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Peptide Nomenclature Guide

Peptide products in the Tocris catalogue consist of sequences of common amino acids, uncommon amino acids and derivatives of amino acids (where they have attached substituents). Common (“proteinogenic” or “coded”) amino acids have a three-letter symbol and are also represented by a one-letter symbol. Uncommon amino acids also have three-letter symbols and can be represented by the one-letter symbol “X”. The tables below list symbols / abbreviations used in this catalogue.


Table 1. Common Amino Acids

Key -   Acidic   Basic   Non-polar (hydrophobic)   Polar (uncharged)

Amino acid Three-letter symbol One-letter symbol Chemical structure
Alanine Ala A Alanine
Arginine Arg R Arginine
Asparagine Asn N Asparagine
Aspartic acid Asp D Aspartic acid
Cysteine Cys C Cysteine
Glutamine Gln Q Glutamine
Glutamic acid Glu E Glutamic acid
Glycine Gly G Glycine
Histidine His H Histidine
Isoleucine Ile I Isoleucine
Leucine Leu L Leucine
Lysine Lys K Lysine
Methionine Met M Methionine
Phenylalanine Phe F Phenylalanine
Proline Pro P Proline
Serine Ser S Serine
Threonine Thr T Threonine
Tryptophan Trp W Tryptophan
Tyrosine Tyr Y Tyrosine
Valine Val V Valine


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Solubility
Most peptides are soluble in distilled water. The addition of 1.0 M acetic acid may aid solubilization of peptides containing mainly basic amino acids, and 1.0 M ammonium hydroxide may be added to peptides containing mainly acidic amino acids.

Table 2. Uncommon Amino Acids

Three letter symbol Amino Acid
Aib Alpha-aminoisobutyric acid (2-aminoalanine)
Aze 2-Carboxyazetidine
Dap Diaminopropionic acid
Glp Pyroglutamic acid (Pyr) (pGlu)
Hyp 4-Hydroxyproline
Igl α-Amino-2-indanacetic acid
Nal t-Butyloxycarbonyl-L-(1-Naphthyl)alanine
Nle Norleucine
Oic L-Octahydroindole-2-carboxylic acid
Orn Ornithine
Pen Penicillamine (3-mercaptovaline)
pSer Phospho-L-serine
pThr Phospho-L-threonine
pTyr Phospho-L-tyrosine
Sar Sarcosine (N-methylglycine)
Thi 3-Thienylalanine
Tic L-1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid
Nphe N-Benzylglycine


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Table 3. Substituents

Abbreviation Substituent
Ac Acetyl
Bn Benzyl, Bzl
Bz Benzoyl
For Formyl
Me Methyl
Myr Myristoyl
Z Benzyloxycarbonyl


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