Binding affinities of gallotannin analogs with bovine serum albumin: ramifications for polyphenol-protein molecular recognition

Feldman, Ken S.; Sambandam, Aruna; Lemon, S.T.; Nicewonger, Robert; Long, Gregory S.; Battaglia, Danilo; Ensel, Susan M.; Laci, M.A.

doi:10.1016/s0031-9422(99)00144-2

Cited by 48 publications

(39 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Relative affinities determined from the ion abundances under theses conditions decreased in the order epicatechin gallate > epigallocatechin gallate > B2 3′‐gallate > dimers > monomers. The structural basis for interaction between flavanols and selected peptides has been probed in ever increasing detail 66. However, most of the data concerned hydrolyzable tannins and few were available on catechin derived tannins.…”

Section: Resultsmentioning

confidence: 99%

Study of non‐covalent complexation between catechin derivatives and peptides by electrospray ionization mass spectrometry

Sarni‐Manchado

Cheynier

2002

J. Mass Spectrom.

View full text Add to dashboard Cite

The recent development of electrospray ionization mass spectrometry (ESI-MS) has allowed its use to study molecular interactions driven by non-covalent forces. ESI-MS has been used to detect non-covalent complexes between proteins and metals, ligands and peptides and interactions involving DNA, RNA, oligonucleotides and drugs. Surprisingly, the study of the interaction between polyphenolic molecules and peptides/proteins is still an area where ESI-MS has not benefited. With regard to the important influence of these interactions in the biological and food domains, ESI-MS was applied to the detection and the characterization of soluble polyphenol-peptide complexes formed in model solution. The ability to observe and monitor the weak interactions involved in such macromolecular complexation phenomena was demonstrated for monomeric and dimeric flavonoid molecules (catechin-derived compounds) largely encountered in plants and plant derived products. Intact non-covalent polyphenol-peptide complexes were observed by ESI-MS using different experimental conditions. Utilizing mild ESI interface conditions allowed the detection of 1 : 1 polyphenol-peptide complexes in all tested solutions and 2 : 1 complexes for the dimers and galloylated polyphenols (flavanols). These results show that there is a preferential interaction between polymerized and/or galloylated polyphenols and peptide compared with that between monomeric polyphenols and peptides. Thus, ESI-MS shows potential for the study of small polyphenolic molecule-peptide interactions and determination of stoichiometry.

show abstract

Section: Resultsmentioning

confidence: 99%

Study of non‐covalent complexation between catechin derivatives and peptides by electrospray ionization mass spectrometry

Sarni‐Manchado

Cheynier

2002

J. Mass Spectrom.

View full text Add to dashboard Cite

show abstract

“…Considering what we reported above, the amount of total phenols detected in MEHGSO2T was lower than expected (100-130 mg/L over the other mechanically harvested trials). This could be due to the interaction between the tannins and proteins released from the mechanically harvested grape pomace (MAC MANUS et al, 1985;FELDMAN et al, 1999).…”

Section: Discussionmentioning

confidence: 99%

Mechanical harvesting optimization and postharvest treatments to improve wine quality

