A highly reactive imidazolium-bridged dinucleotide intermediate in nonenzymatic RNA primer extension

T Walton, JW Szostak - Journal of the American Chemical Society, 2016 - ACS Publications
Because of its importance for the origin of life, the nonenzymatic copying of RNA templates
has been the subject of intense study for several decades. Previous characterizations of …

Abiotic synthesis of nucleoside 5′-triphosphates with nickel borate and cyclic trimetaphosphate (CTMP)

HJ Kim, SA Benner - Astrobiology, 2021 - liebertpub.com
While nucleoside 5′-triphosphates are precursors for RNA in modern biology, the
presumed difficulty of making these triphosphates on Hadean Earth has caused many …

Probing enzyme phosphoester interactions by combining mutagenesis and chemical modification of phosphate ester oxygens

JT Stivers, R Nagarajan - Chemical reviews, 2006 - ACS Publications
Proteins, nucleic acids, lipids, and various other smaller biomolecules are united by the
presence of a common chemical entity of paramount and unique importancesthe phosphate …

Mechanisms of abiotic degradation and soil–water interactions of pesticides and other hydrophobic organic compounds. Part 3. Nucleophilic displacement at the …

JE Omakor, I Onyido, E Buncel - Journal of the Chemical Society …, 2001 - pubs.rsc.org
Rate constants for the reaction of the title compound, 1, with a number of oxygen
nucleophiles, including structurally related phenoxides and oxygen-based α-nucleophiles …

Structural rationale for the enhanced catalysis of nonenzymatic RNA primer extension by a downstream oligonucleotide

W Zhang, CP Tam, L Zhou, SS Oh, J Wang… - Journal of the …, 2018 - ACS Publications
Nonenzymatic RNA primer extension by activated mononucleotides has long served as a
model for the study of prebiotic RNA copying. We have recently shown that the rate of primer …

Phosphate-specific fluorescence labeling with BO-IMI: reaction details

P Wang, RW Giese - Journal of Chromatography A, 1998 - Elsevier
Previously we reported that BO-IMI, a reagent which contains a BODIPY fluorophore linked
to an imidazole group, can be used to covalently label a phosphomonoester in a single step …

Effects of monomer and template concentration on the kinetics of nonenzymatic template-directed oligoguanylate synthesis

A Kanavarioti, CF Bernasconi… - Journal of the American …, 1998 - ACS Publications
To identify key parameters which influence the efficiency of nonenzymatic template-directed
oligonucleotide reactions, a kinetic study of oligoguanylate synthesis on a polycytidylate …

Synthesis of a nonhydrolyzable nucleotide phosphoroimidazolide analogue that catalyzes nonenzymatic RNA primer extension

CP Tam, L Zhou, AC Fahrenbach… - Journal of the …, 2018 - ACS Publications
We report the synthesis of guanosine 5′-(4-methylimidazolyl) phosphonate (ICG), the third
member of a series of nonhydrolyzable nucleoside 5′-phosphoro-2-methylimidazolide (2 …

Phosphate-specific fluorescence labeling under aqueous conditions

P Wang, RW Giese - Analytical Chemistry, 1993 - ACS Publications
The phosphate group is important in biochemistry. It contributes to the structure and function
of all major classes of organic biomolecules comprising proteins, lipids, carbo-hydrates, and …

Oligomerization reactions of ribonucleotides: the reaction of the 5′-phosphorimidazolide of adenosine with diadenosine pyrophosphate on montmorillonite and other …

JP Ferris, G Eetem - Origins of Life and Evolution of the Biosphere, 1993 - Springer
The reaction of the 5′-phosphorimidazolide of adenosine (5′-ImpA) with diadenosine
pyrophosphate (A 5′ ppA) in the presence of Na+-montmorillonite in aqueous, pH 8 …