Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. 16.2 Amino Acids as Acids and Bases.

Slides:



Advertisements
Similar presentations
27.3 Acid-Base Behavior of Amino Acids. Recall While their name implies that amino acids are compounds that contain an —NH 2 group and a —CO 2 H group,
Advertisements

16.3 Rx of Amino Acids. Isoelectric Point (IEP) pH where AA is a Zwitterion and overall neutral: positive and negative charges equal each other out. Carboxyl.
Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc Primary Structure of Nucleic.
14.4 Hydrolysis of Esters Ethyl acetate is the solvent in fingernail polish, plastics, and lacquers. Learning Goal Draw the condensed structural formulas.
Welcome to class of Amino Acids Dr. Meera Kaur. Learning objectives To understand - the structural features of amino acids - the classifications of amino.
Lecture 142/19/06. Strong Bases: What is the pH of 0.01 M solution of each of the strong bases? NaOH CaO.
Functions of Proteins 20.2 Amino Acids 20.3 Amino Acids as Acids and Bases Chapter 20 Amino Acids and Proteins.
Lecture 122/12/07. pH What is it? How do you measure it?
Chapter 19: Proteins CHEM 1152 Dr. Sheppard.
Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Chapter 16 Amino Acids, Proteins,
Of amino acids and weak acids(acetic acid)
Chemistry: An Introduction to General, Organic, and Biological Chemistry, Eleventh Edition Copyright © 2012 by Pearson Education, Inc. Chapter 15 Lipids.
16.3 Proteins: Primary Structure
Amino acids: Chemical and Physical Properties
Biochemical instrumental analysis-7 Dr. Maha Al-Sedik.
Amino acids as amphoteric compounds
Amino Acids Proteins, and Enzymes
Copyright © 1804 Pearson Education Inc., publishing as Benjamin Cummings Functions of Proteins 17.2 Amino Acids 17.3 Amino Acids as Acids and Bases.
19.1 Proteins and Amino Acids
CHAPTER 19 Problems. Learning Check Solution Nonpolar (NP) Polar (P)
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.1 Chapter 19 Amino Acids and Proteins 19.1 Proteins and Amino Acids.
Chapter 19 Amino Acids and Proteins
Hannah Barreca Daria Lukasz Ian Reucroft Roshelle Belfer Stephanie Puthumana.
Chemistry: An Introduction to General, Organic, and Biological Chemistry, Eleventh Edition Copyright © 2012 by Pearson Education, Inc. Chapter 16 Amino.
Amino acids/Proteins.
Amino Acids carboxylic acid amine R varies with amino acid R = H
Chemistry: An Introduction to General, Organic, and Biological Chemistry, Eleventh Edition Copyright © 2012 by Pearson Education, Inc. Chapter 16 Amino.
Amino acids. Essential Amino Acids 10 amino acids not synthesized by the body arg, his, ile, leu, lys, met, phe, thr, trp, val Must obtain from the diet.
Amino Acids and Proteins
Amino Acids Colorless, crystalline, water soluble substances Distinguishing features are a -COOH group and a -NH 3 group attached to the same carbon R.
Chapter 3 Atoms and Elements 3.4 Atomic Number and Mass Number 1 Chemistry: An Introduction to General, Organic, and Biological Chemistry, Eleventh Edition.
Amino Acids. Amino Acid Structure Basic Structure: – (α) Carbon – Carboxylic Acid Group – Amino Group – R-group Side Chain Determines properties of Amino.
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.1 Chapter 18 Amines and Amides 18.2 Properties of Amines.
General method for synthesis of azo dyes Add a cold aqueous solution of sodium nitrite slowly (with cooling and stirring) to a cold solution of the amine.
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc Hydrolysis of Amides Chapter 18 Amines and Amides.
Properties and structure:  Are carboxylic acids with α - amino group.  Are the basic building blocks of proteins.  Nearly all have an asymmetric.
 Calculate the pH of weak acids.  calculate the pH of weak bases.  Calculate the pH of salt of weak acids.  Calculate the pH of salt of weak bases.
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.1 Chapter 19 Amino Acids and Proteins 19.3 Formation of Peptides.
1 Chapter 16 Amino Acids, Proteins, and Enzymes 16.1 Functions of Proteins 16.2 Amino Acids 16.3 Amino Acids as Acids and Bases.
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.1 Chapter 19 Amino Acids and Proteins 19.2 Amino Acids as Zwitterions.
Final Exam – 104A Monday, May 10 8:00 – 11:00 am 100 Noyes AQD,AQE,AQFYuan AQA,AQLSedlacek AQI,AQKSmith 62 Krannert Art Museum AQB,AQCPark AQNGupta AQGPhelan.
Amino Acids, Peptides, and Proteins. Introduction to Amino Acids  There are about 26 amino acids, many others are also known from a variety of sources.
Of Amino Acids Titration curves. Titration of amino acids Titration of glycine Titration of arginine.
Chemistry: An Introduction to General, Organic, and Biological Chemistry, Eleventh Edition Copyright © 2012 by Pearson Education, Inc. Chapter 8 Acids.
Option B Biochemistry Jeff Venables Northwestern High School.
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.1 Chapter 20 Enzymes and Vitamins 20.3 Factors Affecting Enzyme Activity.
1 Chapter 19 Amino Acids and Proteins 19.1 Proteins and Amino Acids 19.2 Amino Acids as Acids and Bases Copyright © 2007 by Pearson Education, Inc. Publishing.
16.3 Rx of Amino Acids. Isoelectric Point pH where AA is a Zwitterion and overall neutral: positive and negative charges equal each other out. Carboxyl.
Amino Acids carboxylic acid amine R varies with amino acid R = H
Amine R group Alpha Carbon Carboxylic Acid. Nonpolar side chains.
Protein chemistry Lecture Amino acids are the basic structural units of proteins consisting of: - Amino group, (-NH2) - Carboxyl group(-COOH)
AMINO ACIDS INTRODUCTION.
Sample Problem 19.1 Structural Formulas of Amino Acids
6.9 Attractive Forces in Compounds
Chapter 19 Amino Acids and Proteins
Amino acids.
Amino Acids carboxylic acid amine R varies with amino acid R = H
Titration of amino acids
Proteins 16.3 Rx of Amino Acids.
Amino Acids (Foundation Block) 1 Lecture Dr. Usman Ghani
Pensacola High School IB Chemistry 3
Amino Acids carboxylic acid amine R varies with amino acid R = H
Of amino acids and weak acids(acetic acid)
19.2 Amino Acids as Acids and Bases
Titration curve of amino acids
Chapter 3 Atoms and Elements
Worked Example Determining Side-Chain Hydrophobicity/ Hydrophilicity
Unit 1 – Atomic Structure
Presentation transcript:

