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Research area

GHRH, GHS-R & IGF-1 Analogues

For research use only. Not for human or veterinary use. Sold strictly for in-vitro laboratory research; not for diagnosis or treatment.

This research area groups analogues by the receptor class of the peptide each one is modelled on: GHRH, the GHS-R1a receptor and IGF-1. Tesamorelin is a GHRH analogue of forty-four amino acid residues carrying an N-terminal trans-3-hexenoyl group, with the formula C221H366N72O67S and a molecular weight of 5135.9 g/mol. Ipamorelin is a pentapeptide GHS-R1a ligand, Aib-His-D-2-Nal-D-Phe-Lys-NH2, which combines an α-aminoisobutyric acid residue, two D-configured aromatic residues and a C-terminal amide. IGF-1 LR3 is a recombinant single-chain IGF-1 analogue of eighty-three residues; its name refers to an arginine at position 3 and an extended N-terminus. The three range from a pentapeptide to a small protein, so each product page lists its own sequence and identifiers where they are known.

Compounds in this research area

Structural features

The three compounds in this area span a wide range of chain lengths, and each shows a different way of modifying a natural sequence. Tesamorelin keeps the forty-four-residue sequence of GHRH(1–44) and adds a single group at the N-terminus: a trans-3-hexenoyl acyl chain, a six-carbon unit with one carbon–carbon double bond in the E configuration. Its formula, C221H366N72O67S, contains one sulfur atom, from the single methionine in the chain; there is no cysteine and therefore no disulfide bridge.

Ipamorelin takes the opposite approach: a pentapeptide, H-Aib-His-D-2-Nal-D-Phe-Lys-NH2, in which three of the five residues are non-standard. Aib (α-aminoisobutyric acid) carries two methyl groups on its α-carbon; D-2-Nal is 3-(2-naphthyl)-D-alanine, an aromatic residue with a naphthalene side chain; and D-Phe is the D-enantiomer of phenylalanine. The C-terminal lysine ends in an amide rather than a free acid.

IGF-1 LR3 is the only recombinant product in the area: a single-chain polypeptide of eighty-three residues, produced by expression in a host organism rather than by stepwise chemical synthesis. Its name refers to an arginine at position 3 and a lengthened N-terminus, and at this length it sits at the boundary between peptides and small proteins. Unlike the two synthetic peptides, its sequence and chain length are fixed by the expression construct rather than built up by successive coupling steps.

Identifiers at a glance

CompoundCAS numberMolecular formulaMolecular weight
Tesamorelin218949-48-5C221H366N72O67S5135.9 g/mol
Ipamorelin170851-70-4C38H49N9O5711.85 g/mol

Analytical considerations

Analysis has to match the scale of each molecule. Ipamorelin, at 711.85 g/mol, gives a simple mass spectrum dominated by singly and doubly charged ions, and its naphthyl and phenyl side chains absorb strongly in the ultraviolet, which helps detection. Its two D-residues matter analytically as well: a diastereomer in which one of them is replaced by its L-form has the same formula and mass, so it can be distinguished chromatographically but not by mass alone. Because ipamorelin ends in an amide, a deamidated form with a free C-terminal acid differs from it by only about 1 Da, so the expected mass has to be matched closely.

Tesamorelin, at 5135.9 g/mol, is analysed like other long synthetic peptides: reversed-phase HPLC for the chromatographic profile, and electrospray mass spectrometry, deconvoluted from multiply charged ions, for identity. Its methionine can oxidise to the sulfoxide, which adds 16 Da and usually elutes slightly earlier than the parent peak. Recombinant polypeptides such as IGF-1 LR3 are commonly characterised by reversed-phase HPLC and mass spectrometry too, often alongside SDS-PAGE for apparent molecular mass. The catalogue lists no CAS number, formula or weight for IGF-1 LR3 until the supplier confirms them, so its product page shows none.

Further reading