So the first thing I wanted to mention is just how this worksheet, which I call the clutch prep amino acid breakdown, is arranged. Well, all of the amino acid backbones have already been drawn for you, so all we're going to be doing here is filling in the side chains. That means anything that's attached to the R group that's attached over here. Also, I've included more information than you need for this video because this is information that we're going to use later. So, for example, these pKa values that you see here, don't worry about those yet. We're not going to talk about pKas yet. These little pizza slices, don't worry about those yet. You're going to understand what that means in due time. And also, there are going to be little boxes. Don't worry about them either like over here. We're not going to fill that in yet. These are for following videos where we talk more in-depth about amino acids. But the idea is that you can put all of your notes about amino acids onto the sheet. Every amino acid has a note section, so you can write in little tips and tricks, and the idea is that you keep the sheet for a long time. Maybe even after you take this class, maybe even after you graduate undergraduate. Like, you could even use this in med school, pharmacy school, whatever you have. Keep everything in one place, and then you'll always have a great way to memorize your amino acids if you ever need to know them later. So let's go ahead and get started with the first set of amino acids which are going to be the nonpolar side chains. Remember, these are the ones that are hydrophobic. They don't like to be around water. They're going to want to curl up and bulk inside of the protein. So let's start with the simplest amino acid possible. Hint, it's also the only achiral amino acid. Notice that all these other nitrogens or amine groups are on wedges, correct? But the first one is on a stick. Why? It's because glycine is the only amino acid that has a hydrogen as its side chain to add to the original hydrogen that was already there, that every amino acid has. So this is the only amino acid that is achiral. And that's why we draw it just plainer. Okay? In terms of how you can remember this, this is actually the only one I'm not going to give you a big memory tip for because it's just so easy. All I'm going to ask you to do is remember that glycine is where it all starts. It's the simplest one, and its three-letter abbreviation is Gly. Its one-letter symbol is G. It's just, just memorize that one and for the other ones, we'll be building on top of that information. Okay? Cool. So let's go on to the next one. The next one is alanine. So alanine is the simplest hydrocarbon. Okay? So hydrogen isn't technically a hydrocarbon because it doesn't have the carbon part. Alanine is going to be a methyl group, CH3 for the side chain. The way I like to memorize that is that the symbol for alanine is A, the abbreviation is Ala, and I just think of it as being the easiest hydrocarbon, so it's A. It's kind of like A is the beginning of the alphabet and alanine is the beginning of the hydrocarbons where it's just a methyl group and nothing more. Okay. So we've got glycine, we've got alanine. Now, let's go on to valine. So for valine, now we have to start thinking about these hydrocarbon side chains and figuring out ways to memorize what they look like. So for valine, this side chain thankfully is also very easy because valine, the symbol for it is V, and the side chain looks like a V. All you have to do is draw a V coming off of that position and you have your valine. Now we have glycine, alanine, and valine. Let's move on to leucine. So now we want to draw leucine. How do you draw leucine? Well, this is another hydrocarbon, and it's actually also going to have a V. So by the way, you're going to notice at the end is that I want you to memorize these amino acids in this