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Questions and Answers
Which of the following represents essential amino acids that must be obtained from the diet?
Which of the following represents essential amino acids that must be obtained from the diet?
Which of the following amino acids contains a sulfur atom in its side chain?
Which of the following amino acids contains a sulfur atom in its side chain?
What type of amino acid is characterized by an aliphatic side chain?
What type of amino acid is characterized by an aliphatic side chain?
Which of the following amino acids is classified as apolar and also essential?
Which of the following amino acids is classified as apolar and also essential?
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What structural feature is common to apolar amino acids?
What structural feature is common to apolar amino acids?
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Which amino acid is categorized under aromatic amino acids?
Which amino acid is categorized under aromatic amino acids?
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Which of the following amino acids is non-essential and not required from the diet?
Which of the following amino acids is non-essential and not required from the diet?
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Which amino acid is known for its role in protein secondary structures and contains a cyclic structure?
Which amino acid is known for its role in protein secondary structures and contains a cyclic structure?
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What characterizes a compound as aromatic according to Hückel's rule?
What characterizes a compound as aromatic according to Hückel's rule?
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Which of the following compounds is considered aromatic?
Which of the following compounds is considered aromatic?
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How many π electrons does cyclooctatetraene contain?
How many π electrons does cyclooctatetraene contain?
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What distinguishes amino acids from one another regarding stereochemistry?
What distinguishes amino acids from one another regarding stereochemistry?
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What is the significance of the L-stereoisomeric series in amino acids?
What is the significance of the L-stereoisomeric series in amino acids?
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Which statement about glycine is true?
Which statement about glycine is true?
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Which of the following compounds features a heteroaromatic ring?
Which of the following compounds features a heteroaromatic ring?
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What is the π electron system of indole?
What is the π electron system of indole?
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What configuration does an L-amino acid have in a Fischer projection?
What configuration does an L-amino acid have in a Fischer projection?
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Which of the following correctly describes D- and L-amino acids?
Which of the following correctly describes D- and L-amino acids?
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In a Fischer projection, where should the main chain be drawn?
In a Fischer projection, where should the main chain be drawn?
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What feature distinguishes the D-series carbohydrates?
What feature distinguishes the D-series carbohydrates?
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Which of the following accurately describes the properties of glyceraldehyde?
Which of the following accurately describes the properties of glyceraldehyde?
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How are the substituents on chiral carbons arranged in Fischer projection?
How are the substituents on chiral carbons arranged in Fischer projection?
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What does the stereoscriptor 'D-' derive from?
What does the stereoscriptor 'D-' derive from?
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Which statement is true regarding amino acids and their configurations?
Which statement is true regarding amino acids and their configurations?
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What can pKa values help predict regarding a compound?
What can pKa values help predict regarding a compound?
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How does the ionization state of an amino acid's functional group change?
How does the ionization state of an amino acid's functional group change?
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What equation is utilized to calculate the amount of ionized form of an acid or base given its pKa?
What equation is utilized to calculate the amount of ionized form of an acid or base given its pKa?
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What is one purpose of knowing the ionization state of a compound in biological systems?
What is one purpose of knowing the ionization state of a compound in biological systems?
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Which factor is responsible for determining whether an amino acid is in its neutral or charged form?
Which factor is responsible for determining whether an amino acid is in its neutral or charged form?
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According to the Brønsted–Lowry definition, what role does an acid play in a chemical reaction?
According to the Brønsted–Lowry definition, what role does an acid play in a chemical reaction?
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What is the typical effect of electron-withdrawing inductive effects on amino acids' carboxylic and amine groups?
What is the typical effect of electron-withdrawing inductive effects on amino acids' carboxylic and amine groups?
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What is indicated by a high Ka value in terms of acid strength?
What is indicated by a high Ka value in terms of acid strength?
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What does the pKa value express in relation to an acid?
What does the pKa value express in relation to an acid?
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How is a difference of n pKa units significant in terms of acidity?
How is a difference of n pKa units significant in terms of acidity?
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What overall role do amino acids play in relation to their acid-base properties?
What overall role do amino acids play in relation to their acid-base properties?
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Which of the following amino acid properties primarily contributes to their acidic nature?
Which of the following amino acid properties primarily contributes to their acidic nature?
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What distinguishes strong acids from weak acids as per their pKa values?
What distinguishes strong acids from weak acids as per their pKa values?
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What is the main difference between peptides and proteins?
What is the main difference between peptides and proteins?
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What is the correct definition of oligopeptides?
What is the correct definition of oligopeptides?
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What does the N-terminus of a polypeptide represent?
What does the N-terminus of a polypeptide represent?
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Which is a correct representation of a peptide sequence?
Which is a correct representation of a peptide sequence?
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How can the sequence of Met-enkephalin be concisely written?
