Rat butyrylcholinesterase-catalysed hydrolysis of N-alkyl homologues of benzoylcholine

The FEBS Journal
Anna HrabovskaP Masson

Abstract

The purpose of this work was to study the catalytic properties of rat butyrylcholinesterase with benzoylcholine (BzCh) and N-alkyl derivatives of BzCh (BCHn) as substrates. Complex hysteretic behaviour was observed in the approach to steady-state kinetics for each ester. Hysteresis consisted of a long lag phase with damped oscillation. The presence of a long lag phase, with no oscillations, in substrate hydrolysis by rat butyrylcholinesterase was also observed with N-methylindoxyl acetate as substrate. Hysteretic behaviour was explained by the existence of two interconvertible butyrylcholinesterase forms in slow equilibrium, while just one of them is catalytically active. The damped oscillations were explained by the existence of different substrate conformational states and/or aggregates (micelles) in slow equilibrium. Different substrate conformational states were confirmed by 1H-NMR. The K(m) values for substrates decreased as the length of the alkyl chain increased. High affinity of the enzyme for the longest alkyl chain length substrates was explained by multiple hydrophobic interactions of the alkyl chain with amino acid residues lining the active site gorge. Molecular modelling studies supported this interpretation; dock...Continue Reading

References

Jan 1, 1979·Annual Review of Biochemistry·C Frieden
Mar 1, 1975·Canadian Journal of Biochemistry·M H Sadar, K J Laidler
Jan 1, 1991·Neuroscience and Biobehavioral Reviews·B P DoctorY Ashani
Nov 1, 1987·Canadian Journal of Anaesthesia = Journal Canadien D'anesthésie·J R KambamB V Sastry
Apr 1, 1971·The American Journal of Medicine·T NambaD Grob
Mar 1, 1995·Journal of Clinical Pharmacology·B P ImbimboA Giustina
Jan 15, 1993·Proceedings of the National Academy of Sciences of the United States of America·C I WrightM M Mesulam
Apr 1, 1997·European Journal of Biochemistry·L G Ngo, M R Roussel
May 1, 1997·Toxicology and Applied Pharmacology·M NagaoK Iwadate
Sep 23, 1998·Biochemical Pharmacology·G AmitaiB P Doctor
Mar 21, 2002·Biochimica Et Biophysica Acta·Patrick MassonOksana Lockridge
Jul 20, 2002·Molecular Pharmacology·Hong SunStephen Brimijoin
Feb 28, 2003·European Journal of Biochemistry·Patrick MassonOksana Lockridge
Jun 26, 2003·European Journal of Biochemistry·Lars F OlsenUrsula Kummer
Jul 25, 2003·Trends in Biochemical Sciences·Leo C James, Dan S Tawfik
Aug 5, 2003·Chembiochem : a European Journal of Chemical Biology·Sandra LoudwigMaurice Goeldner
Dec 23, 2003·European Journal of Biochemistry·Patrick MassonLawrence M Schopfer
Aug 18, 2004·Journal of Geriatric Psychiatry and Neurology·Dag AarslandIan G McKeith

❮ Previous
Next ❯

Citations

Nov 20, 2012·Biochemistry. Biokhimii︠a︡·P Masson
Dec 7, 2013·Journal of Molecular Neuroscience : MN·Sofya V LushchekinaPatrick Masson
Jun 11, 2008·Chemico-biological Interactions·Jean MassouliéSuzanne Bon
Dec 17, 2009·Archives of Biochemistry and Biophysics·Patrick Masson, Oksana Lockridge
Nov 12, 2021·Journal of Proteome Research·Jason M KinchenKirk L Pappan

❮ 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.