specific order because if you memorize them in this order, we can build a story behind them and then they can make more sense. So part of the story is that leucine looks a lot like valine. It's still got that V. We're just going to add an extra CH2. Okay? What that means is I'm going to add an extra CH2 here and then I'm going to draw that V. Now, the V it's kind of upside down now, but there you go. That's your leucine. So if you draw leucine right after valine, what you can think of is that, oh, leucine is just it's a little bit more complicated valine. It's going to be valine with that extra CH2 right here. Okay? Awesome. Remember that leucine, like all these abbreviations, I'm not going to spend a lot of time on because they're easy. Leucine is L. All of them are straightforward. Great. So let's go into isoleucine. So isoleucine is also going to be a variant of valine, so it's also going to have that V except that now we're going to go back to the way things were for valine. We're going to draw that first and theniselectable mike"> we're just going to add an extra carbon. Okay? So technically, if you remember from like organic chemistry 1, isoleucine is an isomer of leucine, but the way you can really think about it is that it looks a lot like valine. It's got that initial V. You just put the extra methyl group all the way at the end. So see how if you memorize them in this order valine, leucine, and isoleucine, you can start to build a story of like okay, the V starts off only a V. Then it's add a CH2 plus a V. Then it's add the V plus a CH3. Got it? Okay. Cool. So now let's go on to proline. Now proline starts to get a little bit weird because proline is the only amino acid that connects back to itself. Okay? It's the only one you can tell. I kind of gave you a hint because I'm just going to scroll down to right here. I gave you a hint because notice that it's the only nitrogen that's missing a hydrogen. All the other nitrogens have c NH2 and this one I only put NH. Why is that? Well, because proline, it turns out, has a 5-member ring inside of it that connects back to the nitrogen. So what we would do is we would draw a 5-member ring. 1, 2, 3, 4, 5. Connect back to the nitrogen, and you're done. That's proline. The way I like to think about proline is "proline pentagon." Okay? And if you think about "proline pentagon," that's always going to be a good hint for you, that now you need to draw a 5-member ring in that amino acid. Okay? Also, just keep in mind that these abbreviations and symbols are still straightforward. Proline is P. There's nothing really to talk about there. Great. So let's move on. So we're doing great guys. I think we're, how many are we down? 5 already? 5 out of 20? So what's next? Methionine. So methionine is also nonpolar. It's in the nonpolar category. However, it's going to be the first one that has a heteroatom. What that means is it's going to have an atom in the side chain that's not carbon. In fact, this is going to have a sulfur in it. Okay? So how can we remember that? Well, first of all, let's start with the structure. How would you draw the structure? Well, the way I like to think about it is the structure is in the name. Methionine starts with an M. In fact, the symbol is an M. So what I always do is I draw an M to begin with. Let's draw our M. 1, 2, 3, 4. Like that. So see how I just drew an M? Awesome. Now, we need to add a sulfur somewhere. Now, you're going to have to kind of remember this, but there aren't that many with sulfur. So it's not that hard to remember. So the sulfur actually goes in the second to last carbon. We would add a sulfur right here, and then we would just draw the rest of the M. So see how it still looks like an M, it just has that sulfur there. Now, how could you remember that the sulfur goes there and not somewhere else? Well, you could memorize it, but I also have another trick. Methionine says "meth" at the beginning, so you just make sure that there's one methyl group at the end. Right? So when you think about Methionine, it's an M that has a sulfur that allows for there to be one methyl group all the way at the end. And if you remember that, you've got your Methionine down. Awesome. So now we're going to get to some weirder ones. Tryptophan is
