ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 29, Problem 29.67P
After the peptide chain of collagen has been formed, many of the proline residues are hydroxylated on one of the ring carbon atoms. Why is this process important for the triple helix of collagen?
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Complete the reaction in the drawing area below by adding the major products to the right-hand side.
If there won't be any products, because nothing will happen under these reaction conditions, check the box under the drawing area instead.
Note: if the products contain one or more pairs of enantiomers, don't worry about drawing each enantiomer with dash and wedge bonds. Just draw one molecule
to represent each pair of enantiomers, using line bonds at the chiral center.
More...
No reaction.
my
ㄖˋ
+
1. Na O Me
Click and drag to start
drawing a structure.
2. H
+
Predict the intermediate 1 and final product 2 of this organic reaction:
NaOMe
H+
+
1
2
H
H
work up
You can draw 1 and 2 in any arrangement you like.
Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center.
Click and drag to start drawing a structure.
X
$
dm
Predict the major products of this organic reaction:
1. NaH (20°C)
2. CH3Br
?
Some notes:
• Draw only the major product, or products. You can draw them in any arrangement you like.
• Be sure to use wedge and dash bonds where necessary, for example to distinguish between major products that are enantiomers.
• If there are no products, just check the box under the drawing area.
No reaction.
Click and drag to start drawing a structure.
G
Cr
Chapter 29 Solutions
ORGANIC CHEMISTRY
Ch. 29 - Prob. 29.1PCh. 29 - Problem 29.2
What form exists at the isoelectric...Ch. 29 - Problem 29.3
Explain why the of the group of an...Ch. 29 - Prob. 29.4PCh. 29 - Problem 29.5
What -halo carbonyl compound is...Ch. 29 - Problem 29.6
The enolate derived from diethyl...Ch. 29 - Problem 29.7
What amino acid is formed when is...Ch. 29 - Problem 29.8
What aldehyde is needed to synthesize...Ch. 29 - Problem 29.9
Draw the products of each...Ch. 29 - Prob. 29.10P
Ch. 29 - Prob. 29.11PCh. 29 - Prob. 29.12PCh. 29 - Problem 29.13
What alkene is needed to synthesize...Ch. 29 - Problem 29.14
Draw the structure of each peptide....Ch. 29 - Problem 29.15
Name each peptide using both the...Ch. 29 - Prob. 29.16PCh. 29 - Prob. 29.17PCh. 29 - Problem 29.18
Glutathione, a powerful antioxidant...Ch. 29 - Problem 29.19
Draw the structure of the...Ch. 29 - Problem 29.20
Give the amino acid sequence of an...Ch. 29 - a What products are formed when each peptide is...Ch. 29 - Prob. 29.22PCh. 29 - Devise a synthesis of each peptide from amino acid...Ch. 29 - Devise a synthesis of the following dipeptide from...Ch. 29 - Prob. 29.25PCh. 29 - Consider two molecules of a tetrapeptide composed...Ch. 29 - What types of stabilizing interactions exist...Ch. 29 - Prob. 29.28PCh. 29 - Draw the product formed when the following amino...Ch. 29 - With reference to the following peptide: a...Ch. 29 - Devise a synthesis of the following dipeptide from...Ch. 29 - Prob. 29.32PCh. 29 - Histidine is classified as a basic amino acid...Ch. 29 - Tryptophan is not classified as a basic amino acid...Ch. 29 - What is the structure of each amino acid at its...Ch. 29 - What is the predominant form of each of the...Ch. 29 - 29.37 What is the predominant form of each of the...Ch. 29 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 29 - 29.39 Draw the organic products formed in each...Ch. 29 - 29.40 What alkyl halide is needed to synthesize...Ch. 29 - 29.41 Devise a synthesis of threonine from diethyl...Ch. 29 - 29.42 Devise a synthesis of each amino acid from...Ch. 29 - Prob. 29.43PCh. 29 - Prob. 29.44PCh. 29 - Prob. 29.45PCh. 29 - Prob. 29.46PCh. 29 - Prob. 29.47PCh. 29 - 29.48 Brucine is a poisonous alkaloid obtained...Ch. 29 - Prob. 29.49PCh. 29 - Prob. 29.50PCh. 29 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 29 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr:
