Fluorine in a native protein environment--How the spatial demand and polarity of fluoroalkyl groups affect protein folding.

PubWeight™: 1.00‹?› | Rank: Top 15%

🔗 View Article (PMID 16688784)

Published in Angew Chem Int Ed Engl on June 19, 2006

Authors

Christian Jäckel1, Mario Salwiczek, Beate Koksch

Author Affiliations

1: Department of Chemistry and Biochemistry, Free University of Berlin, Takustrasse 3, 14195 Berlin, Germany.

Articles citing this

Alternative pathways of human islet amyloid polypeptide aggregation distinguished by (19)f nuclear magnetic resonance-detected kinetics of monomer consumption. Biochemistry (2012) 1.11

Biosynthesis and stability of coiled-coil peptides containing (2S,4R)-5,5,5-trifluoroleucine and (2S,4S)-5,5,5-trifluoroleucine. Chembiochem (2009) 0.93

An ultrahigh affinity d-peptide antagonist Of MDM2. J Med Chem (2012) 0.90

Hydration dynamics at fluorinated protein surfaces. Proc Natl Acad Sci U S A (2010) 0.89

Incorporation of fluorinated phenylalanine generates highly specific inhibitor of proteasome's chymotrypsin-like sites. J Med Chem (2010) 0.85

Fluorine: a new element in protein design. Protein Sci (2012) 0.82

Solution structure of a small protein containing a fluorinated side chain in the core. Protein Sci (2006) 0.81

Fluorine-rich planetary environments as possible habitats for life. Life (Basel) (2014) 0.79

A New Paradigm for Protein Design and Biological Self-Assembly. J Fluor Chem (2009) 0.77

Influence of fluorocarbon and hydrocarbon acyl groups at the surface of bovine carbonic anhydrase II on the kinetics of denaturation by sodium dodecyl sulfate. J Phys Chem B (2010) 0.77

Cooperativity between fluorine-centered halogen bonds: investigation of substituent effects. J Mol Model (2013) 0.77

Comparison of the structures and stabilities of coiled-coil proteins containing hexafluoroleucine and t-butylalanine provides insight into the stabilizing effects of highly fluorinated amino acid side-chains. Protein Sci (2012) 0.76

Chemical aminoacylation of tRNAs with fluorinated amino acids for in vitro protein mutagenesis. Beilstein J Org Chem (2010) 0.75

Non-Additive Stabilization by Halogenated Amino Acids Reveals Protein Plasticity on a Sub-Angstrom Scale. Protein Sci (2017) 0.75

Articles by these authors

Development of zinc finger domains for recognition of the 5'-CNN-3' family DNA sequences and their use in the construction of artificial transcription factors. J Biol Chem (2005) 2.69

Evaluation of a modular strategy for the construction of novel polydactyl zinc finger DNA-binding proteins. Biochemistry (2003) 2.33

Multivalency as a chemical organization and action principle. Angew Chem Int Ed Engl (2012) 1.97

Position-dependent effects of fluorinated amino acids on the hydrophobic core formation of a heterodimeric coiled coil. Chemistry (2009) 1.19

Towards identifying preferred interaction partners of fluorinated amino acids within the hydrophobic environment of a dimeric coiled coil peptide. Org Biomol Chem (2010) 1.14

Direct one-step 18F-labeling of peptides via nucleophilic aromatic substitution. Bioconjug Chem (2009) 1.14

The amyloid precursor protein C-terminal fragment C100 occurs in monomeric and dimeric stable conformations and binds γ-secretase modulators. Biochemistry (2011) 1.03

Fluorinated amino acids: compatibility with native protein structures and effects on protein-protein interactions. Chem Soc Rev (2011) 1.03

Highly dynamic motion of crown ethers along oligolysine peptide chains. Nat Chem (2009) 0.96

Nanoscale imaging reveals laterally expanding antimicrobial pores in lipid bilayers. Proc Natl Acad Sci U S A (2013) 0.94

A beta/gamma motif to mimic alpha-helical turns in proteins. Chembiochem (2010) 0.89

Fluorine in protein environments: a QM and MD study. J Phys Chem B (2009) 0.88

Amide-I and -II vibrations of the cyclic beta-sheet model peptide gramicidin S in the gas phase. J Am Chem Soc (2010) 0.87

How post-translational modifications influence amyloid formation: a systematic study of phosphorylation and glycosylation in model peptides. Chemistry (2010) 0.86

Chemical labeling strategy with (R)- and (S)-trifluoromethylalanine for solid state 19F NMR analysis of peptaibols in membranes. J Am Chem Soc (2009) 0.84

Cationic membrane-active peptides - anticancer and antifungal activity as well as penetration into human skin. Exp Dermatol (2014) 0.84

Synthetic strategies to alpha-trifluoromethyl and alpha-difluoromethyl substituted alpha-amino acids. Chem Soc Rev (2008) 0.83

Random coils, beta-sheet ribbons, and alpha-helical fibers: one peptide adopting three different secondary structures at will. J Am Chem Soc (2006) 0.82

Exploring the conformational preferences of 20-residue peptides in isolation: Ac-Ala19-Lys + H(+)vs. Ac-Lys-Ala19 + H(+) and the current reach of DFT. Phys Chem Chem Phys (2015) 0.81

Evaluation of the molecular interactions of fluorinated amino acids with native polypeptides. Chembiochem (2004) 0.80

Switchable electrostatic interactions between gold nanoparticles and coiled coil peptides direct colloid assembly. Org Biomol Chem (2008) 0.80

Amide-to-ester substitution in coiled coils: the effect of removing hydrogen bonds on protein structure. Angew Chem Int Ed Engl (2007) 0.80

