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07-SEPTEMBER-2008 03:17:44 - Monounsaturated fat or section by expanding it. Further information might be found on the talk page or at requests for expansion. January 2007 Types of fats in food Unsaturated fat Monounsaturated fat Polyunsaturated fat Trans fat Omega fatty acids: ω-3 ω-6 ω-9 Saturated fat Interesterified fat See also Fatty acid Essential fatty acid Food portal For discussion how dietary fats affect cardiovascular health, see Diet and heart disease. In biochemistry and nutrition, monounsaturated fats are fatty acids that have a single double bond in the fatty acid chain and all the carbon atoms in the chain are single-bonded. By contrast, polyunsaturated fatty acids have more than one double bond. Fatty acids are long-chained molecules having a methyl group at one end and a carboxylic acid group at the other end. Fatty acid fluidity increases with increasing number of double bonds. Therefore, monounsaturated fatty acids have a higher melting temperature than polyunsaturated fatty acids but lower than saturated fatty acids. Monounsaturated fatty acids are liquids at room temperature and semisolid or solid when refrigerated. Contents 1 Molecular description: oleic acid 2 Relation to health 3 Natural sources 4 References 5 See also 6 External links Molecular description: oleic acid Common monounsaturated fatty acids are palmitoleic acid 16:1 n-7, cis-vaccenic acid 18:1 n-7 and oleic acid 18:1 n-9. Palmitoleic acid has 16 carbon atoms with the first double bond occurring 7 carbon atoms away from the methyl group and 9 carbons from the carboxyl end. It can be lengthened to the 18-carbon cis-vaccenic acid. Oleic acid has 18 carbon atoms with the first double bond occurring 9 carbon atoms away from the methyl group. The illustrations below show a molecule of oleic acid in Lewis formula and as a space-filling model. Oleic acid's skeletal formula Oleic acid's space-filling structure Relation to health Although polyunsaturated fats protect against cardiovascular disease by providing more membrane fluidity than monounsaturated fats, they are more vulnerable to lipid peroxidation rancidity. On the other hand, some monounsaturated fatty acids like saturated fats promote insulin resistance, whereas polyunsaturated fatty acids are protective against insulin resistance 12. In direct contrast to this, the large scale KANWU study found that neither dietary monounsaturated or supplemented polyunsaturated fats in the form of fish oil affected insulin sensitivity, while increased consumption of saturated fat induced a significant decrease in this parameter. 3 Foods containing monounsaturated fats lower LDL cholesterol, while possibly raising HDL cholesterol.4 However, their true ability to raise HDL is still in debate. In a study published in 2001, erythrocyte membrane oleic and monounsaturated fatty acid content was positively associated with breast cancer risk in postmenopausal women, while no association was shown between saturated fatty acids and breast cancer risk. Enzyme Δ9-desaturase catalyzes the conversion of stearic acid to oleic acid: there is a negative correlation between erythrocyte membrane oleic acid and dietary polyunsaturated fatty acids. Inverse relationship between Saturation Index ratio of membrane stearic to oleic acid and breast cancer risk could also be related to hormonal and metabolic factors and to interactions between them, as well as to dietary factors.5 In children, consumption of monounsaturated oils is associated with healthier serum lipid profiles.6 Natural sources Monounsaturated fats are found in natural foods such as nuts and avocados, and are the main component of tea seed oil and olive oil oleic acid. Canola oil is 57%-60% monounsaturated fat, olive oil is about 75% monounsaturated fat while tea seed oil is commonly over 80% monounsaturated fat. Other sources include grapeseed oil, ground nut oil, peanut oil, flaxseed oil, sesame oil, corn oil, popcorn, whole grain wheat, cereal, oatmeal, safflower oil, sunflower oil, tea-oil Camellia, avocado oil. References ^ Lovejoy, JC 2002. The influence of dietary fat on insulin resistance. Current Diabetes Reports 2 5: 435-440. doi:10.1007/s11892-002-0098-y. PMID 12643169. ^ Satoshi Fukuchi 2004. Role of Fatty Acid Composition in the Development of Metabolic Disorders in Sucrose-Induced Obese Rats. Experimental Biology and Medicine 229 6: 486-493. PMID 15169967. ^ Vessby B, Unsitupa M, Hermansen K, Riccardi G, Rivellese AA, Tapsell LC, Nälsén C, Berglund L, Louheranta A, Rasmussen BM, Calvert GD, Maffetone A, Pedersen E, Gustafsson IB, Storlien LH 2001. Substituting dietary saturated for monounsaturated fat impairs insulin sensitivity in healthy men and women: The KANWU Study. Diabetologia 44 3: 312-319. doi:10.1007/s001250051620. PMID 11317662. ^ You Can Control Your Cholesterol: A Guide to Low-Cholesterol Living by Merck Co. Inc. ^ Valeria Pala, Vittorio Krogh, Paola Muti, Véronique Chajès, Elio Riboli, Andrea Micheli, Mitra Saadatian, Sabina Sieri, Franco Berrino 2001. Erythrocyte Membrane Fatty Acids and Subsequent Breast Cancer: a Prospective Italian Study. JNCL 93. PMID 11459870. Retrieved on 2008-03-22. ^ Sanchez-Bayle M, Gonzalez-Requejo A, Pelaez MJ, Morales MT, Asensio-Anton J, Anton-Pacheco E 2008. A cross-sectional study of dietary habits and lipid profiles. The Rivas-Vaciamadrid study. Eur. J. Pediatr. 167 2: 149-54. doi:10.1007/s00431-007-0439-6. PMID 17333272. See also High density lipoprotein Saturated fat Unsaturated fat Polyunsaturated fat External links Fats Mayo Clinic Types of Fats Cardiovascular Consultants Some dated information. The Chemistry of Unsaturated Fats Retrieved from http://en..org/wiki/Monounsaturated_fat Categories: Food science | Fatty acids | Lipids | NutritionHidden categories: Articles to be expanded since January 2007 | All articles to be expanded Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages Norsk bokmål Simple English Suomi Português 中文 This page was last modified on 19 August 2008, at 02:16
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