scholarly journals Probing the role of the backbone carbonyl interaction with the CuA center in azurin by replacing the peptide bond with an ester linkage

2017 ◽  
Vol 53 (1) ◽  
pp. 224-227 ◽  
Author(s):  
Kevin M. Clark ◽  
Shiliang Tian ◽  
Wilfred A. van der Donk ◽  
Yi Lu
Keyword(s):  
Peptide Bond ◽  
Amide Bond ◽  
Ester Bond ◽  
Backbone Amide ◽  
Backbone Carbonyl ◽  
Ester Linkage

Replacing a backbone amide bond that is 2.17 Å from an engineered CuA center in azurin by an ester bond strengthens the Cu–Cu bond.

Beyond peptide bond formation: the versatile role of condensation domains in natural product biosynthesis

2021 ◽  
Author(s):  
Sofie Dekimpe ◽  
Joleen Masschelein
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Peptide Bond ◽  
Chemical Diversity ◽  
Peptide Bond Formation ◽  
Natural Product Biosynthesis

Condensation domains perform highly diverse functions during natural product biosynthesis and are capable of generating remarkable chemical diversity.

scholarly journals Cholesterol provides nonsacrificial protection of membrane lipids from chemical damage at air–water interface

2018 ◽  
Vol 115 (13) ◽  
pp. 3255-3260 ◽  
Author(s):  
Xinxing Zhang ◽  
Kevin M. Barraza ◽  
J. L. Beauchamp
Keyword(s):  
Lipid Membranes ◽  
Membrane Lipids ◽  
Oh Radicals ◽  
Significant Finding ◽  
Water Interface ◽  
Unsaturated Lipids ◽  
Air Water Interface ◽  
Liquid Ordered ◽  
Ester Linkage

The role of cholesterol in bilayer and monolayer lipid membranes has been of great interest. On the biophysical front, cholesterol significantly increases the order of the lipid packing, lowers the membrane permeability, and maintains membrane fluidity by forming liquid-ordered–phase lipid rafts. However, direct observation of any influence on membrane chemistry related to these cholesterol-induced physical properties has been absent. Here we report that the addition of 30 mol % cholesterol to 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) or 1-palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (POPG) monolayers at the air–water interface greatly reduces the oxidation and ester linkage cleavage chemistries initiated by potent chemicals such as OH radicals and HCl vapor, respectively. These results shed light on the indispensable chemoprotective function of cholesterol in lipid membranes. Another significant finding is that OH oxidation of unsaturated lipids generates Criegee intermediate, which is an important radical involved in many atmospheric processes.

scholarly journals CF2H as a hydrogen bond donor group for the fine tuning of peptide bond geometry with difluoromethylated pseudoprolines

2019 ◽  
Vol 55 (83) ◽  
pp. 12487-12490 ◽  
Author(s):  
N. Malquin ◽  
K. Rahgoshay ◽  
N. Lensen ◽  
G. Chaume ◽  
E. Miclet ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Peptide Bond ◽  
Fine Tuning ◽  
Amide Bond ◽  
Donor Group ◽  
Hydrogen Bond Donor

CF2H-Pseudoprolines obtained from difluoroacetaldehyde hemiacetal and serine are stable proline surrogates. An intramolecular H-bond due to the CF2H group is promoting an exceptionally high content of cis-amide bond conformation.

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