Non-enzymatic interactions of glyoxylate with lysine, arginine, and glucosamine: A study of advanced non-enzymatic glycation like compounds

Dutta, Udayan; Cohenford, Menashi A.; Guha, Madhumita; Dain, Joel A.

doi:10.1016/j.bioorg.2006.07.005

Cited by 27 publications

(19 citation statements)

References 15 publications

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“…These findings agree with the literature, which reports a negligible reactivity at room temperature in aqueous solution for glycation reactions between 3 and N-a-acetyl-L-lysine and also in reactions between 3 and the amino group of lysine residues belonging to human serum albumin [40,41]; the obtained results confirm the importance of the water removal to complete the condensation step forming the imine.…”

Section: Interactions Between Lysine Derivatives and Aldehydessupporting

confidence: 92%

Formaldehyde replacement with glyoxylic acid in semipermanent hair straightening: a new and multidisciplinary investigation

Boga

Taddei

Micheletti

et al. 2014

Intern J of Cosmetic Sci

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This investigation revealed the role played by the electrophilicity of the carbonyl on the straightener agent and of the temperature, closely related to the dehydration process. Raman and IR studies indicated the involvement of imine bonds and the occurrence of a sequence of conformational modifications during the straightening procedure. SEM analyses showed the effectiveness of the treatment at the cuticular level.

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Section: Interactions Between Lysine Derivatives and Aldehydessupporting

confidence: 92%

Formaldehyde replacement with glyoxylic acid in semipermanent hair straightening: a new and multidisciplinary investigation

Boga

Taddei

Micheletti

et al. 2014

Intern J of Cosmetic Sci

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“…α -Oxoaldehydes are potent glycating agents with reactivity several thousand-fold higher than glucose in causing AGEs formation [ 44 ]. The reactivity of glyoxylate towards the production of AGEs has been shown with lysine, arginine, and glucosamine [ 45 ]. Compared to reducing sugars, glyoxylate was 60% more reactive than glucose or fructose and 20% more reactive than glyceraldehydes [ 45 ].…”

Section: Discussionmentioning

confidence: 99%

Glyoxylate, a New Marker Metabolite of Type 2 Diabetes

Nikiforova

Giesbertz

Wiemer

et al. 2014

Journal of Diabetes Research

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Type 2 diabetes (T2D) is characterized by a variety of metabolic impairments that are closely linked to nonenzymatic glycation reactions of proteins and peptides resulting in advanced glycation end-products (AGEs). Reactive aldehydes derived from sugars play an important role in the generation of AGEs. Using metabolite profiling to characterize human plasma from diabetic versus nondiabetic subjects we observed in a recent study that the reactive aldehyde glyoxylate was increased before high levels of plasma glucose, typical for a diabetic condition, could be measured. Following this observation, we explored the relevance of increased glyoxylate in diabetic subjects and in diabetic C57BLKS/J-Leprdb/db−/− mice in the pathophysiology of diabetes. A retrospective study using samples of long-term blood donors revealed that glyoxylate levels unlike glucose levels became significantly elevated up to 3 years prior to diabetes diagnosis (difference to control P = 0.034). Elevated glyoxylate levels impact on newly identified mechanisms linking hyperglycemia and AGE production with diabetes-associated complications such as diabetic nephropathy. Glyoxylate in its metabolic network may serve as an early marker in diabetes diagnosis with predictive qualities for associated complications and as potential to guide the development of new antidiabetic therapies.

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“…Non-enzymatic glycosylation of collagen with advanced glycation end product (AGEs) formation has been proposed to be a major pathway for tendon degeneration and inflammation. 26 AGEs accumulate after rotator cuff tear, and likely alter the rotator cuff tendon biochemical and mechanical properties through increased intermolecular collagen cross-linking. 27 The process in which collagen cross-links alter global tendon function is complex and continues to be an area of developing study.…”

Section: Diabetes Mellitusmentioning

confidence: 99%

What is the Role of Systemic Conditions and Options for Manipulation of Bone Formation and Bone Resorption in Rotator Cuff Tendon Healing and Repair?

Lee

Gumucio

Mendias

et al. 2017

Techniques in Shoulder &Amp; Elbow Surgery

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Rotator cuff pathology is a significant cause of shoulder pain. Operative repair of rotator cuff is an established standard of care for these patient, however, failure of the procedure is common. Systemic conditions such as diabetes mellitus, hypocholesteremia, thyroid disease, and smoking significantly affect the outcomes of rotator cuff repair and have significant implications for the management of these patients. Diabetes mellitus has been proposed to damage tendons through non-enzymatic glycosylation of collagen with advanced glycation end product formation and impaired microcirculation. Hypocholesteremia may lead to fatty infiltration and subsequent pro-inflammatory degenerative enzymatic degeneration. Thyroid disease may disrupt tendon homeostasis through the alteration of collagen production and the accumulation of glycosaminoglycans. Lastly, smoking inhibits tendon healing through the induction of hypovascularity and hypoperfusion. Understanding of the implications these systemic conditions have on the outcomes is important in the management of rotator cuff disease.

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Non-enzymatic interactions of glyoxylate with lysine, arginine, and glucosamine: A study of advanced non-enzymatic glycation like compounds

Cited by 27 publications

References 15 publications

Formaldehyde replacement with glyoxylic acid in semipermanent hair straightening: a new and multidisciplinary investigation

Formaldehyde replacement with glyoxylic acid in semipermanent hair straightening: a new and multidisciplinary investigation

Glyoxylate, a New Marker Metabolite of Type 2 Diabetes

What is the Role of Systemic Conditions and Options for Manipulation of Bone Formation and Bone Resorption in Rotator Cuff Tendon Healing and Repair?

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