et al. 2010

View full text Add to dashboard Cite

Aims:The aim of this work was to verify the influence of mechanical harvesting and postharvest treatments on wine composition. Methods and results:Trials were carried out in triplicate on cv. Montuni grapes. The estimated best setting frequency for the mechanical harvester was 410 shakes/min. Comparing hand-picked and mechanically harvested grapes, the reduced extract and pH results were lower for the hand-picked grapes, showing a more evident berry breakage caused by the mechanical harvester. The wines obtained from mechanically harvested grapes had a lower phenolic compound content than wines produced with hand-picked grapes, indicating that oxidation phenomena occurred; the trend for postharvest treated grapes was different. The significantly lower amount of higher alcohols in the hand-picked grapes trial than in the mechanically harvested ones could be explained by a lower amount of their precursors and oxygen in musts. The sensory differences among the trials were significant for some parameters, but an overall view of the data suggested that the differences were not remarkable and all the wines were good. Conclusion:Postharvest treatments reduce the loss of natural antioxidant compounds found in wines produced from mechanically harvested grapes. Mechanical harvesting does not have a negative influence on wine composition if matched with the proper vineyard characteristics, machine settings and postharvest treatments. The typicality of Montuni wine is maintained in the cases of grapes harvested mechanically with, but also without, any postharvest treatment. The use of these treatments is otherwise useful to obtain wines with a better stability.Significance and impact of the study: With respect to mechanical harvesting, this study highlights the importance of maintaining and/or improving the quality of mechanically harvested grapes containing the harvesting costs. Conclusion :Les traitements après vendange réduisent la perte des composés antioxydants naturels dans les vins issus de raisins récoltés mécaniquement. La vendange mécanique n'a pas une influence négative sur la composition des vins, si on prend en compte les caractéristiques du vignoble, les réglages de la machine à vendanger ainsi que les traitements après la vendange. La typicité du vin issu du cépage Montuni est conservée dans le cas de vendanges mécaniques, avec, mais aussi sans, traitements après vendange. L'usage de ces traitements est utile pour obtenir des vins ayant une meilleure stabilité.Signification : Cette étude a souligné l'importance de maintenir et-ou d'améliorer la qualité des raisins récoltés à la machine, en limitant les dépenses liées à la vendange. AbstractRésumé manuscript

show abstract

“…The aim of these studies was not just understanding the astringent effect of dietary polyphenols, but also how their binding to proteins could affect (not necessarily negatively) their biological activities, including their antioxidant action, and their bioavailability 32. 100 These studies relied on a large panoply of analytical techniques, including again NMR spectroscopy,101 as well as circular dichroism,101a,d, 102 mass spectrometry,101d, 103 Fourier transform infrared spectroscopy,104 dynamic light and small angle X‐ray scattering,102, 105 transmission electronic microscopy,102b, 105b calorimetry,102a, 106 equilibrium dialysis,106c, 107 size‐exclusion chromatography,108a nephelometry,108b fluorescent quenching,108c and quartz crystal microbalance with dissipation 108d. Some of the most pertinent, although sometimes apparently conflicting, elements of discussion drawn from these investigations can be summarized as follows:…”

Section: Why Bother With Plant Polyphenols?mentioning

confidence: 99%

Plant Polyphenols: Chemical Properties, Biological Activities, and Synthesis

et al. 2011

View full text Add to dashboard Cite

Eating five servings of fruits and vegetables per day! This is what is highly recommended and heavily advertised nowadays to the general public to stay fit and healthy! Drinking green tea on a regular basis, eating chocolate from time to time, as well as savoring a couple of glasses of red wine per day have been claimed to increase life expectancy even further! Why? The answer is in fact still under scientific scrutiny, but a particular class of compounds naturally occurring in fruits and vegetables is considered to be crucial for the expression of such human health benefits: the polyphenols! What are these plant products really? What are their physicochemical properties? How do they express their biological activity? Are they really valuable for disease prevention? Can they be used to develop new pharmaceutical drugs? What recent progress has been made toward their preparation by organic synthesis? This Review gives answers from a chemical perspective, summarizes the state of the art, and highlights the most significant advances in the field of polyphenol research.

show abstract

Binding affinities of gallotannin analogs with bovine serum albumin: ramifications for polyphenol-protein molecular recognition

Cited by 48 publications

References 15 publications

Study of non‐covalent complexation between catechin derivatives and peptides by electrospray ionization mass spectrometry

Study of non‐covalent complexation between catechin derivatives and peptides by electrospray ionization mass spectrometry

Mechanical harvesting optimization and postharvest treatments to improve wine quality

Plant Polyphenols: Chemical Properties, Biological Activities, and Synthesis

Contact Info

Product

Resources

About