141365-20-0
Chemical Structure
Lys-psi(CH2NH)-Trp(Nps)-OMe
Synonym(s): LTNAM
- CAS No.: 141365-20-0
- Formula:C24H31N5O4S
- Molecular Weight:485.60
IUPAC Name: methyl (S)-2-(((S)-2,6-diaminohexyl)amino)-3-(2-((2-nitrophenyl)thio)-1H-indol-3-yl)propanoate
InChIKey: ZLPYAPQORXGARX-JXFKEZNVSA-N
SMILES: O=C(OC)[C@@H](NC[C@@H](N)CCCCN)CC1=C(SC2=CC=CC=C2[N+]([O-])=O)NC3=C1C=CC=C3
Biological Activity: Lys-psi(CH2NH)-Trp(Nps)-OMe is a lysine-tryptophan (Nps) pseudodipeptide analog. It is obtained by replacing the peptide bond in the Lys-Trp(Nps) molecule with an aminomethylene bond and has analgesic activity. Lys-psi(CH2NH)-Trp(Nps)-OMe induces a dose-dependent and naloxone-reversible analgesia after intracerebroventricular administration in mice, and its analgesic effect lasts longer than that of the original compound. It protects methionine enkephalin from degradation in rat striatal slices and binds to low-dose opioid peptides to produce analgesia. Lys-psi(CH2NH)-Trp(Nps)-OMe effectively inhibits brain aminopeptidase activity both in vitro and in vivo. The enhanced resistance of this pseudodipeptide to proteolysis may explain its prolonged analgesic activity.
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Lys-psi(CH2NH)-Trp(Nps)-OMe | Lys-psi(CH2NH)-Trp(Nps)-OMe is a lysine-tryptophan (Nps) pseudodipeptide analog. It is obtained by replacing the peptide bond in the Lys-Trp(Nps) molecule with an aminomethylene bond and has analgesic activity. Lys-psi(CH2NH)-Trp(Nps)-OMe induces a dose-dependent and naloxone-reversible analgesia after intracerebroventricular administration in mice, and its analgesic effect lasts longer than that of the original compound. It protects methionine enkephalin from degradation in rat striatal slices and binds to low-dose opioid peptides to produce analgesia. Lys-psi(CH2NH)-Trp(Nps)-OMe effectively inhibits brain aminopeptidase activity both in vitro and in vivo. The enhanced resistance of this pseudodipeptide to proteolysis may explain its prolonged analgesic activity. | |||||||||||||||||||||
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Keywords
