A carnosine intervention study in overweight human volunteers: Bioavailability and reactive carbonyl species sequestering effect

Scientific Reports

Volumn 6, Issue , 2016, Pages

  Regazzoni, Luca ^a   De Courten, Barbora ^b,c   Garzon, Davide ^a   Altomare, Alessandra ^a   Marinello, Cristina ^a   Jakubova, Michaela ^d   Vallova, Silvia ^d   Krumpolec, Patrik ^e   Carini, Marina ^a   Ukropec, Jozef ^e   Ukropcova, Barbara ^d,e   Aldini, Giancarlo ^a  

^a UNIVERSITY OF MILAN   (Italy)

^b MONASH UNIVERSITY   (Australia)

^c SOUTHERN HEALTH   (Australia)

^d Faculty of Medicine of Comenius University and University Hospital Bratislava   (Slovakia)

^e INSTITUTE OF EXPERIMENTAL ENDOCRINOLOGY   (Slovakia)

Author keywords

[No Author keywords available]

Indexed keywords

ACROLEIN; CARNOSINE;

BIOAVAILABILITY; HUMAN; MALE; METABOLISM; OBESITY; OXIDATIVE STRESS; URINE;

ACROLEIN; BIOLOGICAL AVAILABILITY; CARNOSINE; HUMANS; MALE; OBESITY; OVERWEIGHT; OXIDATIVE STRESS;

EID: 84973390033     PISSN: None     EISSN: 20452322     Source Type: Journal    
DOI: 10.1038/srep27224     Document Type: Article

References (41)