A systematic study of fundamentals in α-helical coiled coil mimicry by alternating sequences of β- and γ-amino acids. Amino Acids (2011) 0.80

Native like helices in a specially designed β peptide in the gas phase. Phys Chem Chem Phys (2015) 0.80

Compatibility of the conformationally rigid CF3-Bpg side chain with the hydrophobic coiled-coil interface. Amino Acids (2010) 0.80

Enzymatically triggered amyloid formation: an approach for studying peptide aggregation. Chem Commun (Camb) (2010) 0.80

Conjugate hydrotrifluoromethylation of α,β-unsaturated acyl-oxazolidinones: synthesis of chiral fluorinated amino acids. Org Biomol Chem (2012) 0.80

How cations change peptide structure. Chemistry (2013) 0.79

Effects of fluorination on the folding kinetics of a heterodimeric coiled coil. Chembiochem (2009) 0.79

A helix-forming αβγ-chimeric peptide with catalytic activity: a hybrid peptide ligase. Chem Commun (Camb) (2011) 0.79

How metal ions affect amyloid formation: Cu2+- and Zn2+-sensitive peptides. Chembiochem (2008) 0.79

Nanoparticle-induced folding and fibril formation of coiled-coil-based model peptides. Small (2010) 0.79

From alpha-helix to beta-sheet--a reversible metal ion induced peptide secondary structure switch. Org Biomol Chem (2005) 0.78

Triggers for β-sheet formation at the hydrophobic-hydrophilic interface: high concentration, in-plane orientational order, and metal ion complexation. Langmuir (2011) 0.78

Specific in situ discrimination of amyloid fibrils versus α-helical fibres by the fluorophore NIAD-4. Mol Biosyst (2011) 0.78

Simple machine-assisted protocol for solid-phase synthesis of depsipeptides. Biopolymers (2007) 0.78

A molecular dynamics study of the formation, stability, and oligomerization state of two designed coiled coils: possibilities and limitations. Biophys J (2005) 0.78

Intramolecular charge interactions as a tool to control the coiled-coil-to-amyloid transformation. Chemistry (2008) 0.78

Membrane binding and structure of de novo designed alpha-helical cationic coiled-coil-forming peptides. Chemphyschem (2006) 0.78

Following polypeptide folding and assembly with conformational switches. Curr Opin Chem Biol (2008) 0.78

Multiple glycosylation of de novo designed alpha-helical coiled coil peptides. Bioorg Med Chem (2010) 0.77

Impact of fluorination on proteolytic stability of peptides in human blood plasma. Bioorg Med Chem (2013) 0.77

Directing the secondary structure of polypeptides at will: from helices to amyloids and back again? Org Biomol Chem (2005) 0.77

An unusual interstrand H-bond stabilizes the heteroassembly of helical αβγ-chimeras with natural peptides. ACS Chem Biol (2014) 0.77

Towards understanding secondary structure transitions: phosphorylation and metal coordination in model peptides. Org Biomol Chem (2010) 0.77

Advanced approaches for the characterization of a de novo designed antiparallel coiled coil peptide. Org Biomol Chem (2005) 0.77

Design, synthesis, inhibition studies, and molecular modeling of pepstatin analogues addressing different secreted aspartic proteinases of Candida albicans. Biochem Pharmacol (2012) 0.77

Protease-catalyzed peptide synthesis for the site-specific incorporation of alpha-fluoroalkyl amino acids into peptides. J Org Chem (2003) 0.76

Impact of fluorination on proteolytic stability of peptides: a case study with α-chymotrypsin and pepsin. Amino Acids (2014) 0.76

Structure analysis of an amyloid-forming model peptide by a systematic glycine and proline scan. Biomacromolecules (2011) 0.76

Formation of α-helical nanofibers by mixing β-structured and α-helical coiled coil peptides. Biomacromolecules (2012) 0.76

Amyloidogenic peptides at hydrophobic-hydrophilic interfaces: coordination affinities and the chelate effect dictate the competitive binding of Cu2+ and Zn2+. Chemphyschem (2011) 0.76

Investigation of the network of preferred interactions in an artificial coiled-coil association using the peptide array technique. Beilstein J Org Chem (2012) 0.75

Chemical aminoacylation of tRNAs with fluorinated amino acids for in vitro protein mutagenesis. Beilstein J Org Chem (2010) 0.75

Concluding the amyloid formation pathway of a coiled-coil-based peptide from the size of the critical nucleus. Chemphyschem (2014) 0.75

Design and characterization of endosomal-pH-responsive coiled coils for constructing an artificial membrane fusion system. Chemistry (2011) 0.75

How C(alpha)-Fluoroalkyl amino acids and peptides interact with enzymes: studies concerning the influence on proteolytic stability, enzymatic resolution and peptide coupling. Curr Top Med Chem (2006) 0.75

Inhibition of amyloid aggregation by formation of helical assemblies. Chemistry (2011) 0.75

NFGAIL Amyloid Oligomers: The Onset of Beta-Sheet Formation and the Mechanism for Fibril Formation. J Am Chem Soc (2017) 0.75

Selection of a buried salt bridge by phage display. Bioorg Med Chem Lett (2009) 0.75

Investigation of the synthetic route to pepstatin analogues by SPPS using O-protected and O-unprotected statine as building blocks. J Pept Sci (2009) 0.75

Proline-glutamate chimera's side chain conformation directs the type of β-hairpin structure. Amino Acids (2013) 0.75

Peptide adsorption to cyanine dye aggregates revealed by cryo-transmission electron microscopy. Langmuir (2010) 0.75

Orthogonal translation meets electron transfer: in vivo labeling of cytochrome c for probing local electric fields. Chembiochem (2015) 0.75