PMID: 6989412Apr 1, 1980Paper

Hydrophobic binding is not an independent stereochemical determinant in the yeast glyoxalase I reaction

Biophysical Chemistry
D J CreightonL Buettner


For yeast glyoxalase I, a stereospecific proton-transfer mechanism requires the formation of either a cis or a trans-enediol intermediate. Analogs of the two possible isometric enediol intermediates, formed from the hemimercaptal due to phenylglyoxal and glutathione, have been synthesized in which the oxygen atoms of the enediol are replaced by protons. Both isomeric analogs are strong linear competitive inhibitors of the enzyme having nearly equal inhibition constants: Ki(cis) = 0.10 mM; Ki(trans) = 0.16 mM. This suggests that while hydrophobic interactions between substrate, enediol intermediate and enzyme may contribute significantly to binding, this type of interaction is not an independent stereochemical determinant of the reaction.


Apr 28, 1978·Biochemical and Biophysical Research Communications·A C AronssonB Mannervik
Nov 10, 1976·Journal of the American Chemical Society·S S HallF Jordan
May 1, 1971·Journal of Medicinal Chemistry·R VinceW B Wadd
May 1, 1971·Analytical Biochemistry·N M Alexander, J L Boyer
Jan 1, 1957·The Biochemical Journal·W O KERMACK, N A MATHESON
Jul 1, 1957·Biochimica Et Biophysica Acta·I A Rose


Jan 1, 1983·Drug Metabolism Reviews·F JordanD L Foxall
Jun 7, 1983·Biochemistry·C E GriffisD J Creighton

Related Concepts

Reduced Glutathione
Lactoylglutathione Lyase
Plasma Protein Binding Capacity
Saccharomyces cerevisiae

Trending Feeds


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.

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.

Lipidomics & Rhinovirus Infection

Lipidomics can be used to examine the lipid species involved with pathogenic conditions, such as viral associated inflammation. Discovered the latest research on Lipidomics & Rhinovirus Infection.

Glut1 Deficiency

Glut1 deficiency, an autosomal dominant, genetic metabolic disorder associated with a deficiency of GLUT1, the protein that transports glucose across the blood brain barrier, is characterized by mental and motor developmental delays and infantile seizures. Follow the latest research on Glut1 deficiency with this feed.

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.

Alzheimer's Disease: MS4A

Variants within the membrane-spanning 4-domains subfamily A (MS4A) gene cluster have recently been implicated in Alzheimer's disease in genome-wide association studies. Here is the latest research on Alzheimer's disease and MS4A.

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.

Laryngeal Neoplasms

Laryngeal Neoplasms occur in the Larynx and are typically associated with smoking and alcohol consumption. Discover the latest research on Laryngeal Neoplasms here.

Cell Atlas Along the Gut-Brain Axis

Profiling cells along the gut-brain axis at the single cell level will provide unique information for each cell type, a three-dimensional map of how cell types work together to form tissues, and insights into how changes in the map underlie health and disease of the GI system and its crosstalk with the brain. Disocver the latest research on single cell analysis of the gut-brain axis here.