1. Semchyshyn, H. M. Reactive carbonyl species in vivo: generation and dual biological effects. Scientific World Journal 2014, 417842, doi: 10.1155/2014/417842 (2014).
2. Semchyshyn, H. M. & Lushchak, V. I. Oxidative Stress-Molecular Mechanisms and Biological Effects (ed Dr. Volodymyr Lushchak) Ch. 2, 15-46 (InTech, 2012).
3. Aldini, G. et al. Lipoxidation-derived reactive carbonyl species as potential drug targets in preventing protein carbonylation and related cellular dysfunction. ChemMedChem 1, 1045-+ (2006).
4. Dalle-Donne, I., Giustarini, D., Colombo, R., Rossi, R. & Milzani, A. Protein carbonylation in human diseases. Trends Mol Med 9, 169-176 (2003).
5. O'Brien, P. J., Siraki, A. G. & Shangari, N. Aldehyde sources, metabolism, molecular toxicity mechanisms, and possible effects on human health. Crit Rev Toxicol 35, 609-662 (2005).
6. Singh, M., Kapoor, A. & Bhatnagar, A. Oxidative and reductive metabolism of lipid-peroxidation derived carbonyls. Chemicobiological interactions 234, 261-273, doi: 10.1016/j.cbi.2014.12.028 (2015).
7. Hubatsch, I., Ridderstrom, M. & Mannervik, B. Human glutathione transferase A4-4: an alpha class enzyme with high catalytic efficiency in the conjugation of 4-hydroxynonenal and other genotoxic products of lipid peroxidation. The Biochemical journal 330 (Pt 1), 175-179 (1998).
8. Zhou, S. & Decker, E. A. Ability of carnosine and other skeletal muscle components to quench unsaturated aldehydic lipid oxidation products. Journal of agricultural and food chemistry 47, 51-55 (1999).
9. Aldini, G., Carini, M., Beretta, G., Bradamante, S. & Facino, R. M. Carnosine is a quencher of 4-hydroxy-nonenal: through what mechanism of reaction? Biochemical and biophysical research communications 298, 699-706 (2002).
10. Carini, M., Aldini, G., Beretta, G., Arlandini, E. & Facino, R. M. Acrolein-sequestering ability of endogenous dipeptides: characterization of carnosine and homocarnosine/acrolein adducts by electrospray ionization tandem mass spectrometry. Journal of mass spectrometry: JMS 38, 996-1006, doi: 10.1002/jms.517 (2003).
11. Aldini, G., Granata, P. & Carini, M. Detoxification of cytotoxic alpha, beta-unsaturated aldehydes by carnosine: characterization of conjugated adducts by electrospray ionization tandem mass spectrometry and detection by liquid chromatography/mass spectrometry in rat skeletal muscle. Journal of mass spectrometry: JMS 37, 1219-1228, doi: 10.1002/jms.381 (2002).
12. Hipkiss, A. R. Carnosine and its possible roles in nutrition and health. Adv Food Nutr Res 57, 87-154, doi: 10.1016/S1043-4526(09)57003-9 (2009).
13. Boldyrev, A. A., Aldini, G. & Derave, W. Physiology and pathophysiology of carnosine. Physiological reviews 93, 1803-1845, doi: 10.1152/physrev.00039.2012 (2013).
14. Orioli, M., Aldini, G., Benfatto, M. C., Facino, R. M. & Carini, M. HNE Michael adducts to histidine and histidine-containing peptides as biomarkers of lipid-derived carbonyl stress in urines: LC-MS/MS profiling in Zucker obese rats. Analytical chemistry 79, 9174-9184, doi: 10.1021/ac7016184 (2007).
15. Aldini, G. et al. The carbonyl scavenger carnosine ameliorates dyslipidaemia and renal function in Zucker obese rats. Journal of cellular and molecular medicine 15, 1339-1354, doi: 10.1111/j.1582-4934.2010.01101.x (2011).
16. Menini, S. et al. D-Carnosine octylester attenuates atherosclerosis and renal disease in ApoE null mice fed a Western diet through reduction of carbonyl stress and inflammation. British journal of pharmacology 166, 1344-1356, doi: 10.1111/j.1476-5381.2012. 01834.x (2012).
17. Baba, S. P. et al. Role of aldose reductase in the metabolism and detoxification of carnosine-acrolein conjugates. The Journal of biological chemistry 288, 28163-28179, doi: 10.1074/jbc.M113.504753 (2013).
18. Grimsrud, P. A., Picklo, M. J. Sr., Griffin, T. J. & Bernlohr, D. A. Carbonylation of adipose proteins in obesity and insulin resistance: identification of adipocyte fatty acid-binding protein as a cellular target of 4-hydroxynonenal. Molecular & cellular proteomics: MCP 6, 624-637, doi: 10.1074/mcp.M600120-MCP200 (2007).
19. Regazzoni, L. et al. Human serum albumin cysteinylation is increased in end stage renal disease patients and reduced by hemodialysis: mass spectrometry studies. Free radical research 47, 172-180, doi: 10.3109/10715762.2012.756139 (2013).
