PMID: 6574500Jun 1, 1983Paper

Reaction of glycolaldehyde with proteins: latent crosslinking potential of alpha-hydroxyaldehydes

Proceedings of the National Academy of Sciences of the United States of America
A S Acharya, J M Manning

Abstract

The Schiff base adducts of glyceraldehyde with hemoglobin undergo Amadori rearrangement to form stable ketoamine structures; this reaction is similar to the nonenzymic glucosylation of proteins. In the present studies the analogous rearrangement of the Schiff base adducts of glycolaldehyde with proteins has been demonstrated. However, the Amadori rearrangement of the Schiff base adduct produces a new aldehyde function, an aldoamine, which is generated in situ and is capable of forming Schiff base linkages with another amino group, leading to covalent crosslinking of proteins. Sodium dodecyl sulfate gel electrophoresis of the glycoaldehyde-RNase A adduct showed the presence of dimers, trimers, and tetramers of RNase A, demonstrating the crosslinking potential of this alpha-hydroxyaldehyde. The crosslinked products exhibited an absorption band with a maximum around 325 nm and fluorescence around 400 nm when excited at 325 nm. The crosslinking reaction, the formation of a 325-nm absorption band, and the development of fluorescence were prevented when the incubation was carried out in the presence of sodium cyanoborohydride. This finding indicates that the Amadori rearrangement that generates a new carbonyl function is a crucial st...Continue Reading

References

Nov 27, 1979·Biochemistry·K F GeogheganR E Feeney
Jan 1, 1977·Proceedings of the National Academy of Sciences of the United States of America·A M Nigen, J M Manning
Jan 1, 1977·Annual Review of Biochemistry·K Peters, F M Richards
Oct 15, 1975·Journal of Molecular Biology·B C WishnerW E Love
Jun 1, 1971·Analytical Chemistry·M Roth
Jun 1, 1968·Biochemistry·G E Means, R E Feeney

❮ Previous
Next ❯

Citations

Feb 9, 2012·Applied Microbiology and Biotechnology·Lahiru N JayakodyHiroshi Kitagaki
Apr 5, 2007·Graefe's Archive for Clinical and Experimental Ophthalmology = Albrecht Von Graefes Archiv Für Klinische Und Experimentelle Ophthalmologie·Tsutomu YasukawaYuichiro Ogura
Mar 31, 2009·Graefe's Archive for Clinical and Experimental Ophthalmology = Albrecht Von Graefes Archiv Für Klinische Und Experimentelle Ophthalmologie·Megumi HirataYuichiro Ogura
Jul 9, 2008·Pharmaceutical Research·Christian PoulsenLisbeth Palm
Oct 12, 2000·Free Radical Biology & Medicine·G T WondrakM K Jacobson
Mar 5, 2003·Bioorganic & Medicinal Chemistry·Susie J MeadeJuliet A Gerrard
Jul 25, 2006·Nature Medicine·Amin MoghaddamPeter J M Openshaw
Oct 2, 2012·Applied and Environmental Microbiology·Björn MückschelBernhard Hauer
Apr 1, 1991·The Journal of Clinical Investigation·O NiemeläS Parkkila
May 13, 2014·Biological & Pharmaceutical Bulletin·Yuichi MikiMasatoshi Beppu
Oct 6, 2007·Immunologic Research·Elaine M CastilowSteven M Varga
Sep 18, 2009·Journal of Pharmaceutical Sciences·Katsumi MeraMasaki Otagiri
Mar 5, 2016·International Journal of Cardiology·Dorien DeluykerVirginie Bito
Oct 4, 2011·Waste Management·Ofei D Mante, Foster A Agblevor
Aug 7, 2010·Waste Management·Ofei D Mante, Foster A Agblevor
Mar 10, 2016·Critical Reviews in Biotechnology·Lahiru N JayakodyHiroshi Kitagaki
Jan 30, 1990·Biochemical and Biophysical Research Communications·R S Hosmane, C M Bertha
Feb 1, 1994·Diabetes Research and Clinical Practice·G HasegawaM Kondo
Sep 8, 1987·Biochemistry·W J FantlJ M Manning
Mar 13, 1998·Journal of Dental Research·G A KleterJ M Ten Cate
Sep 25, 2017·Journal of Biomolecular Structure & Dynamics·Mohd Adnan KhanKhursheed Alam
Dec 15, 2007·Annals of the New York Academy of Sciences·Miquel AdroverJosefa Donoso
Jul 12, 2011·The Journal of Immunology : Official Journal of the American Association of Immunologists·Amin E MoghaddamQuentin J Sattentau
Apr 26, 2020·The Journal of Biological Chemistry·Miho ChikazawaKoji Uchida
Mar 18, 2010·Journal of Agricultural and Food Chemistry·Robert SpannebergMarcus A Glomb

❮ 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.