Compound record
Cyclosporine A
Ciclosporin; cyclosporin A; CsA
Sequence
cyclo[-MeBmt-Abu-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal-]
ALVLALVLALA
Length counts residues; formula and mass are the stored free-base values from cited sources; CAS and PubChem identify the substance in public registries. More detail: length & peptide bonds, molecular weight
Structure & modifications
Head-to-tail cyclic peptide (not a disulfide). Heavy N-methylation makes the 1-letter sequence a placeholder; use display notation.
Notes
Cyclosporine A (ciclosporin) is a non-ribosomal cyclic undecapeptide immunosuppressant from Tolypocladium inflatum. It is head-to-tail cyclized, not disulfide-bridged.
- Seven residues are N-methylated
- One residue is D-Ala
- One residue is unique MeBmt
| Consequence for this database | Practice |
|---|---|
| 1-letter sequence | Placeholder only |
| Display notation | Authoritative monomer list |
| Mass from “20 AA table” | Will fail without MeBmt / N-Me corrections |
| CAS / PubChem | 59865-13-3 / 5284373 |
Classification is cyclic because of the backbone macrolactam. Ribosomal peptide assumptions do not apply.
Primary-source references
- PubChem CID 5284373 — cyclosporine
- Rüegger A. et al. Cyclosporin A, ein immunosuppressiv wirksamer Peptidmetabolit. Helv. Chim. Acta 1976.
- Loosli H.R. et al. Peptide conformations. Part 31. Helv. Chim. Acta 1985 (crystal structure).