20. Era, S. et al. Age-related change in redox state of human serum albumin. Biochimica et biophysica acta 1247, 12-16 (1995).
21. Bar-Or, D. et al. Cysteinylation of maternal plasma albumin and its association with intrauterine growth restriction. Prenatal diagnosis 25, 245-249, doi: 10.1002/pd.1122 (2005).
22. Boisvert, M. R., Koski, K. G. & Skinner, C. D. Increased oxidative modifications of amniotic fluid albumin in pregnancies associated with gestational diabetes mellitus. Analytical chemistry 82, 1133-1137, doi: 10.1021/ac902322w (2010).
23. Yeum, K. J. et al. Profiling histidine dipeptides in plasma and urine after ingesting beef, chicken or chicken broth in humans. Amino acids 38, 847-858, doi: 10.1007/s00726-009-0291-2 (2010).
24. Everaert, I. et al. Low plasma carnosinase activity promotes carnosinemia after carnosine ingestion in humans. American journal of physiology. Renal physiology 302, F1537-1544, doi: 10.1152/ajprenal.00084.2012 (2012).
25. Orioli, M. et al. Design, synthesis, ADME properties, and pharmacological activities of beta-alanyl-D-histidine (D-carnosine) prodrugs with improved bioavailability. ChemMedChem 6, 1269-1282, doi: 10.1002/cmdc.201100042 (2011).
26. Vistoli, G., Carini, M. & Aldini, G. Transforming dietary peptides in promising lead compounds: the case of bioavailable carnosine analogs. Amino acids 43, 111-126, doi: 10.1007/s00726-012-1224-z (2012).
27. Aldini, G., Orioli, M. & Carini, M. Protein modification by acrolein: relevance to pathological conditions and inhibition by aldehyde sequestering agents. Molecular nutrition & food research 55, 1301-1319, doi: 10.1002/mnfr.201100182 (2011).
28. de Courten, B. et al. Effects of carnosine supplementation on glucose metabolism: Pilot clinical trial. Obesity (Silver Spring), doi: 10.1002/oby.21434 (2016).
29. Aldini, G., Granata, P., Orioli, M., Santaniello, E. & Carini, M. Detoxification of 4-hydroxynonenal (HNE) in keratinocytes: characterization of conjugated metabolites by liquid chromatography/electrospray ionization tandem mass spectrometry. Journal of mass spectrometry: JMS 38, 1160-1168, doi: 10.1002/jms.533 (2003).
30. de Courten, B. et al. Muscle Carnosine Is Associated with Cardiometabolic Risk Factors in Humans. PloS one 10, e0138707, doi: 10.1371/journal.pone.0138707 (2015).
31. Vistoli, G. et al. Design, synthesis, and evaluation of carnosine derivatives as selective and efficient sequestering agents of cytotoxic reactive carbonyl species. ChemMedChem 4, 967-975, doi: 10.1002/cmdc.200800433 (2009).
32. Guidance for Industry. Bioanalytical Method Validation. U.S. Department of Health and Human Services, Food and Drug Administration, Center for Drug Evaluation and Research (CDER), & Center for Veterinary Medicine (CVM) 2013.
33. Keller, B. O., Sui, J., Young, A. B. & Whittal, R. M. Interferences and contaminants encountered in modern mass spectrometry. Analytica chimica acta 627, 71-81, doi: 10.1016/j.aca.2008.04.043 (2008).
34. Beck, J. L. et al. Direct observation of covalent adducts with Cys34 of human serum albumin using mass spectrometry. Analytical biochemistry 325, 326-336 (2004).
35. Zhang, Z. & Marshall, A. G. A universal algorithm for fast and automated charge state deconvolution of electrospray mass-to-charge ratio spectra. Journal of the American Society for Mass Spectrometry 9, 225-233, doi: 10.1016/S1044-0305(97)00284-5 (1998).
36. Heinegard, D. & Tiderstrom, G. Determination of serum creatinine by a direct colorimetric method. Clin Chim Acta 43, 305-310 (1973).
37. Bradford, M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical biochemistry 72, 248-254 (1976).
38. Zor, T. & Selinger, Z. Linearization of the Bradford protein assay increases its sensitivity: theoretical and experimental studies. Analytical biochemistry 236, 302-308, doi: 10.1006/abio.1996.0171 (1996).
39. Witko-Sarsat, V. et al. Advanced oxidation protein products as a novel marker of oxidative stress in uremia. Kidney international 49, 1304-1313 (1996).
40. Levine, R. L., Williams, J. A., Stadtman, E. R. & Shacter, E. Carbonyl assays for determination of oxidatively modified proteins. Methods in enzymology 233, 346-357 (1994).
41. Reddy, S., Bichler, J., Wells-Knecht, K. J., Thorpe, S. R. & Baynes, J. W. N epsilon-(carboxymethyl)lysine is a dominant advanced glycation end product (AGE) antigen in tissue proteins. Biochemistry 34, 10872-10878 (1995).