{"id":1278,"date":"2016-04-29T20:30:34","date_gmt":"2016-04-29T20:30:34","guid":{"rendered":"https:\/\/courses.lumenlearning.com\/biologyxwaymakerxmaster\/?post_type=chapter&p=1278"},"modified":"2017-04-18T16:54:24","modified_gmt":"2017-04-18T16:54:24","slug":"functional-groups","status":"publish","type":"chapter","link":"https:\/\/courses.lumenlearning.com\/suny-wmopen-biology1\/chapter\/functional-groups\/","title":{"raw":"Functional Groups","rendered":"Functional Groups"},"content":{"raw":"

Categorize molecules according to their functional group<\/h2>\r\nIn this outcome, we'll learn about functional groups and the effects they have on the molecules they are bonded to.\r\n
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Learning Objectives<\/h3>\r\n
    \r\n \t
  • Identify the attributes of molecules with hydroxyl groups<\/li>\r\n \t
  • Identify the attributes of molecules with carboxyl groups<\/li>\r\n \t
  • Identify the attributes of molecules with amino groups<\/li>\r\n \t
  • Identify the attributes of molecules with phosphate groups<\/li>\r\n \t
  • Identify the attributes of molecules with methyl groups<\/li>\r\n \t
  • Identify the attributes of molecules with carbonyl groups<\/li>\r\n \t
  • Identify the attributes of molecules with sulfhydryl groups<\/li>\r\n<\/ul>\r\n<\/div>\r\nFunctional groups are groups of atoms that occur within organic molecules and confer specific chemical properties to those molecules. When functional groups are shown, the organic molecule is sometimes denoted as \"R.\" For example, ethanol is typically\u00a0drawn like this:\r\n\r\n\"Two\r\n\r\nIn order to condense the structure and focus on the hydroxyl group (the oxygen and hydrogen bound to the second carbon), everything besides the hydroxyl group would\u00a0replaced with an R, as follows:\r\n\r\n\"OH\r\n
    Note:\u00a0<\/strong>R doesn't always stand for the same organic molecule. It can stand in for an infinite variety of molecules.<\/div>\r\nFunctional groups are found along the \"carbon backbone\" of macromolecules which is formed by chains and\/or rings of carbon atoms with the occasional substitution of an element such as nitrogen or oxygen. Molecules with other elements in their carbon backbone are substituted hydrocarbons. Each of the four types of macromolecules\u2014proteins, lipids, carbohydrates, and nucleic acids\u2014has its own characteristic set of functional groups that contributes greatly to its differing chemical properties and its function in living organisms.\r\n

    Properties of Functional Groups<\/h2>\r\nA functional group can participate in specific chemical reactions. Some of the important functional groups in biological molecules include: hydroxyl, methyl, carbonyl, carboxyl, amino, phosphate, and sulfhydryl groups. These groups play an important role in the formation of molecules like DNA, proteins, carbohydrates, and lipids.\r\n

    Classifying Functional Groups<\/h2>\r\nFunctional groups are usually classified as hydrophobic or hydrophilic depending on their charge or polarity. An example of a hydrophobic group is the non-polar methane molecule. Among the hydrophilic functional groups is the carboxyl group found in amino acids, some amino acid side chains, and the fatty acid heads that form triglycerides and phospholipids. This carboxyl group ionizes to release hydrogen ions (H+<\/sup>) from the \u2014COOH group resulting in the negatively charged \u2014COO\u2013<\/sup> group; this contributes to the hydrophilic nature of whatever molecule it is found on. Other functional groups, such as the carbonyl group, have a partially negatively charged oxygen atom that may form hydrogen bonds with water molecules, again making the molecule more hydrophilic.\r\n\r\n\r\n\r\n\r\n\r\n\r\n\r\n\r\n\r\n\r\n\r\n\r\n
    Table 1. Important Functional Groups in Biology<\/th>\r\n<\/tr>\r\n<\/thead>\r\n
    Functional Group<\/th>\r\nStructure<\/th>\r\nProperties<\/th>\r\nGeneral Features<\/th>\r\n<\/tr>\r\n
    Hydroxyl<\/td>\r\n\"OH<\/td>\r\nPolar\r\n\r\nHydrophilic<\/td>\r\nCharacterized by presence of H and O\r\n\r\nSimple structure<\/td>\r\n<\/tr>\r\n
    Sulfhydryl<\/td>\r\n\"SH<\/td>\r\nPolar<\/td>\r\nCharacterized by presence of S\r\n\r\nSimple branched structure<\/td>\r\n<\/tr>\r\n
    Methyl<\/td>\r\n\"three<\/td>\r\nNonpolar<\/td>\r\nCharacterized by presence of H and C\r\n\r\nSimple structure<\/td>\r\n<\/tr>\r\n
    Carbonyl<\/td>\r\n\"an<\/td>\r\nPolar<\/td>\r\nCharacterized by central C and O\r\n\r\nBound to 2 organic side groups\r\n\r\nDouble bond to oxygen increases the polarity<\/td>\r\n<\/tr>\r\n
    Carboxyl<\/td>\r\n\"a<\/td>\r\nCharged, ionized to release H+<\/sup>. Since carboxyl groups can release H+<\/sup> ions into a solution, they are considered acidic.<\/td>\r\nCharacterized by central C bound to\u00a0O and OH\r\n\r\nAcidic<\/td>\r\n<\/tr>\r\n
    Amino<\/td>\r\n\"two<\/td>\r\nCharged, accepts H+<\/sup>\u00a0to form NH3<\/sub>+<\/sup>. Since amino groups can remove H+<\/sup>\u00a0from solution, they are considered basic.<\/td>\r\nCharacterized by presence of N\r\n\r\nBranched structure<\/td>\r\n<\/tr>\r\n
    Phosphate<\/td>\r\n\"a<\/td>\r\nCharged, ionizes to release H+<\/sup>. Since phosphate groups can release H+<\/sup>\u00a0ions into solution, they are considered acidic.\r\n\r\nAcidic<\/td>\r\nCharacterized by presence of P\r\n\r\nComplex structure<\/td>\r\n<\/tr>\r\n<\/tbody>\r\n<\/table>\r\n
    \r\n

