The antioxidant activity of carnosine and its consequences on the volatile profiles of liposomes during iron/ascorbate induced phospholipid oxidation

Kansci, Germain; Génot, Claude; Meynier, Anne; Gandemer, G.

doi:10.1016/s0308-8146(95)00257-x

Cited by 55 publications

(38 citation statements)

References 30 publications

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“…As most of food and cosmetic products are constituted of an emulsified matrix, it is useful to test antioxidants in such a medium. To shorten the duration of the test, temperature or initiator systems such as Fe(II) are often used, notably in liposome or lipoprotein oxidation tests (5)(6)(7).…”

mentioning

confidence: 99%

Behavior of phenolic antioxidants in a partitioned medium: structure—Activity relationship

Cuvelier¹,

Bondet²,

Berset³

2000

J Americ Oil Chem Soc

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The behavior of phenolic antioxidants is studied in a partitioned medium, composed of linoleic acid dispersed in an aqueous phase. Their efficiency is measured by the diene production during oxidation, induced by Fe (II)/ascorbic acid at 30°C. With a linoleic acid/Fe 2+ molar ratio of 10 and a Fe 2+ / ascorbic acid molar ratio of 23, a steady-state propagation rate is reached after 1 h for up to 15 h. The antioxidants cannot avoid the early dienes (30-40% of total dienes), resulting from the inducing reactions; however, they can stop all the dienes produced during propagation reactions by acting on ROO • . The inhibition values reveal a great difference between the antioxidants, depending on their structure (number of hydroxyl groups or chelating sites) and on their polarity, confirming the "polar paradox." Thus, α-tocopherol, butylated hydroxytoluene, butylated hydroxyanisole, and isoeugenol appear to be the best antioxidants, but rosmarinic and caffeic acids, generally potent antioxidants, present a weak efficiency. Surprisingly, in such a metal-induced system, the chelator activity seems to play a minor role.

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mentioning

confidence: 99%

Behavior of phenolic antioxidants in a partitioned medium: structure—Activity relationship

Cuvelier¹,

Bondet²,

Berset³

2000

J Americ Oil Chem Soc

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“…Consequently, in the conditions used, measurement of TBARS gave an overall view of development of lipid oxidation in the systems tested. Interference of the TBA test with several compounds was previously observed, such as, for example, with carnosine added to oxidizing liposomes [34]. Such an interference did not take place in the presence of the β-casein hydrolysate or the peptide (f1-25), as TBA values were unchanged when the test was performed on oxidized liposomes to which the protein derivatives were added.…”

Section: Discussionmentioning

confidence: 77%

“…Casein hydrolysates and caseinderived peptides have been shown to inhibit enzymatic and non-enzymatic lipid peroxidation [52]; caseinophosphopeptides were demonstrated to exhibit antioxidant properties in oil-in-water emulsions [14]. Iron chelation, scavenging of free radicals, and reactions of some side-chains of amino acids with hydroperoxides or secondary oxidation products, such as malonaldehyde and other aldehydes, are the main mechanisms involved in the antioxidant activity of amino acids, peptides and proteins [12,23,24,26,33,34,44,45]. However, as was observed with transferrin and ferritin, the bound iron may catalyze, in certain conditions, lipid oxidation [3,32].…”

Section: Introductionmentioning

confidence: 99%

?-Caseinophosphopeptide (f1-25) confers on ?-casein tryptic hydrolysate an antioxidant activity during iron/ascorbate-induced oxidation of liposomes

Kansci

Génot²,

Meynier³

et al. 2004

Lait

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-Protein ingredients such as hydrolysates of milk proteins may improve the nutritive value of functional foods. For instance, β-casein tryptic hydrolysate could simultaneously increase iron absorption and prevent lipid oxidation in foods containing high contents of polyunsaturated fatty acids (PUFA). The aim of this study was to determine the antioxidant activity of β-casein tryptic hydrolysate and of its β-caseinophosphopeptide (f1-25) on Fe(III)/ascorbate-induced oxidation of muscle phospholipids in a liposome system. Oxygen consumption, conjugated dienes (CD), thiobarbituric acid reactive substances (TBARS) and volatile compounds were measured during oxidation at 25 °C of the liposomes in the presence of either the β-casein tryptic hydrolysate (0.24-2.4 mg·mL -1 ) or of its phosphopeptide (0.1-0.31 mg·mL -1 ). Oxygen consumption was significantly enhanced in the presence of β-casein tryptic hydrolysate or of the phosphopeptide (f1-25) and staircase curves were observed for the highest concentrations, showing complex oxidative interactions between iron, β-casein tryptic hydrolysate or phosphopeptide and the phospholipids. In contrast, on an hourly scale, formation of CD, TBARS and total volatile compounds were inhibited. The inhibition of CD and TBARS reached 50% after 20 h of oxidation in the presence of 1.2 mg·mL -1 β-casein tryptic hydrolysate or 0.16 mg·mL -1 phosphopeptide (f1-25). Amounts of total volatile compounds produced after 24 h decreased by about 60% in the presence of the hydrolysate (1.2 mg·mL -1 ) and 50% with the phosphopeptide (f1-25) (0.31 mg·mL -1 ) due to drastic decrease or even disappearance of alkanals and 2-alkenals. Several alcohols such as pentanol and hexanol were produced in higher amounts. Thus β-casein tryptic hydrolysate can protect rich-in-PUFA phospholipid liposomes against long-term iron-induced oxidation, mainly due to iron chelation by β-caseinophosphopeptide (f1-25). This antioxidant activity could benefit specific food products.

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“…Carnosine and related naturally occurring histidine containing dipeptides such as anserine, exhibit antioxidative properties by quenching free radicals. [111][112][113] Carnosine also accelerates healing of wounds and ulcers and is reported to act as an antiaging peptide. 111,113 Fibroblast collagen production has been reported to be stimulated by a pentapeptide fragment (Lys-Thr-Thr-Lys-Ser) of the collagen molecule.…”

Section: Peptides As Cosmeceuticalsmentioning

confidence: 99%

Skin Peptides: Biological Activity and Therapeutic Opportunities

Namjoshi

Caccetta

Benson

2008

Journal of Pharmaceutical Sciences

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The antioxidant activity of carnosine and its consequences on the volatile profiles of liposomes during iron/ascorbate induced phospholipid oxidation

Cited by 55 publications

References 30 publications

Behavior of phenolic antioxidants in a partitioned medium: structure—Activity relationship

Behavior of phenolic antioxidants in a partitioned medium: structure—Activity relationship

?-Caseinophosphopeptide (f1-25) confers on ?-casein tryptic hydrolysate an antioxidant activity during iron/ascorbate-induced oxidation of liposomes

Skin Peptides: Biological Activity and Therapeutic Opportunities

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