYI …