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Chemical structure of Leu-Valorphin-Arg

GA23136

Leu-Valorphin-Arg

Also known as (2S)-2-[[(2S)-5-amino-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-hydroxybutanoyl]amino]-5-oxopentanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Leu-Valorphin-Arg, LVVYPWTQR, corresponds to the sequence (32-40) of the β-,δ-,γ-, and ε-chains of human hemoglobin· It shows binding affinity for µ- and sigma-opioid receptors and has opioid activity in the GPI bioassay· LVV-Hemorphin-6 is found in large amounts in the pituitary and seems to be present in the circulation to a much lesser degree· In view of its high stability towards the membrane-bound lung enzymes and its strong inhibitory action on ACE activity, LVV-hemorphin-6 appears to be the most potent of the hemorphin-related peptides assayed

ChemicalCAS135861-77-7MW1161.37FormulaC56H84N14O13
CAS number
135861-77-7
Molecular weight
1161.37
Formula
C56H84N14O13
Solubility
Soluble in DMSO
InChIKey
TYDMAYCCXBUMFX-ZAIVSCQOSA-N
Catalogue number
GA23136
Brand
GLPBIO
Computed properties PubChem CID 9812261 · XLogP -1.8 · TPSA 451 Ų · H-bond donors 15
XLogP
-1.8
TPSA
451 Ų
H-bond donors
15
H-bond acceptors
15
Rotatable bonds
32
Heavy atoms
83

SMILES C[C@H]([C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)[C@H](CC1=CNC2=CC=CC=C21)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N)O

Computed descriptors from PubChem (CID 9812261), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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