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Reference

How to read a peptide sequence

A peptide is written as a string of letters, and the string carries more information than it looks like it does — including which end is which, and what has been done to the molecule.

Direction comes first

A peptide chain has two different ends. One finishes with a free amine group and is called the N-terminus; the other finishes with a free carboxylic acid group and is the C-terminus.

By universal convention a sequence is written N-terminus first, left to right. That is not decoration. The same residues in the opposite order are a different molecule, in the same way that two words with the same letters are different words.

Two notations for the same thing

Sequences are written either in three-letter codes separated by hyphens, or in single letters run together. They mean exactly the same:

  • Gly-His-Lys and GHK — the same tripeptide.
  • Lys-Pro-Val and KPV — likewise.

Which is why two compounds in our range have names that are not names at all but their own sequences. GHK is glycine-histidine-lysine and KPV is lysine-proline-valine. Three letters, three residues, nothing hidden.

What the extra notation means

A sequence rarely appears on its own. The symbols around it record modifications, and they change the molecule:

  • Ac- at the start. An acetyl group on the N-terminus. Common, because it removes the free amine that enzymes recognise as a starting point.
  • -NH2 at the end. The C-terminus has been amidated — converted from an acid to an amide. Also a stability modification.
  • D- before a residue. The mirror-image form of that amino acid. Natural proteins are built almost entirely from L-amino acids, so a D-residue is a deliberate choice — FOXO4-DRI is built entirely from them.
  • cyclo(…). The chain is joined into a ring rather than left with two ends, which makes it considerably harder to break down.
  • A bracket or bridge between two cysteines. A disulfide bond, closing part of the chain into a loop. Oxytocin has one.

Numbers in a name

A fragment is often written with the residue range it came from. GHRH(1–29) means the first twenty-nine residues of growth hormone-releasing hormone — not the whole hormone, and not a different molecule that happens to resemble it.

This is worth reading carefully, because a fragment and its parent are routinely discussed as though they were the same substance. TB-500 and thymosin beta-4 are the clearest example in this range: one is a short synthetic piece of the other, and they are frequently sold and written about interchangeably.

What a sequence does not tell you

It gives you the identity of the molecule and nothing else. It does not tell you the purity of a particular batch, how much peptide is in a vial, or whether what you have been sent matches what the label says. Those are questions for a certificate, not for a sequence.

The twenty amino acids and their codes · What is a peptide?