Synthesis of stereoisomeric analogues of endomorphin-2, H-Tyr-Pro-Phe-Phe-NH2, and examination of their opioid receptor binding activities and solution conformation

Biochemical and Biophysical Research Communications

Volumn 276, Issue 1, 2000, Pages 7-11

  Okada, Yoshio ^a   Fukumizu, Atsuko ^a   Takahashi, Motohiro ^a   Shimizu, Yoshiro ^a   Tsuda, Yuko ^a   Yokoi, Toshio ^a   Bryant, Sharon D ^b   Lazarus, Lawrence H ^b  

^a KOBE GAKUIN UNIVERSITY   (Japan)

^b NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

Author keywords

Binding activity; D amino acid; Endomorphin stereoisomer; Structure activity relationships; and opioid receptors

Indexed keywords

9 FLUORENYLMETHYL CHLOROFORMATE; DELTA OPIATE RECEPTOR; DEXTRO AMINO ACID; ENDOMORPHIN 2; ENDORPHIN DERIVATIVE; MU OPIATE RECEPTOR; SYNTHETIC PEPTIDE;

AMINO ACID ANALYSIS; ANIMAL TISSUE; ARTICLE; BRAIN SYNAPTOSOME; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMERISM; NONHUMAN; PEPTIDE ANALYSIS; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; RAT; RECEPTOR BINDING; STEREOCHEMISTRY;

ANIMALIA;

EID: 0034675285     PISSN: 0006291X     EISSN: None     Source Type: Journal    
DOI: 10.1006/bbrc.2000.3416     Document Type: Article

References (16)

1. Identification of two related pentapeptides from the brain with potent opiate agonist activity
2. Isolation and structure of an untriakontapeptides with opiate activity from camel pituitary glands
3. Dynorphin-(1-13), an extraordinarily potent opioid peptide
4. A potent and selective endogenous agonist for the μ-opiate receptor
5. Amino acids and peptides. LII. Design and synthesis of opioid mimetics containing a pyrazinone ring and examination of their opioid receptor binding activity
6. Amino acids and peptides. LVI. Synthesis of pyrazinone ring-containing opioid mimetics and examination of their opioid receptor binding activity
7. Opiate receptor affinity of peptides related to Leu-enkephalin
8. Structure-activity relationships of methionine-enkephalin
9. Cystamine-enkephalin dimer
10. Synthesis of tripeptide chloromethyl ketones and examination of their inhibitory effects on plasmin and plasma kallikrein
11. Function of negative charge in the 'address domain' of deltorphins
12. Interaction of deltorphin with opioid receptors: Molecular determinants for affinity and selectivity
13. Stereospecificity of amino acid side chains in deltorphin defines binding to opioid receptors
14. What peptides these deltorphins be
15. Conformational analysis of the endogenous μ-opioid agonist endomorphin-1 using NMR spectroscopy and molecular modeling
16. Helix inducing α-aminoisobutyric acid in opiodmimetic deltorphin C analogues