Theoretical investigations of the role of clay edges in prebiotic peptide bond formation 2. Structure and electron distribution of activated amino acid esters

1986 ◽  
Vol 16 (3-4) ◽  
pp. 471-472
Author(s):  
G. H. Loew ◽  
J. R. Collins ◽  
B. T. Luke ◽  
J. G. Lawless ◽  
D. H. White
Keyword(s):  
Amino Acid ◽  
Electron Distribution ◽  
Bond Formation ◽  
Peptide Bond ◽  
Amino Acid Esters ◽  
Peptide Bond Formation ◽  
Theoretical Investigations ◽  
Acid Esters

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.

Oxidative Peptide Bond Formation of Glycine-Amino Acid using 2-(Aminomethyl)malononitrile as a Glycine Unit

2021 ◽  
Author(s):  
Xiaoling Wang ◽  
Jing Li ◽  
Yujiro Hayashi
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Bond Formation ◽  
Peptide Bond ◽  
Peptide Bond Formation ◽  
Amide Linkage

Amide linkage of glycine-amino acid was synthesized by coupling of substituted 2-(aminomethyl)malononitrile as a C-terminal glycine unit and N-terminal amine using CsOAc and O2 in aqueous solution. This is a...

Parallel Solid-Phase Synthesis of Partially Modified Retro and Retro-Inverso ψ[NHCH(CF3)]-Gly Peptides

2002 ◽  
Vol 67 (9) ◽  
pp. 1305-1319 ◽  
Author(s):  
Monica Sani ◽  
Pierfrancesco Bravo ◽  
Alessandro Volonterio ◽  
Matteo Zanda
Keyword(s):  
Amino Acid ◽  
Mild Condition ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Peptide Bond ◽  
Amino Acid Esters ◽  
Phase Synthesis ◽  
Acid Esters

The parallel solid-phase synthesis of small libraries of molecules belonging to a novel class of retro and retro-inverso peptides having a ψ[NHCH(CF3)] surrogate of the conventional retro-peptide bond (NH-CO) has been accomplished. Key step for the synthesis of the -NHCH(CF3)- unit is a Michael-type N-addition of resin bound α-amino acid esters H-AA1-OWang (1), dipeptide H-Val-Gly-OWang (8), and tripeptide H-Val-Val-Ala-OWang (12) to (S)-3-(E-enoyl)-1,3-oxazolidin-2-one (3), which took place very effectively under mild condition. Chemoselective exocyclic oxazolidinone cleavage, followed by parallel couplings of the resulting polymer-bound pseudopeptides WangO-AA1-ψ[NHCH(CF3)]-Gly-OH (5), WangO-Gly-Val-ψ[NHCH(CF3)]-Gly-OH (10), and WangO-Ala-Val-Val-ψ[NHCH(CF3)]-Gly-OH (14) with different α-amino acid esters afforded, after release from the resin, a representative set of ψ[NHCH(CF3)] retro and retro-inverso tripeptides HO-AA1-ψ[NHCH(CF3)]-Gly-AA2-OX1 (7), tetrapeptides HO-Gly-Val-ψ[NHCH(CF3)]-Gly-AA3-OX2 (11), and pentapeptides HO-Ala-Val-Val-ψ[NHCH(CF3)]-Gly-AA4-OX3 (15), respectively, with good to excellent purity in all cases.

Incorporating Amino Acid Esters into Catalysts for Hydrogen Oxidation: Steric and Electronic Effects and the Role of Water as a Base

2012 ◽  
Vol 31 (19) ◽  
pp. 6719-6731 ◽  
Author(s):  
Sheri Lense ◽  
Ming-Hsun Ho ◽  
Shentan Chen ◽  
Avijita Jain ◽  
Simone Raugei ◽  
...  
Keyword(s):  
Amino Acid ◽  
Hydrogen Oxidation ◽  
Amino Acid Esters ◽  
Electronic Effects ◽  
Acid Esters
Sign in / Sign up

Export Citation Format

Share Document