Prenol 3451537 168055575 2007-10-30T11:18:11Z Edgar181 491706 typo {{Chembox new | Reference=<ref>[http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/162353 Prenol] at Sigma-Aldrich</ref> | Name = Prenol | ImageFile1 = prenol structure.png | ImageSize1 = 200px | ImageName1 = Prenol | ImageFile2 = prenol3D.png | ImageSize2 = 200px | ImageName2 = Prenol | IUPACName = 3-Methyl-2-buten-1-ol | OtherNames= 3,3-Dimethylallyl alcohol | Section1 = {{Chembox Identifiers | CASNo = 556-82-1 | PubChem = 10353732 | SMILES = CC(C)=CCO }} | Section2 = {{Chembox Properties | Formula = C<sub>5</sub>H<sub>10</sub>O | MolarMass = 86.13 g/mol | Density = 0.848 g/cm³ | MeltingPt = <25 °C | BoilingPt = 140 °C }} }} '''Prenol''', or '''3-methyl-2-buten-1-ol''', is a natural [[alcohol]]. It is one of the most simple [[terpene]]s. It is a clear colorless oil that is insoluble in water, but miscible with most common organic solvents. It has a fruity odor and is used occasionally in perfumery. It is also a building block of isoprenoid alcohols (or 'prenol'), which have the general formula: :H-[CH<sub>2</sub>CCH<sub>3</sub>=CHCH<sub>2</sub>]<sub>n</sub>-OH The repeating C<sub>5</sub>H<sub>8</sub> [[moiety]] in the brackets is called [[isoprene]]. Prenol is polymerized by [[dehydration reaction]]s; when there are at least four isoprene units (n in the above formula is greater than or equal to four), the [[polymer]] is called a polyprenol. Polyprenols can contain up to 100 isoprene units (n=100) linked end to end with the [[hydroxyl group]] (-OH) remaining at the end. These isoprenoid alcohols are also called ‘terpenols’ These isoprenoid alcohols are important in the acylation of [[proteins]], [[carotenoid]]s, and fat-soluble [[Vitamin A|vitamins A]], [[vitamin E|E]] and [[vitamin K|K]]. They are also building blocks for plant oils such as [[farnesol]] and [[geraniol]]. Prenol is also a building block of [[cholesterol]] (built from six isoprene units), and thus of all [[steroids]]. When the isoprene unit attached to the alcohol is [[saturated]], the [[compound]] is referred to as a [[dolichol]]. Dolichols are important as glycosyl carriers in the [[synthesis]] of [[polysaccharides]]. ==References== <references/> [[Category:flavors]] [[Category:Terpenes and terpenoids]] [[Category:Alcohols]] [[Category:Alkenes]] [[fr:Prénol]]