Table of contents
- 1. A Review of General Chemistry5h 5m
- Summary23m
- Intro to Organic Chemistry5m
- Atomic Structure16m
- Wave Function9m
- Molecular Orbitals17m
- Sigma and Pi Bonds9m
- Octet Rule12m
- Bonding Preferences12m
- Formal Charges6m
- Skeletal Structure14m
- Lewis Structure20m
- Condensed Structural Formula15m
- Degrees of Unsaturation15m
- Constitutional Isomers14m
- Resonance Structures46m
- Hybridization23m
- Molecular Geometry16m
- Electronegativity22m
- 2. Molecular Representations1h 14m
- 3. Acids and Bases2h 46m
- 4. Alkanes and Cycloalkanes4h 19m
- IUPAC Naming29m
- Alkyl Groups13m
- Naming Cycloalkanes10m
- Naming Bicyclic Compounds10m
- Naming Alkyl Halides7m
- Naming Alkenes3m
- Naming Alcohols8m
- Naming Amines15m
- Cis vs Trans21m
- Conformational Isomers13m
- Newman Projections14m
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- Barrier To Rotation7m
- Ring Strain8m
- Axial vs Equatorial7m
- Cis vs Trans Conformations4m
- Equatorial Preference14m
- Chair Flip9m
- Calculating Energy Difference Between Chair Conformations17m
- A-Values17m
- Decalin7m
- 5. Chirality3h 39m
- Constitutional Isomers vs. Stereoisomers9m
- Chirality12m
- Test 1:Plane of Symmetry7m
- Test 2:Stereocenter Test17m
- R and S Configuration43m
- Enantiomers vs. Diastereomers13m
- Atropisomers9m
- Meso Compound12m
- Test 3:Disubstituted Cycloalkanes13m
- What is the Relationship Between Isomers?16m
- Fischer Projection10m
- R and S of Fischer Projections7m
- Optical Activity5m
- Enantiomeric Excess20m
- Calculations with Enantiomeric Percentages11m
- Non-Carbon Chiral Centers8m
- 6. Thermodynamics and Kinetics1h 22m
- 7. Substitution Reactions1h 48m
- 8. Elimination Reactions2h 30m
- 9. Alkenes and Alkynes2h 9m
- 10. Addition Reactions3h 18m
- Addition Reaction6m
- Markovnikov5m
- Hydrohalogenation6m
- Acid-Catalyzed Hydration17m
- Oxymercuration15m
- Hydroboration26m
- Hydrogenation6m
- Halogenation6m
- Halohydrin12m
- Carbene12m
- Epoxidation8m
- Epoxide Reactions9m
- Dihydroxylation8m
- Ozonolysis7m
- Ozonolysis Full Mechanism24m
- Oxidative Cleavage3m
- Alkyne Oxidative Cleavage6m
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- Alkyne Hydration6m
- Alkyne Hydroboration2m
- 11. Radical Reactions1h 58m
- 12. Alcohols, Ethers, Epoxides and Thiols2h 42m
- Alcohol Nomenclature4m
- Naming Ethers6m
- Naming Epoxides18m
- Naming Thiols11m
- Alcohol Synthesis7m
- Leaving Group Conversions - Using HX11m
- Leaving Group Conversions - SOCl2 and PBr313m
- Leaving Group Conversions - Sulfonyl Chlorides7m
- Leaving Group Conversions Summary4m
- Williamson Ether Synthesis3m
- Making Ethers - Alkoxymercuration4m
- Making Ethers - Alcohol Condensation4m
- Making Ethers - Acid-Catalyzed Alkoxylation4m
- Making Ethers - Cumulative Practice10m
- Ether Cleavage8m
- Alcohol Protecting Groups3m
- t-Butyl Ether Protecting Groups5m
- Silyl Ether Protecting Groups10m
- Sharpless Epoxidation9m
- Thiol Reactions6m
- Sulfide Oxidation4m
- 13. Alcohols and Carbonyl Compounds2h 17m
- 14. Synthetic Techniques1h 26m
- 15. Analytical Techniques:IR, NMR, Mass Spect7h 3m
- Purpose of Analytical Techniques5m
- Infrared Spectroscopy16m
- Infrared Spectroscopy Table31m
- IR Spect:Drawing Spectra40m
- IR Spect:Extra Practice26m
- NMR Spectroscopy10m
- 1H NMR:Number of Signals26m
- 1H NMR:Q-Test26m
- 1H NMR:E/Z Diastereoisomerism8m
- H NMR Table24m
- 1H NMR:Spin-Splitting (N + 1) Rule22m
- 1H NMR:Spin-Splitting Simple Tree Diagrams11m
- 1H NMR:Spin-Splitting Complex Tree Diagrams12m
