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Chemical structure of Dynorphin A (1-11) amide

GA21403

Dynorphin A (1-11) amide

Also known as (2S)-1-[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-[(2S)-1,6-diamino-1-oxohexan-2-yl]pyrrolidine-2-carboxamide

Truncation of the last six amino acids in Dynorphin A (H-2620) leads to this undecapeptide which exhibited nearly the same selectivity and activity compared to the parent compound· Therefore, Dyn A (1-11)-amide has been widely used for structure-activity studies· Its binding affinities for K, µ and δ opioid receptors are 0·074 nM, 7·6 nM and 2·9 nM, respectively

ChemicalCAS79985-48-1MW1361.66FormulaC63H104N22O12
CAS number
79985-48-1
Molecular weight
1361.66
Formula
C63H104N22O12
Solubility
Soluble in DMSO
InChIKey
OKJAOUBQLSWUNX-QFIUEGLPSA-N
Catalogue number
GA21403
Brand
GLPBIO
Computed properties PubChem CID 10677974 · XLogP -2.8 · TPSA 591 Ų · H-bond donors 19
XLogP
-2.8
TPSA
591 Ų
H-bond donors
19
H-bond acceptors
17
Rotatable bonds
44
Heavy atoms
97

SMILES CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)CNC(=O)CNC(=O)[C@H](CC3=CC=C(C=C3)O)N

Computed descriptors from PubChem (CID 10677974), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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