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Amino Acid Recall Sheet

Amino Acid Masterclass — Recall Sheet | Eightfold Learning

Amino Acid Masterclass

Complete Recall Sheet — All 20 Standard Amino Acids

Eightfold Learning
Nonpolar Aliphatic (7)
G A V L I M P
Aromatic (3)
F Y W
Polar Uncharged (5)
S T C N Q
Basic / + Charged (3)
K R H
Acidic / − Charged (2)
D E

💡 Memorization Tips & Mnemonics

1-letter codes: Most abbreviations use the first letter of the name. Focus on memorizing the exceptions — it is easier than memorizing all 20:
D (Asp), E (Glu), F (Phe), K (Lys), M (Met), N (Asn), Q (Gln), R (Arg), W (Trp), Y (Tyr)

Branched-chain AAs: LIV (Leucine · Isoleucine · Valine)

Phosphorylatable AAs: YST (Tyrosine · Serine · Threonine)

Name Structure (α, β, γ labels) 1 3 Category Functional Group Special / MCAT Key Points IMF / Interactions
Nonpolar Aliphatic (7 amino acids)
Glycine H G Gly Nonpolar Aliphatic None (H) Smallest AA; achiral (no chiral center — does not rotate plane-polarized light); greatest backbone flexibility; found in tight turns & active sites London Dispersion
Alanine βCH3 A Ala Nonpolar Aliphatic Methyl Simplest chiral AA; strong α-helix former London Dispersion
Valine βCH(γCH3)2 V Val Nonpolar Aliphatic Isopropyl Branched at Cβ; hydrophobic core packing; Val→Glu mutation causes sickle-cell anemia London Dispersion
Leucine βCH2γCH(δCH3)2 L Leu Nonpolar Aliphatic Isobutyl Branched at Cγ London Dispersion
Isoleucine βCH(CH3)—γCH2δCH3 I Ile Nonpolar Aliphatic sec-Butyl Branched at Cβ; 2 chiral centers (Cα & Cβ) London Dispersion
Methionine βCH2γCH2S—CH3 M Met Nonpolar Aliphatic Thioether (−S−) Start codon (AUG) London Dispersion (weak dipole from S)
Proline N (ring bonds to α-N) P Pro Nonpolar Aliphatic Cyclic 2° amine Only AA with secondary amine (N is in ring); disrupts α-helices & β-sheets; rigid; found in β-turns; collagen has Gly-Pro-Hyp repeats London Dispersion
Aromatic (3 amino acids)
Phenylalanine βCH2 F Phe Aromatic Phenyl Nonpolar aromatic; hydrophobic core London Dispersion, π–π stacking
Tyrosine βCH2OH Y Tyr Aromatic Phenol (para-OH) UV absorber; phosphorylatable (−OH) H-bonding, π–π stacking, London Dispersion
Tryptophan βCH2NH W Trp Aromatic Indole UV absorber (main contributor) H-bonding (indole NH), π–π stacking, London Dispersion
Polar Uncharged (5 amino acids)
Serine βCH2OH S Ser Polar Uncharged Hydroxyl (−OH) Phosphorylatable; active site of serine proteases (Ser–His–Asp catalytic triad) H-bonding (donor & acceptor)
Threonine βCH(OH)—γCH3 T Thr Polar Uncharged Hydroxyl (−OH) Phosphorylatable; 2 chiral centers (Cα & Cβ); branched at Cβ; essential AA H-bonding (donor & acceptor)
Cysteine βCH2SH C Cys Polar Uncharged Thiol (−SH) Disulfide bonds (−S−S−, oxidation of 2 Cys) H-bonding (weak), London Dispersion, S−S covalent crosslinks
Asparagine βCH2C(=O)NH2 N Asn Polar Uncharged Amide 2C side chain (β-amide) H-bonding (amide N−H & C=O)
Glutamine βCH2γCH2C(=O)NH2 Q Gln Polar Uncharged Amide 3C side chain (γ-amide) H-bonding (amide N−H & C=O)
Basic (+) (3 amino acids)
Lysine βCH2γCH2δCH2εCH2NH3+ K Lys Basic (+) ε-Amino (pKa ~10.5) Positive at pH 7; longest basic chain; found in histones Ionic (salt bridges), H-bonding
Arginine βCH2γCH2δCH2NH—C(=NH)NH2 R Arg Basic (+) Guanidinium (pKa ~12.5) Most basic AA; always + at physiological pH; found in histones Ionic, H-bonding (multiple)
Histidine βCH2NHN H His Basic (+) Imidazole (pKa ~6.0) Only AA with pKa near physiological pH (~6.0); can be + or neutral near pH 7; active site proton shuttle H-bonding, Ionic (when protonated)
Acidic (-) (2 amino acids)
Aspartate βCH2COO D Asp Acidic (-) β-Carboxylate (pKa ~4.0) Negative at pH 7; Asp–His–Ser catalytic triad (serine proteases); 2C side chain (β-carboxylate); phosphomimetic Ionic (salt bridges), H-bonding
Glutamate βCH2γCH2COO E Glu Acidic (-) γ-Carboxylate (pKa ~4.0) Negative at pH 7; major excitatory neurotransmitter; 3C side chain (γ-carboxylate); phosphomimetic Ionic (salt bridges), H-bonding
Structure color key:
Carboxylate / Acidic
Amino / Basic
Hydroxyl
Sulfur
Aromatic ring
Amide
β/γ/δ/ε Carbon position label
* All 20 standard amino acids are L-amino acids (except Gly which is achiral). * pKa values are approximate side-chain values at 25°C. * “Charge at pH 7” refers to the side chain only (backbone always zwitterionic). * IMF refers to additional interactions the R-group can participate in.