- 1H NMR:Spin-Splitting Patterns8m
- NMR Integration18m
- NMR Practice14m
- Carbon NMR4m
- Structure Determination without Mass Spect47m
- Mass Spectrometry12m
- Mass Spect:Fragmentation28m
- Mass Spect:Isotopes27m
- 16. Conjugated Systems6h 13m
- Conjugation Chemistry13m
- Stability of Conjugated Intermediates4m
- Allylic Halogenation12m
- Reactions at the Allylic Position39m
- Conjugated Hydrohalogenation (1,2 vs 1,4 addition)26m
- Diels-Alder Reaction9m
- Diels-Alder Forming Bridged Products11m
- Diels-Alder Retrosynthesis8m
- Molecular Orbital Theory9m
- Drawing Atomic Orbitals6m
- Drawing Molecular Orbitals17m
- HOMO LUMO4m
- Orbital Diagram:3-atoms- Allylic Ions13m
- Orbital Diagram:4-atoms- 1,3-butadiene11m
- Orbital Diagram:5-atoms- Allylic Ions10m
- Orbital Diagram:6-atoms- 1,3,5-hexatriene13m
- Orbital Diagram:Excited States4m
- Pericyclic Reaction10m
- Thermal Cycloaddition Reactions26m
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- Thermal Electrocyclic Reactions14m
- Photochemical Electrocyclic Reactions10m
- Cumulative Electrocyclic Problems25m
- Sigmatropic Rearrangement17m
- Cope Rearrangement9m
- Claisen Rearrangement15m
- 17. Ultraviolet Spectroscopy51m
- 18. Aromaticity2h 34m
- 19. Reactions of Aromatics: EAS and Beyond5h 1m
- Electrophilic Aromatic Substitution9m
- Benzene Reactions11m
- EAS:Halogenation Mechanism6m
- EAS:Nitration Mechanism9m
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- EAS:Friedel-Crafts Acylation Mechanism5m
- EAS:Any Carbocation Mechanism7m
- Electron Withdrawing Groups22m
- EAS:Ortho vs. Para Positions4m
- Acylation of Aniline9m
- Limitations of Friedel-Crafts Alkyation19m
- Advantages of Friedel-Crafts Acylation6m
- Blocking Groups - Sulfonic Acid12m
- EAS:Synergistic and Competitive Groups13m
- Side-Chain Halogenation6m
- Side-Chain Oxidation4m
- Reactions at Benzylic Positions31m
- Birch Reduction10m
- EAS:Sequence Groups4m
- EAS:Retrosynthesis29m
- Diazo Replacement Reactions6m
- Diazo Sequence Groups5m
- Diazo Retrosynthesis13m
- Nucleophilic Aromatic Substitution28m
- Benzyne16m
- 20. Phenols55m
- 21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
- Naming Aldehydes8m
- Naming Ketones7m
- Oxidizing and Reducing Agents9m
- Oxidation of Alcohols28m
- Ozonolysis7m
- DIBAL5m
- Alkyne Hydration9m
- Nucleophilic Addition8m
- Cyanohydrin11m
- Organometallics on Ketones19m
- Overview of Nucleophilic Addition of Solvents13m
- Hydrates6m
- Hemiacetal9m
- Acetal12m
- Acetal Protecting Group16m
- Thioacetal6m
- Imine vs Enamine15m
- Addition of Amine Derivatives5m
- Wolff Kishner Reduction7m
- Baeyer-Villiger Oxidation39m
- Acid Chloride to Ketone7m
- Nitrile to Ketone9m
- Wittig Reaction18m
- Ketone and Aldehyde Synthesis Reactions14m
- 22. Carboxylic Acid Derivatives: NAS2h 51m
- Carboxylic Acid Derivatives7m
- Naming Carboxylic Acids9m
- Diacid Nomenclature6m
- Naming Esters5m
- Naming Nitriles3m
- Acid Chloride Nomenclature5m
- Naming Anhydrides7m
- Naming Amides5m
- Nucleophilic Acyl Substitution18m
- Carboxylic Acid to Acid Chloride6m
- Fischer Esterification5m
- Acid-Catalyzed Ester Hydrolysis4m
- Saponification3m
- Transesterification5m
- Lactones, Lactams and Cyclization Reactions10m
- Carboxylation5m
- Decarboxylation Mechanism14m
- Review of Nitriles46m
- 23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
- 24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
- Tautomerization9m
- Tautomers of Dicarbonyl Compounds6m
- Enolate4m
- Acid-Catalyzed Alpha-Halogentation4m
- Base-Catalyzed Alpha-Halogentation3m
- Haloform Reaction8m
- Hell-Volhard-Zelinski Reaction3m
- Overview of Alpha-Alkylations and Acylations5m
- Enolate Alkylation and Acylation12m
- Enamine Alkylation and Acylation16m
- Beta-Dicarbonyl Synthesis Pathway7m
- Acetoacetic Ester Synthesis13m
- Malonic Ester Synthesis15m
- 25. Condensation Chemistry2h 9m
- 26. Amines1h 43m
- 27. Heterocycles2h 0m
