Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 19, Problem 19.24P
Draw the positively charged, neutral, and negatively charged forms for the amino acid glycine. Which species predominates at
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Draw the structure of the following molecule
The amino acid phenylalanine at pH 1
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(d) One nonpolar aromatic amino acid.(e) The nonpolar amino acid with the highest molar mass that was not previously selected.
Where is the effective buffering range for this amino acid in the acidic region?
Chapter 19 Solutions
Organic Chemistry
Ch. 19 - Prob. 19.1PCh. 19 - Problem 19.2 Give the structure corresponding to...Ch. 19 - Problem 19.3 Draw the structure corresponding to...Ch. 19 - Prob. 19.4PCh. 19 - Prob. 19.5PCh. 19 - Problem 19.6 Rank the following compounds in order...Ch. 19 - Problem 19.7 Explain how you could use IR...Ch. 19 - Prob. 19.8PCh. 19 - Problem 19.9 How many tetrahedral stereogenic...Ch. 19 - Problem 19.10 What alcohol can be oxidized to each...
Ch. 19 - Problem 19.11 Identify A-D in the following...Ch. 19 - Problem 9.12 Draw the cation that results when a...Ch. 19 - Problem 19.13 Draw the products of each acid-base...Ch. 19 - Problem 19.14 Given the values in Appendix A,...Ch. 19 - Problem 19.15 Rank the labeled protons in...Ch. 19 - Problem 19.16 Match each of the following values ...Ch. 19 - Problem 19.17 Rank the compounds in each group in...Ch. 19 - Problem 19.18 Rank the compounds in each group in...Ch. 19 - Prob. 19.19PCh. 19 - Problem 19.20 Which of the following pairs of...Ch. 19 - Problem 19.21 Two other commonly used sulfonic...Ch. 19 - Problem 19.22 Draw both enantiomers of each amino...Ch. 19 - Problem 19.23 Explain why amino acids, unlike most...Ch. 19 - Problem 19.24 Draw the positively charged,...Ch. 19 - Prob. 19.25PCh. 19 - Problem 19.26 Explain why the of the group of...Ch. 19 - Answer each question for A and B depicted in the...Ch. 19 - Prob. 19.28PCh. 19 - 19.29 Give the IUPAC name for each compound.
a....Ch. 19 - 19.30 Draw the structure corresponding to each...Ch. 19 - Prob. 19.31PCh. 19 - 19.32 Rank the following compounds in order of...Ch. 19 - 19.33 Draw the organic products formed in each...Ch. 19 - 19.34 Identify the lettered compounds in each...Ch. 19 - 19.35 Using the table in Appendix A, determine...Ch. 19 - 19.36 Draw the products of each acid-base...Ch. 19 - 19.37 Which compound in each pair has the lower ?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - 19.39 Rank the compounds in each group in order of...Ch. 19 - 19.40 Match the values to the appropriate...Ch. 19 - Prob. 19.41PCh. 19 - 19.42 Which carboxylic acid has the lower ,...Ch. 19 - Prob. 19.43PCh. 19 - 19.44 Explain the following statement. Although...Ch. 19 - Prob. 19.45PCh. 19 - 19.46 Explain why the of compound A is lower than...Ch. 19 - 19.47 Rank the following compounds in order of...Ch. 19 - Prob. 19.48PCh. 19 - Prob. 19.49PCh. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.52PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.55PCh. 19 - Can octane and octan -1- ol be separated using an...Ch. 19 - 19.57 Identify each compound from its spectral...Ch. 19 - 19.58 Use the NMR and IR spectra given below to...Ch. 19 - 19.59 An unknown compound (molecular formula )...Ch. 19 - 19.60 Propose a structure for (molecular formula...Ch. 19 - 19.61 Match the data to the appropriate...Ch. 19 - Prob. 19.62PCh. 19 - Prob. 19.63PCh. 19 - Prob. 19.64PCh. 19 - 19.65 For each amino acid ,draw its neutral,...Ch. 19 - Calculate the isoelectric point for each amino...Ch. 19 - 19.67 Lysine and tryptophan are two amino acids...Ch. 19 - Prob. 19.68PCh. 19 - Prob. 19.69PCh. 19 - Prob. 19.70PCh. 19 - 19.71 Hydroxy butanedioic acid occurs naturally in...Ch. 19 - 19.72 Although it was initially sold as a rat...
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- 22-91 Which amino acid does not rotate the plane of polarized light?arrow_forwardWhat percentage of the a-amino group of lysine will be protonated at its pI? < 25% 50% > 75% a. Answer the same question for the e-amino group of lysine.arrow_forwardFor each amino acid [RCH(NH2)COOH], draw its neutral, positively changed, and negatively charged forms. Which form predominates at pH = 1, 6, and 11? What is the structure of each amino acid at its isoelectric point?a. methionine (R = CH2CH2SCH3)b. serine (R = CH2OH)arrow_forward
- What is the net charge on the protein shown below (without pH considerations) at pH 12? a. -2 b. -1 c. +1 d. 0 e. +3 f. +2arrow_forwardWhich amino acid has the greatest amount of negative charge at pH = 6.20?arrow_forwardExplain which amino acids are acidic, which are basic, and which are neutral. Use theisoelectric point to predict whether a given amino acid will be positively charged,negatively charged, or neutral at a given pH.arrow_forward
- (b) Describe how the charge of some amino groups in a protein might differ at pH 9.0 and pH 5.0. the charge on the amino group will differ at pH 5 and pH 9 which will depend on the pKa of the amino acid. (c) Describe how the charge of some carboxyl groups in a protein might differ at pH 9.0 and pH 5.0. charge on carboxyl group will differ at pH 5 and pH 9 which will depend on the pKa of the amino acid. (d) Given your answers to parts (b) and (c), what kind of intramolecular interactions in beta-galactosidase are most likely to be affected by a change in pH from 9.0 to 5.0? (e) Could the interactions you mention in part (d) affect the catalytic activity of beta-galactosidase?arrow_forwardfid the molecular structure of 1. deprotonated form of 2-amino-3hydroxypropanoic acid 2.zwitterionic form of 2-Amino-3-methylpentanoic acid 3. protonated form of 2-Amino-3-methylpentanoic acid 4. deprotonated form of 2,5 diamino5-oxopentanoic acid 5. zwitterionic form of 2-amino-3hydroxypropanoic acid 6.2-phenyl propanol 7. 2,4,6-trinitrophenol 8. oxoheptanoic acid 9. (4E)-2,6-dimethylhepta2,4-dien3ol 10. 3-methylbutan1-olarrow_forwardGiven below information for amino acid glycine, at which pH will the amino acid have a protonated amino group ? a.pH =2 b.pH = 7 c.pH 9.78 & pH 2.35 d.pH =10arrow_forward
- Write general equations showing the ionization of a protein in acid medium and in basic medium. What medium favors acid ionization? Basic ionization?arrow_forward1. Draw a structural formula for the major ionic form of the amino acid shown below when in aqueous solution at pH 3.0. 2. Draw a structural formula for the major ionic form of the amino acid shown below when in aqueous solution at pH 9.8.arrow_forwardDraw a structural formula for the form of amino acid most prevalent at pH 1.0. (a) Methioninearrow_forward
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