    Practice Questions<\/h3>\r\nFructose is a common sugar that you've probably come into contact with in your life. What functional groups can be found in a\u00a0fructose molecule?\r\n\r\n\"A\r\n\r\n[practice-area rows=\"2\"][\/practice-area]\r\n[reveal-answer q=\"860203\"]Show Answer[\/reveal-answer]\r\n[hidden-answer a=\"860203\"]Fructose has hydroxyl and carbonyl groups. The hydroxyl groups are circled in red, and the carbonyl group is circled in purple:\r\n\r\n\"The\r\n\r\n[\/hidden-answer]\r\n\r\nLeucine is an amino acid that plays an important role in muscle development. What functional groups can be found in a leucine\u00a0molecule?\r\n\r\n\"A\r\n\r\n[practice-area rows=\"2\"][\/practice-area]\r\n[reveal-answer q=\"516947\"]Show Answer[\/reveal-answer]\r\n[hidden-answer a=\"516947\"]Leucine has carboxyl, amino, and methyl groups. The carboxyl\u00a0group\u00a0is circled in blue, the amnio group is circled in green, and the methyl\u00a0group is circled in purple.\r\n\r\n\"The\r\n\r\n[\/hidden-answer]\r\n\r\n<\/div>\r\n

    Hydrogen Bonds between Functional Groups<\/h2>\r\nHydrogen bonds between functional groups (within the same molecule or between different molecules) are important to the function of many macromolecules and help them to fold properly into and maintain the appropriate shape for functioning. Hydrogen bonds are also involved in various recognition processes, such as DNA complementary base pairing and the binding of an enzyme to its substrate, as illustrated in\u00a0Figure 1.\r\n\r\n[caption id=\"attachment_1831\" align=\"aligncenter\" width=\"1006\"]\"Molecular Figure 1. Hydrogen bonds connect two strands of DNA together to create the double-helix structure.[\/caption]\r\n\r\n
    \r\n

    In Summary: Functional Groups<\/h3>\r\nThe unique properties of carbon make it a central part of biological molecules. Carbon binds to oxygen, hydrogen, and nitrogen covalently to form the many molecules important for cellular function. Carbon has four electrons in its outermost shell and can form four bonds. Carbon and hydrogen can form hydrocarbon chains or rings. Functional groups are groups of atoms that confer specific properties to hydrocarbon (or substituted hydrocarbon) chains or rings that define their overall chemical characteristics and function.\r\n\r\n<\/div>\r\n

    Check Your Understanding<\/strong><\/h2>\r\nAnswer the question(s) below to see how well you understand the topics covered in the previous section. This short quiz does\u00a0not<\/strong>\u00a0count toward your grade in the class, and you can retake it an unlimited number of times.\r\n\r\nUse this quiz to check your understanding and decide whether to (1) study the previous section further or (2) move on to the next section.\r\n\r\nhttps:\/\/assessments.lumenlearning.com\/assessments\/3313","rendered":"

    Categorize molecules according to their functional group<\/h2>\n

    In this outcome, we’ll learn about functional groups and the effects they have on the molecules they are bonded to.<\/p>\n

    \n

    Learning Objectives<\/h3>\n
      \n
    • Identify the attributes of molecules with hydroxyl groups<\/li>\n
    • Identify the attributes of molecules with carboxyl groups<\/li>\n
    • Identify the attributes of molecules with amino groups<\/li>\n
    • Identify the attributes of molecules with phosphate groups<\/li>\n
    • Identify the attributes of molecules with methyl groups<\/li>\n
    • Identify the attributes of molecules with carbonyl groups<\/li>\n
    • Identify the attributes of molecules with sulfhydryl groups<\/li>\n<\/ul>\n<\/div>\n

