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Research Library

Amino Acid Codes: The One-Letter and Three-Letter Chart

3D ball-and-stick model of a small molecule on an orange background

Every peptide guide on this site writes sequences as strings of single letters: GHK, AEDG, YNWNSFGLRF. Those letters are shorthand for the 20 amino acids that life uses to build peptides and proteins. This reference lists all 20 with their one-letter and three-letter codes, explains what makes each one chemically distinct, and shows how to read a peptide sequence the way researchers do.

The short answer

  • There are 20 standard amino acids in the genetic code, each with a three-letter abbreviation, such as Ala, and a one-letter code, such as A.
  • The one-letter code was popularized by Margaret Dayhoff in the 1960s to make long sequences compact enough for early computer databases, and was adopted as an international standard in 1968.
  • Where possible the letter is the first letter of the name (A for alanine). Where names clash, other letters were assigned, such as K for lysine, W for tryptophan and Y for tyrosine.
  • Sequences are always written from the N-terminus on the left to the C-terminus on the right.
  • Nine of the 20 are essential in human nutrition because the body cannot make them.

The amino acid code chart

Amino acid3-letter1-letterSide-chain typeCharge at pH 7Essential?
AlanineAlaANonpolarNeutralNo
ArginineArgRBasicPositiveNo
AsparagineAsnNPolarNeutralNo
Aspartic acidAspDAcidicNegativeNo
CysteineCysCPolar, sulfur-containingNeutralNo
GlutamineGlnQPolarNeutralNo
Glutamic acidGluEAcidicNegativeNo
GlycineGlyGSmallest; no side chainNeutralNo
HistidineHisHBasic, aromatic ringMostly neutral, partly positiveYes
IsoleucineIleINonpolarNeutralYes
LeucineLeuLNonpolarNeutralYes
LysineLysKBasicPositiveYes
MethionineMetMNonpolar, sulfur-containingNeutralYes
PhenylalaninePheFAromaticNeutralYes
ProlineProPCyclic; bends chainsNeutralNo
SerineSerSPolarNeutralNo
ThreonineThrTPolarNeutralYes
TryptophanTrpWAromatic, double ringNeutralYes
TyrosineTyrYAromatic, polarNeutralNo
ValineValVNonpolarNeutralYes

The nine essential amino acids for humans are histidine, isoleucine, leucine, lysine, methionine, phenylalanine, threonine, tryptophan and valine. That is a nutrition fact rather than a laboratory one, but it is often the first thing people ask.

Why some letters seem odd

Ten amino acids start with the same letters as others, so the code had to improvise. The memory aids below are widely taught, though they are teaching tricks rather than official reasons:

  • F for phenylalanine: “fenylalanine”.
  • R for arginine: it sounds like “aRginine”.
  • Y for tyrosine: “tYrosine”.
  • W for tryptophan: its double ring, or “tWo rings”.
  • K for lysine: L was taken by leucine, and K sits next to L in the alphabet.
  • Q for glutamine: “Q-tamine”.
  • D and E for aspartic and glutamic acid: “asparDic” and “glutEmic”.
  • N for asparagine: “asparagiNe”.

Extra and ambiguity codes

CodeMeaning
U (Sec)Selenocysteine, a rare 21st amino acid built into a handful of proteins
O (Pyl)Pyrrolysine, found in some microbes
B (Asx)Asparagine or aspartic acid, when analysis cannot tell which
Z (Glx)Glutamine or glutamic acid
J (Xle)Leucine or isoleucine, which have identical masses
X (Xaa)Any or unknown amino acid

The J code exists for a reason researchers meet on certificates of analysis: leucine and isoleucine have exactly the same mass, so mass spectrometry alone cannot distinguish them.

Every peptide we supply comes with its sequence and a batch-matched COA.

Browse the catalogue

How to read a peptide sequence

A sequence reads left to right from the N-terminus, the end with a free amino group, to the C-terminus, the end with a free carboxyl group. On top of the letters, chemists use a few standard marks:

  • Ac- at the start means the N-terminus is capped with an acetyl group.
  • -NH₂ at the end means the C-terminus is an amide rather than an acid, common in natural peptide hormones.
  • D- before a residue, or a lowercase letter, means the mirror-image D form. See our guide to D-amino acids.
  • pGlu or pE means pyroglutamate, a cyclized N-terminal glutamine or glutamic acid.
  • Bracketed or multi-letter names, such as Aib or 2Nal, mark non-standard building blocks.

Four sequences from our library, decoded

KPV: lysine, proline, valine. KPV guide

  1. K
  2. P
  3. V

Epitalon: alanine, glutamic acid, aspartic acid, glycine. Epitalon guide

  1. A
  2. E
  3. D
  4. G

Kisspeptin-10: ten residues ending in an amide. Kisspeptin guide

  1. Y
  2. N
  3. W
  4. N
  5. S
  6. F
  7. G
  8. L
  9. R
  10. F
  11. NH₂

GHRP-2: two D-amino acids and a non-standard naphthylalanine. GHRP guide

  1. D-Ala
  2. D-2Nal
  3. A
  4. W
  5. D-Phe
  6. K
  7. NH₂

Why the chemistry matters to researchers

  • Charge drives behaviour. Lysine, arginine and histidine carry positive charge and attract counter-ions, which affects solubility and how much of the powder is actually peptide. See our net peptide content guide.
  • Some residues are fragile. Methionine, tryptophan and cysteine oxidize; asparagine and aspartic acid rearrange. See how peptides degrade.
  • Mass checks have blind spots. Leucine and isoleucine, and D- and L-forms, share masses, so identity testing relies on more than mass alone. See our HPLC testing guide.
  • Molecular weight follows from the sequence. That is the number to check on a COA and to use in our peptide calculator.

Research use only. Pure Peptides Canada products are laboratory reagents, not for human or veterinary use. This reference is educational and is not nutritional or medical advice.

Frequently asked questions

How many amino acids are there?

Twenty standard amino acids are encoded by the genetic code. Two more, selenocysteine and pyrrolysine, are incorporated in a small number of proteins, and hundreds of non-standard amino acids exist in nature and chemistry.

What is the amino acid one-letter code?

It is a single-letter abbreviation for each amino acid, such as A for alanine, K for lysine and W for tryptophan, used to write peptide and protein sequences compactly. It was adopted as an international standard in 1968.

Why is lysine abbreviated K?

L was already assigned to leucine, so lysine received a nearby letter. K is commonly remembered as sitting next to L in the alphabet.

Which amino acids are essential?

Nine are essential in human nutrition: histidine, isoleucine, leucine, lysine, methionine, phenylalanine, threonine, tryptophan and valine.

How do you read a peptide sequence?

Read the letters left to right from the N-terminus to the C-terminus. Prefixes and suffixes mark modifications, such as Ac- for an acetylated start, -NH2 for an amidated end and D- for a mirror-image amino acid.

What do lowercase letters mean in a peptide sequence?

In many sequence notations, a lowercase letter marks a D-amino acid, the mirror-image form of the usual L-amino acid. Writing D- before the residue name means the same thing.

Sequences you can verify

Every research peptide we supply is tested batch by batch for identity and purity, priced in Canadian dollars and shipped tracked across Canada.

References

  1. IUPAC-IUB Commission on Biochemical Nomenclature. A one-letter notation for amino acid sequences: tentative rules. 1968.
  2. Dayhoff MO, ed. Atlas of Protein Sequence and Structure. National Biomedical Research Foundation; first published 1965.

For laboratory research use only. Not for human or veterinary use. This reference is educational and is not medical advice.