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Reference · Biochemistry

Amino Acid Chart

The twenty standard amino acids with codes, side-chain class, residue mass, pKa and codons.

Showing 20 of 20.

13NameSide chainResidue mass
AAlaAlanineNonpolar71.0788 Da
RArgArginineBasic (positive)156.1875 Da
NAsnAsparaginePolar, uncharged114.1038 Da
DAspAspartic acidAcidic (negative)115.0886 Da
CCysCysteinePolar, uncharged103.1388 Da
EGluGlutamic acidAcidic (negative)129.1155 Da
QGlnGlutaminePolar, uncharged128.1307 Da
GGlyGlycineNonpolar57.0519 Da
HHisHistidineBasic (positive)137.1411 Da
IIleIsoleucineNonpolar113.1594 Da
LLeuLeucineNonpolar113.1594 Da
KLysLysineBasic (positive)128.1741 Da
MMetMethionineNonpolar131.1926 Da
FPhePhenylalanineAromatic147.1766 Da
PProProlineNonpolar97.1167 Da
SSerSerinePolar, uncharged87.0782 Da
TThrThreoninePolar, uncharged101.1051 Da
WTrpTryptophanAromatic186.2132 Da
YTyrTyrosineAromatic163.1760 Da
VValValineNonpolar99.1326 Da

Residue mass is the mass the amino acid contributes inside a chain — the free amino acid minus the water lost when the peptide bond forms. Add one water, 18.015 Da, to the sum of a whole sequence to get the protein’s molecular weight. Codons are written as mRNA, so U appears where DNA would have T.

Twenty amino acids build every protein. They share a backbone and differ only in the side chain, which is what sorts them into nonpolar, polar, acidic, basic and aromatic groups. That side chain decides where a residue sits in a folded protein — hydrophobic inside, charged outside.

One backbone, twenty side chains

Every amino acid has the same core: a central carbon carrying an amino group, a carboxyl group, a hydrogen and a variable R group. Only the R group differs, and every property that matters downstream — solubility, charge, size, reactivity — follows from it. Learning the twenty is really learning twenty side chains.

Grouping them by side chain is what makes the list tractable. Nonpolar residues are greasy and end up buried in the protein core away from water. Polar ones sit comfortably at the surface. Acidic and basic ones carry charge at physiological pH and drive salt bridges, catalysis and binding. Aromatic ones are bulky and flat, and two of them — tryptophan and tyrosine — are the reason proteins absorb at 280 nm.

The pKa values that matter

Seven side chains ionise, and their pKa values say at which pH. Aspartate and glutamate are deprotonated and negative above pH 4; lysine and arginine are protonated and positive well past pH 10. Histidine is the interesting one: its pKa of about 6 sits near physiological pH, so it can switch between charged and neutral under ordinary conditions. That is exactly why histidine turns up so often in enzyme active sites, shuttling protons during catalysis.

The five side-chain classes

The grouping that explains where each residue ends up in a folded structure.

ClassMembersBehaviour
NonpolarG, A, V, L, I, M, PHydrophobic — buried in the core
Polar, unchargedS, T, C, N, QHydrogen-bond at the surface
AcidicD, ENegative at pH 7
BasicK, R, HPositive at pH 7, though histidine is borderline
AromaticF, Y, WBulky rings; Y and W absorb at 280 nm

Special cases worth knowing

Residues whose behaviour does not follow from their class alone.

ResidueWhy it is different
Glycine (G)Side chain is a single hydrogen, so the backbone can bend where others cannot
Proline (P)Its side chain loops back to the backbone, kinking the chain and breaking helices
Cysteine (C)Forms disulfide bridges with another cysteine, covalently locking a fold
Histidine (H)pKa near 6, so it gains or loses a proton at physiological pH
Methionine (M)Coded by AUG, which is also the start codon — so it begins nearly every chain
Tryptophan (W)The largest residue and the strongest absorber at 280 nm

Reading the mass and codon columns

The mass listed is the residue mass — the free amino acid minus the water lost when the peptide bond forms. Summing those along a sequence and adding one water back gives the protein’s molecular weight. The average across the twenty is around 110 Da, which is where the familiar shortcut of multiplying residue count by 110 comes from.

The codons are written as mRNA, so U appears wherever DNA would have T. The code is degenerate: leucine, serine and arginine each have six codons while methionine and tryptophan have one apiece. Most of that redundancy sits in the third position, which is why a mutation there so often changes nothing — the silent mutations that make the third base the most tolerant position in a gene.

Why are there twenty amino acids?
Twenty are specified by the standard genetic code and appear in proteins as they are synthesised. Selenocysteine and pyrrolysine are sometimes called the twenty-first and twenty-second, but they are incorporated by special mechanisms rather than by ordinary codon assignment.
What does the side chain determine?
Essentially everything about the residue: whether it is hydrophobic or hydrophilic, whether it carries charge, how bulky it is, and whether it can take part in catalysis. The backbone is identical in all twenty.
Which amino acids are charged at pH 7?
Aspartate and glutamate are negative, lysine and arginine positive. Histidine sits near its pKa of about 6, so it is partly protonated and can switch — which is why it appears so often in active sites.
What is a residue mass?
The mass an amino acid contributes inside a chain — the free amino acid minus one water, since a water is released when each peptide bond forms. Add 18.015 Da to the sum of residue masses to get the whole protein.
Why is proline described as a helix breaker?
Because its side chain bonds back to the backbone nitrogen, forming a ring. That removes the amide hydrogen needed for a helical hydrogen bond and forces a kink in the chain.
Why do proteins absorb light at 280 nm?
Almost entirely because of tryptophan and tyrosine, whose aromatic rings absorb there. That is what makes A280 a quick concentration measurement — and why a protein lacking both cannot be measured that way.
Why do some amino acids have six codons and others one?
The genetic code is degenerate, with most of the redundancy in the third codon position. Leucine, serine and arginine have six codons each; methionine and tryptophan have one. That redundancy is why many third-position mutations are silent.