The DOI matches its Crossref record; 114 of the 119 references it cites were found in a registry or an index.
Protein fructosylation: fructose and the Maillard reaction
Abstract
Fructose, as is the case for other reducing sugars, undergoes the Maillard reaction with proteins and amino acids. The first stage of the reaction results in one or more substituted amino sugars. These products in turn enter the advanced and final stages of the Maillard reaction, which involve the formation of reactive intermediates, cross-linking of proteins, and the formation of brown and fluorescent polymeric materials. It would appear that the initial stages of the reaction occur more rapidly with fructose than with glucose. The Maillard reaction with any sugar, including fructose, results in a decrease in protein quality due to the loss of amino acid residues and decreased protein digestibility. Maillard products can inhibit the uptake and metabolism of free amino acids and of other nutrients such as zinc and some advanced Maillard products have mutagenic and/or anticarcinogenic properties. In vivo the Maillard reactions between proteins and fructose, glucose, and other reducing sugars may play a role in aging and in some of the clinical complications of diabetes.
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“Reactive oxygen species are produced by the Maillard reaction [20], [21], damaging pancreatic beta cells, and leading to a subcellular stress response (the “unfolded protein response” in the endoplasmic reticulum) that drives insulin inadequacy [22], [23].”
From The relationship of sugar to population-level diabetes prevalence: an econometric analysis of repeated cross-sectional data (2013) · cites this paper as [21]
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Cites
Dehydrated Foods, Chemistry of Browning Reactions in Model Systems
Hodge, J. E. (1953) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf60015a004 · Cited by 1,979
Aminoguanidine Prevents Diabetes-Induced Arterial Wall Protein Cross-Linking
Brownlee, M., Vlassara, H., Kooney, A., Ulrich, P. C., & Cerami, A. (1986) · Science · doi:10.1126/science.3487117 · Cited by 1,146
Structure Elucidation of a Senescence Cross-Link from Human Extracellular Matrix
Sell, D. R., & Monnier, V. M. (1989) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(20)88225-8 · Cited by 1,082
Ahmed, M. U., Thorpe, S. R., & Baynes, J. W. (1986) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)89188-3 · Cited by 864
Intermediary metabolism of fructose
Mayes, P. (1993) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/58.5.754s · Cited by 669
Reaction of Monosaccharides with Proteins: Possible Evolutionary Significance
Bunn, H. F., & Higgins, P. J. (1981) · Science · doi:10.1126/science.12192669 · Cited by 598
Immunochemical detection of advanced glycosylation end products in vivo.
Makita, Z., Vlassara, H., Cerami, A., & Bucala, R. (1992) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)42741-x · Cited by 491
Ellis, G. P. (1959) · Advances in carbohydrate chemistry · doi:10.1016/s0096-5332(08)60223-4 · Cited by 381
The maillard reaction in aging, diabetes and nutrition
Furth, A. J. (1990) · Trends in Biochemical Sciences · doi:10.1016/0968-0004(90)90040-i · Cited by 373
Pongor, S., Ulrich, P. C., Bencsath, F. A., & Cerami, A. (1984) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.81.9.2684 · Cited by 372
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Research works printed but not linked: 7
- Imasato, 1981, Maillard reaction VI: structural determinations in melanoidins from fructose and glycine, An Acad Bras Cienc, 53, 87
- Barbetti, 1976, Identification of furan group in the melanoidins pigments from glucose-glycine Maillard reaction, Ann Chim (Rome), 66, 485
- Maillard, 1912, The reaction of amino acids with sugars: mechanism of melanoid formation (Action des acides amines sur les sucres: formation des melanoidines par voie methodologique), Comptes Rendus de l’Academie, 154, 66
- Ellingson, 1954, Differences between fructose and glucose in the browning reaction., Fed Proc, 13, 204
- Burton, 1963, Sulphur dioxide and ke-tose-amino reactions., Chemistry and Industry (London), 6935
- Volpe, 1976, Use of high fructose corn syrup in white layer cake, Baker’s Dig, 50, 38
- Koepsel, 1980, Effect of com syrups in layer cakes, Cereal Chem, 57, 49
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Kim, H., Cha, B.-C., & Kim, D.-W. (2023) · Nanomaterials · doi:10.3390/nano13202808 · Cited by 11
Szwergold, B. S., Bunker, R. D., & Loomes, K. M. (2011) · Medical Hypotheses · doi:10.1016/j.mehy.2011.07.027 · Cited by 9
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(2010) · Comprehensive Organic Name Reactions and Reagents · doi:10.1002/9780470638859.conrr313 · Cited by 2
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Simpson, A. E. C. M., & Jones, R. B. (1999) · Life Sciences · doi:10.1016/s0024-3205(99)00076-4
Havel, P. J., Elliott, S. S., Stern, J. S., Keim, N. L., & Teff, K. L. (2003) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/78.4.805
Yaacoub, R. (2009) · OpenGrey (Institut de l'Information Scientifique et Technique)
Kinasih, G. H., Legowo, A. M., Mulyani, S., & Al–Baarri, A. N. (2015) · Jurnal Aplikasi Teknologi Pangan · doi:10.17728/jatp.2015.05
Mortenson, L. E. (1999) · Oncology Issues · doi:10.1080/10463356.1999.11905080
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Koto, S. (2001) · Springer eBooks · doi:10.1007/978-3-642-56874-9_12
Tulp, O. L., Anderson, M., & Rizvi, A. A. (2023) · British journal of healthcare and medical research · doi:10.14738/bjhmr.105.15677
Turkette, T., Decker, A., & Root-Bernstein, R. S. (2024) · Computational and Structural Biotechnology Reports · doi:10.1016/j.csbr.2024.100015
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Fernandez, G. S. (2011) · theses.fr (ABES) · doi:10.70675/6c619d81zca71z4c88zbfb3z5f70714d414c
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Metadata
- Authors
- Dills, W.
- Venue
- The American Journal of Clinical Nutrition
- Publisher
- Elsevier BV
- Published
- 1993-11
- Volume
- 58
- Issue
- 5
- Pages
- 779S-787S
- ISSN
- 0002-9165 (ISSN-L)
- OpenAlex
- W2169550205
- Cited by
- 171
- References
- 119
- Citations by year
- 2026: 4 · 2025: 2 · 2024: 11 · 2023: 11 · 2022: 5 · 2021: 7 · 2020: 9 · 2019: 7 · 2018: 6 · 2017: 9 · 2016: 8 · 2015: 7 · 2014: 13 · 2013: 10 · 2012: 3
- FWCI
- 1.62
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- American Journal of Clinical Nutrition (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Clinical Biochemistry › Advanced Glycation End Products research
- Life Sciences › Agricultural and Biological Sciences › Food Science › Potato Plant Research
- Health Sciences › Medicine › Endocrinology, Diabetes and Metabolism › Diet, Metabolism, and Disease
- Keywords
- Maillard reaction, fructose, reducing sugars, advanced glycation end products, protein cross-linking, protein digestibility, amino acid loss, mutagenicity, anticarcinogenic activity, aging, diabetes complications, zinc metabolism
- MeSH terms
- Fructose, Proteins, Maillard Reaction
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