      Functional groups are groups of atoms that occur within organic molecules and confer specific chemical properties to those molecules. When functional groups are shown, the organic molecule is sometimes denoted as “R.” For example, ethanol is typically\u00a0drawn like this:<\/p>\n

      \"Two<\/p>\n

      In order to condense the structure and focus on the hydroxyl group (the oxygen and hydrogen bound to the second carbon), everything besides the hydroxyl group would\u00a0replaced with an R, as follows:<\/p>\n

      \"OH<\/p>\n

      Note:\u00a0<\/strong>R doesn’t always stand for the same organic molecule. It can stand in for an infinite variety of molecules.<\/div>\n

      Functional groups are found along the “carbon backbone” of macromolecules which is formed by chains and\/or rings of carbon atoms with the occasional substitution of an element such as nitrogen or oxygen. Molecules with other elements in their carbon backbone are substituted hydrocarbons. Each of the four types of macromolecules\u2014proteins, lipids, carbohydrates, and nucleic acids\u2014has its own characteristic set of functional groups that contributes greatly to its differing chemical properties and its function in living organisms.<\/p>\n

      Properties of Functional Groups<\/h2>\n

      A functional group can participate in specific chemical reactions. Some of the important functional groups in biological molecules include: hydroxyl, methyl, carbonyl, carboxyl, amino, phosphate, and sulfhydryl groups. These groups play an important role in the formation of molecules like DNA, proteins, carbohydrates, and lipids.<\/p>\n

      Classifying Functional Groups<\/h2>\n

      Functional groups are usually classified as hydrophobic or hydrophilic depending on their charge or polarity. An example of a hydrophobic group is the non-polar methane molecule. Among the hydrophilic functional groups is the carboxyl group found in amino acids, some amino acid side chains, and the fatty acid heads that form triglycerides and phospholipids. This carboxyl group ionizes to release hydrogen ions (H+<\/sup>) from the \u2014COOH group resulting in the negatively charged \u2014COO\u2013<\/sup> group; this contributes to the hydrophilic nature of whatever molecule it is found on. Other functional groups, such as the carbonyl group, have a partially negatively charged oxygen atom that may form hydrogen bonds with water molecules, again making the molecule more hydrophilic.<\/p>\n\n\n\n\n\n\n\n\n\n\n\n\n
      Table 1. Important Functional Groups in Biology<\/th>\n<\/tr>\n<\/thead>\n
      Functional Group<\/th>\nStructure<\/th>\nProperties<\/th>\nGeneral Features<\/th>\n<\/tr>\n
      Hydroxyl<\/td>\n\"OH<\/td>\nPolar<\/p>\n

      Hydrophilic<\/td>\n

      		Characterized by presence of H and O<\/p>\n

      Simple structure<\/td>\n<\/tr>\n

      Sulfhydryl<\/td>\n\"SH<\/td>\nPolar<\/td>\nCharacterized by presence of S<\/p>\n

      Simple branched structure<\/td>\n<\/tr>\n

      Methyl<\/td>\n\"three<\/td>\nNonpolar<\/td>\nCharacterized by presence of H and C<\/p>\n

      Simple structure<\/td>\n<\/tr>\n

      Carbonyl<\/td>\n\"an<\/td>\nPolar<\/td>\nCharacterized by central C and O<\/p>\n

      Bound to 2 organic side groups<\/p>\n

      Double bond to oxygen increases the polarity<\/td>\n<\/tr>\n

      Carboxyl<\/td>\n\"a<\/td>\nCharged, ionized to release H+<\/sup>. Since carboxyl groups can release H+<\/sup> ions into a solution, they are considered acidic.<\/td>\nCharacterized by central C bound to\u00a0O and OH<\/p>\n

      Acidic<\/td>\n<\/tr>\n

      Amino<\/td>\n\"two<\/td>\nCharged, accepts H+<\/sup>\u00a0to form NH3<\/sub>+<\/sup>. Since amino groups can remove H+<\/sup>\u00a0from solution, they are considered basic.<\/td>\nCharacterized by presence of N<\/p>\n

      Branched structure<\/td>\n<\/tr>\n

      Phosphate<\/td>\n\"a<\/td>\nCharged, ionizes to release H+<\/sup>. Since phosphate groups can release H+<\/sup>\u00a0ions into solution, they are considered acidic.<\/p>\n

      Acidic<\/td>\n

      		Characterized by presence of P<\/p>\n

      Complex structure<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

      \n

      Practice Questions<\/h3>\n

      Fructose is a common sugar that you’ve probably come into contact with in your life. What functional groups can be found in a\u00a0fructose molecule?<\/p>\n

      \"A<\/p>\n