- Nomenclature of Heterocycles15m
- Acid-Base Properties of Nitrogen Heterocycles10m
- Reactions of Pyrrole, Furan, and Thiophene13m
- Directing Effects in Substituted Pyrroles, Furans, and Thiophenes16m
- Addition Reactions of Furan8m
- EAS Reactions of Pyridine17m
- SNAr Reactions of Pyridine18m
- Side-Chain Reactions of Substituted Pyridines20m
- 28. Carbohydrates5h 53m
- Monosaccharide20m
- Monosaccharides - D and L Isomerism9m
- Monosaccharides - Drawing Fischer Projections18m
- Monosaccharides - Common Structures6m
- Monosaccharides - Forming Cyclic Hemiacetals12m
- Monosaccharides - Cyclization18m
- Monosaccharides - Haworth Projections13m
- Mutarotation11m
- Epimerization9m
- Monosaccharides - Aldose-Ketose Rearrangement8m
- Monosaccharides - Alkylation10m
- Monosaccharides - Acylation7m
- Glycoside6m
- Monosaccharides - N-Glycosides18m
- Monosaccharides - Reduction (Alditols)12m
- Monosaccharides - Weak Oxidation (Aldonic Acid)7m
- Reducing Sugars23m
- Monosaccharides - Strong Oxidation (Aldaric Acid)11m
- Monosaccharides - Oxidative Cleavage27m
- Monosaccharides - Osazones10m
- Monosaccharides - Kiliani-Fischer23m
- Monosaccharides - Wohl Degradation12m
- Monosaccharides - Ruff Degradation12m
- Disaccharide30m
- Polysaccharide11m
- 29. Amino Acids3h 20m
- Proteins and Amino Acids19m
- L and D Amino Acids14m
- Polar Amino Acids14m
- Amino Acid Chart18m
- Acid-Base Properties of Amino Acids33m
- Isoelectric Point14m
- Amino Acid Synthesis: HVZ Method12m
- Synthesis of Amino Acids: Acetamidomalonic Ester Synthesis16m
- Synthesis of Amino Acids: N-Phthalimidomalonic Ester Synthesis13m
- Synthesis of Amino Acids: Strecker Synthesis13m
- Reactions of Amino Acids: Esterification7m
- Reactions of Amino Acids: Acylation3m
- Reactions of Amino Acids: Hydrogenolysis6m
- Reactions of Amino Acids: Ninhydrin Test11m
- 30. Peptides and Proteins2h 42m
- Peptides12m
- Primary Protein Structure4m
- Secondary Protein Structure17m
- Tertiary Protein Structure11m
- Disulfide Bonds17m
- Quaternary Protein Structure10m
- Summary of Protein Structure7m
- Intro to Peptide Sequencing2m
- Peptide Sequencing: Partial Hydrolysis25m
- Peptide Sequencing: Partial Hydrolysis with Cyanogen Bromide7m
- Peptide Sequencing: Edman Degradation28m
- Merrifield Solid-Phase Peptide Synthesis18m
- 31. Catalysis in Organic Reactions1h 30m
- 32. Lipids 2h 50m
- 33. The Organic Chemistry of Metabolic Pathways2h 52m
- Intro to Metabolism6m
- ATP and Energy6m
- Intro to Coenzymes3m
- Coenzymes in Metabolism16m
- Energy Production in Biochemical Pathways5m
- Intro to Glycolysis3m
- Catabolism of Carbohydrates: Glycolysis27m
- Glycolysis Summary15m
- Pyruvate Oxidation (Simplified)4m
- Anaerobic Respiration11m
- Catabolism of Fats: Glycerol Metabolism11m
- Intro to Citric Acid Cycle7m
- Structures of the Citric Acid Cycle19m
- The Citric Acid Cycle35m
- 34. Nucleic Acids1h 32m
- 35. Transition Metals6h 14m
- Electron Configuration of Elements45m
- Coordination Complexes20m
- Ligands24m
- Electron Counting10m
- The 18 and 16 Electron Rule13m
- Cross-Coupling General Reactions40m
- Heck Reaction40m
- Stille Reaction13m
- Suzuki Reaction25m
- Sonogashira Coupling Reaction17m
- Fukuyama Coupling Reaction15m
- Kumada Coupling Reaction13m
- Negishi Coupling Reaction16m
- Buchwald-Hartwig Amination Reaction19m
- Eglinton Reaction17m
- Catalytic Allylic Alkylation18m
- Alkene Metathesis23m
- 36. Synthetic Polymers1h 49m
- Introduction to Polymers6m
- Chain-Growth Polymers10m
- Radical Polymerization15m
- Cationic Polymerization8m
- Anionic Polymerization8m
- Polymer Stereochemistry3m
- Ziegler-Natta Polymerization4m
- Copolymers6m
- Step-Growth Polymers11m
- Step-Growth Polymers: Urethane6m
- Step-Growth Polymers: Polyurethane Mechanism10m
- Step-Growth Polymers: Epoxy Resin8m
- Polymers Structure and Properties8m
29. Amino Acids
Amino Acid Chart
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