a....Ch. 29 - Prob. 29.53PCh. 29 - Prob. 29.54PCh. 29 - 29.55 Draw the amino acids and peptide fragments...Ch. 29 - Prob. 29.56PCh. 29 - Prob. 29.57PCh. 29 - Prob. 29.58PCh. 29 - 29.59 An octapeptide contains the following amino...Ch. 29 - 29.60 Draw the organic products formed in each...Ch. 29 - Draw all the steps in the synthesis of each...Ch. 29 - 29.62 Write out the steps for the synthesis of...Ch. 29 - 29.63 Besides the Boc and Fmoc protecting groups...Ch. 29 - 29.64 Another method to form a peptide bond...Ch. 29 - 29.65 Draw the mechanism for the reaction that...Ch. 29 - 29.66 Which of the following amino acids are...Ch. 29 - 29.67 After the peptide chain of collagen has been...Ch. 29 - Prob. 29.68PCh. 29 - Prob. 29.69PCh. 29 - 29.70 The anti-obesity drug orlistat works by...Ch. 29 - Prob. 29.71P
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- Predict the major products of this organic reaction: 1. LDA (-78°C) ? 2. Br Some notes: • Draw only the major product, or products. You can draw them in any arrangement you like. . • Be sure to use wedge and dash bonds where necessary, for example to distinguish between major products that are enantiomers. • If there are no products, just check the box under the drawing area. No reaction. Click and drag to start drawing a structure. Xarrow_forwardPlease draw the structuresarrow_forwardDraw the missing intermediates 1 and 2, plus the final product 3, of this synthesis: 0 1. Eto 1. Eto- 1 2 2. MeBr 2. EtBr H3O+ A 3 You can draw the three structures in any arrangement you like. Explanation Check Click and drag to start drawing a structure.arrow_forward
- Draw the missing intermediate 1 and final product 2 of this synthesis: 1. MeO- H3O+ 1 2 2. PrBr Δ You can draw the two structures in any arrangement you like. Click and drag to start drawing a structure.arrow_forwardWhat is the differences between: Glyceride and phosphoglyceride Wax and Fat Soap and Fatty acid HDL and LDL cholesterol Phospho lipids and sphingosine What are the types of lipids? What are the main lipid components of membrane structures? How could lipids play important rules as signaling molecules and building units? The structure variety of lipids makes them to play significant rules in our body, conclude breifly on this statement.arrow_forwardWhat is the differences between DNA and RNA for the following: - structure - function - type What is the meaning of: - replication - transcription - translation show the base pair connection(hydrogen bond) in DNA and RNAarrow_forward
- What is the IP for a amino acid- give an example what are the types of amino acids What are the structures of proteins The N-Terminal analysis by the Edman method shows saralasin contains sarcosine at the N-terminus. Partial hydrolysis of saralasin with dilute hydrochloric acid yields the following fragments: Try-Val-His Sar-Arg-Val His-Pro-Ala Val- Tyr- Val Arg-Val-Tyr What is the structure of saralasin?arrow_forwardWhat is the IP for a amino acid- give an example what are the types of amino acids What are the structures of proteins The N-Terminal analysis by the Edman method shows saralasin contains sarcosine at the N-terminus. Partial hydrolysis of saralasin with dilute hydrochloric acid yields the following fragments: Try-Val-His Sar-Arg-Val His-Pro-Ala Val- Tyr- Val Arg-Val-Tyr What is the structure of saralasin?arrow_forward> aw the missing intermediates 1 and 2, plus the final product 3, of this synthesis: 1. Eto 1. EtO¯ H3O+ 1 2 2. PrBr 2. PrBr Δ You can draw the three structures in any arrangement you like. 3 Click and drag to start drawing a structure. Explanation Check 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacarrow_forward
- There are various factors that affect an equilibrium. Give 3 of these factors and explain using examples andequations how an equilibrium is affected by these factors. Please remember that this is a communication question so that you are communicating your understanding of the factors that affect and equilibrium.arrow_forwardEEZE LETCHUP ID Draw the most likely conjugate base resulting from this acid-base reaction. Include all lone pairs. Ignore inorganic byproducts. Drawing く NaOCH2CH3 :0: :0: 狗arrow_forwardAnswerarrow_forward
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