(15)N and (31)P NMR Insights into Lactam-Lactim Tautomerism Activity Using cyclo-μ-Imidopolyphosphates

The Journal of Physical Chemistry. B
Hideshi MakiMinoru Mizuhata

Abstract

The effects of the molecular structure and solution pH on compounds prone to lactam-lactim tautomerism have been evaluated by (15)N NMR spectroscopy. The lactam-lactim tautomerism activities of cP3O6(NH)3(3-) and cP4O8(NH)4(4-) showed a significant pH dependence, with the process being inactivated under alkaline conditions because of the decrease in the number of hydrogen atoms by the deprotonation of the anions. The tautomerism was activated under the acidic conditions by the increase in the number of dissociative hydrogen atoms resulting from the protonation of the anions. cP3O6(NH)3(3-) has much more of a planar molecular structure than cP4O8(NH)4(4-), meaning that the hydrogen atoms in cP3O6(NH)3(3-) would be delocalized over the entire structure to a greater extent than those in cP4O8(NH)4(4-). This difference in the distribution of hydrogen atoms would result in the lactam-lactim tautomerism activity of cP3O6(NH)3(3-) being higher than that of cP4O8(NH)4(4-). The results have shown that the following factors are critical to the achievement of an efficient anhydrous proton conductor: (1) the regular molecular arrangement of highly planar molecules; (2) the existence of a large number of dissociative protons in a molecule; ...Continue Reading

References

Dec 9, 2003·Journal of Inorganic Biochemistry·Artur Krezel, Wojciech Bal
Jan 27, 2005·Chemical Reviews·Kenneth A Mauritz, Robert B Moore
Sep 6, 2007·The Journal of Physical Chemistry. a·Masatoshi MiuraKeiichiro Ogawa
Dec 11, 2007·Nature Materials·Klaus Schmidt-Rohr, Qiang Chen
Feb 19, 2009·Chemical Reviews·Ghenadii KorotcenkovJoseph R Stetter
Sep 8, 2010·Chemical Society Reviews·Emiliana FabbriEnrico Traversa
Feb 22, 2012·Chemical Reviews·Hongwei Zhang, Pei Kang Shen
Dec 20, 2012·Nature Communications·Sachio HoriuchiYoshinori Tokura
Feb 12, 2014·The Journal of Physical Chemistry. a·Hiroaki Yamashita, Jiro Abe
Jun 20, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Hideshi MakiMinoru Mizuhata
Oct 8, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Rémi TirfoinYves Journaux

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

Related Papers

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
Masanori Yamada, Itaru Honma
Biochemical and Biophysical Research Communications
J L Bock, B Sheard
British Medical Bulletin
G K RaddaB Rajagopalan
Journal of the American Chemical Society
Shasad SharifHans-Heinrich Limbach
© 2021 Meta ULC. All rights reserved