How can the sequence of Met-enkephalin be concisely written?
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Why might arrows be used in peptide sequences?
Why might arrows be used in peptide sequences?
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Which of the following correctly identifies a characteristic of proteins?
Which of the following correctly identifies a characteristic of proteins?
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What is the smallest protein referenced in the context?
What is the smallest protein referenced in the context?
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Study Notes
Drug Discovery & Biotechnological Drugs
- This is a Master's degree in Medical and Pharmaceutical Biotechnology
- The course material covers drug discovery and biotechnological drugs.
Outline
-
Amino acids:
- Nomenclature, structure, stereochemistry, and acid-base properties of amino acids.
- Peptides and proteins (primary, secondary, tertiary, and quaternary structure)
- Protein binding sites and weak interactions
-
Carbohydrates:
- Monosaccharides (structures, Fischer projections, cyclic hemiacetals)
- Glycosides
- Oligosaccharides and polysaccharides
- Aminosugars
- Peptide and peptidomimetic drugs:
- Chemical protein modifications
Amino acids: definition and structure
- Amino acids are organic compounds containing an amino group (-NH2) and a carboxylic acid group (-COOH).
- Natural a-amino acids are the building blocks of proteins, joined by amide bonds (peptide bonds).
- Important examples include L-alanine, γ-aminobutyric acid (GABA), tyrosine, and p-aminobenzoic acid (PABA).
Functional groups
-
A table detailing different functional groups (hydrocarbons, oxygen-containing, nitrogen-based, sulfur-based, and aromatic groups) with their nomenclature and examples.
-
A diagram illustrating functional groups (different diagrams on different pages of the document) such as alkane, alkene, alkyne, alcohol, ether, epoxide, haloalkane, aldehyde, ketone, carboxylic acid, amine, nitrile, imine, isocyanate, ester, amide, acid anhydride, acyl halide, thiol, sulfides, disulfides, sulfoxide, sulfone, phosphine, etc).
Additional Functional Groups - Page 5
- Detailed presentation of different functional groups.
- Separate categories (hydrocarbons, halogen-containing, oxygen-containing, sulfur-containing, nitrogen-containing, and phosphorus-containing groups) with examples and structural diagrams.
Functional Groups of Drugs (verapamil, fenofibrate, etc.)
- Examples of drugs (e.g., verapamil, fenofibrate) and identification of their functional groups (e.g., ether, aromatic ring, ketone, ester, aryl halide).
Amino acids: definition and structure - additional specifics
- Different classifications of amino acids based on the nature of the side chain (e.g., polar, non-polar, acidic, basic)
- Examples of specific amino acids grouped based on their side chain features. (Essential/non-essential, aromatic,heterocyclic, etc.)
- Information on the zwitterion form of amino acids
- The general structure shared by the 20 amino acids (α-amino acids)
Amino acids:stereochemistry
- The α carbon is asymmetric in all amino acids except glycine; therefore they can exist as enantiomers.
- Most amino acids in nature are L-stereoisomers based on Fischer projection.
- Explanation of chiral carbon and R/S notation.
- Detailed explanation of the D/L system, Fischer projection, and the absolute configuration.
Aromatic compounds
- Overview of aromatic compounds (defined as cyclic unsaturated molecules with conjugated double bonds).
- Features like conjugation, stability and different chemical reactivity highlighted.
- Introduction to general aromatic structures (e.g. benzene).
- Explanation of Hückel's rule and its application for determining aromaticity.
Aromatic heterocycles:
- Description of unsaturated cyclic compounds containing elements beyond carbon.
- Examples highlighted, including pyrimidine, pyrrole, and quinoline).
Chirality
- Indication of chiral centers.
- The function groups are identified with a star.
- Examples of compounds used for chirality are nelfinavir, and ezetimibe
Amino acids: acid-base properties
- Amino acids have both acidic (carboxylic acid) and basic (amine) groups.
- Discussion on pKa values and their relation to ionization and acidity.
- Henderson-Hasselbalch equation for calculating the relative amounts of deprotonated and protonated species of amino acids under different pH conditions
- Isoelectric point discussed.
Peptides
- Peptide bond formation between amino acids.
- Different types of peptides (oligopeptides, polypeptides, proteins).
- Biological Functions of peptides (e.g., insulin).
- Peptides hydrolysis by acid/base catalyzed reactions.
- Hydrolysis by enzymes (proteases)
- Special focus on Glutathione, including its unusual amide bond.
- Structural features of peptide bonds.
Resonance
- Explanation of resonance structures and their relation to stability
- Rules for resonance structures.
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Description
Test your knowledge of amino acids with this quiz covering essential and non-essential types, their structures, and characteristics. Delve into their significance in protein synthesis and stereochemistry. Perfect for students studying biochemistry or nutrition.