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc Amino Acids as Acids and Bases When an amino acid with positive and negative charges is overall neutral in charge, it is said to be at its isoelectric point (pI). Ball-and-stick model of glycine at its pI of 6.0. Learning Goal Draw the condensed structural formula for an amino acid at pH values above or below its isoelectric point.

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Isoelectric Point The isoelectric point of an amino acid is the pH at which the charged groups on an amino acid are balanced the amino acid is neutral An amino acid can exist as a positive ion if a solution is more acidic (lower pH) than its pI as a negative ion if a solution is more basic (higher pH) than its pI

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Ionized Forms of Amino Acids The pI values for nonpolar and and polar neutral amino acids are from pH 5.1 to 6.3. Alanine has a zero overall charge at its pI of 6.0 with a carboxylate anion (— COO − ) and an ammonium cation (— NH 3 + ).

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Ionized Forms of Amino Acids Alanine adds an H + to the carboxyl group (— COO − ) when the solution is more acidic than its pI (pH < 6).

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Ionized Forms of Amino Acids At a pH higher than 6.0, the — NH 3 + group loses H + and forms an amino group (— NH 2 ) that has no charge. Because the — COO − group has a charge of 1−, alanine has an overall negative charge (1−) at a pH higher than 6.0.

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. pH and Ionization H + OH – + + H 3 N–CH 2 –COOH H 3 N–CH 2 –COO – H 2 N–CH 2 –COO – Positive ion, Negative ion, low pH pI high pH

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Study Check CH 3 CH 3 + | | H 3 N—CH—COOH H 2 N—CH—COO – (1)(2) Which structure represents A. alanine at a pH above its pI? B. alanine at a pH below its pI?

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Solution CH 3 CH 3 + | | H 3 N—CH—COOH H 2 N—CH—COO – (1) (2) Which structure represents A. alanine at a pH above its pI?(2) B. alanine at a pH below its pI?(1)

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Study Check Consider the amino acid leucine with a pI of 6.0. A. At a pH of 3.0, how does leucine change? B. At a pH of 9.0, how does leucine change?

Chemistry: An Introduction to General, Organic, and Biological Chemistry, Twelfth Edition© 2015 Pearson Education, Inc. Solution Consider the amino acid leucine with a pI of 6.0. A.At a pH of 3.0, how does leucine change? Because the pH of 3.0 is more acidic than the pI at 6.0, the — COO − group gains an H + to give — COOH. The remaining — NH 3 + gives leucine an overall positive charge (1+). B.At a pH of 9.0, how does leucine change? Because a pH of 9.0 is more basic and above the pI of leucine, the — NH 3 + loses H + to give — NH 2. The remaining COO − gives leucine an overall negative charge (1−).