D-2-alkyl tryptophan compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D20916

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active

056463014

ABSTRACT:
D-2-Alkyl Tryptophan compounds for incorporation into various peptides during manufacture thereof or for substitution for D-Tryptophan residues in such peptides to provide a D-2-alkyl Tryptophan residue therein which enhances the stability and biological activity of the peptide.

REFERENCES:
patent: 3316260 (1967-04-01), Shen et al.
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R. Deghenghi et al. "Structure-Activity Studies with Hexarelin and Related GH-Releasing Peptides" 3rd Intl. Pituitary Congress, Marina de Rey, CA, Jun. 13-15, 1993.
E. Arvat et al. "GH-Releasing Activity of Hexarelin, A New Wynthetic Hexapeptide, After Intravenous, Subcutaneous, Intranasal and Oral Administration In Man" Giornate Endocrinologiche Pisane, Pisa (Italy) Jun. 28-29, 1993.
L.K. Conley et al, "Biological Potency of Hexarelin (EP23905)" Initial Studies on Oral Activity , presented 1992.
W. B. Wehrenberg et al, "Biological Potency of Hexarelin (EP23905), A New Growth Hormone-Releasing Peptide", presented 1992.
R. Deghenghi et al, "Hexarelin(EP23905) --A Superactive Growth Hormone Releasing Peptide", presented in Milan, Italy, Sep. 1992.
L.K. Conley et al, "Studies on the Mechanism of Action of Hexarelin and GHRP-6", presented at International Symposium on Growth Hormone II, Basic Clinical Aspects, in Tarpon Springs, Florida, Dec. 2-3, 1992.
B.P. Imbimbo et al, "Growth Hormone Releasing Activity of Hexarelin in Humans: A Dose-Responsive Study", presented at the International Symposium on Growth Hormone II, Basic Clinical Aspects, in Tarpon Springs, Florida, Dec. 3-6, 1992.
Silver et al., "Scleroderma, Fascitis, and Eosinophilia Associated With the Igestion of Tryptophan", The New England Journal of Medicine, 322: No. 13, (Mar. 29, 1990).
Karten et al., "Gonadotropin-Releasing Hormone Analog Design, Structure-Function Studies Toward the Development Agonists and Antagonists: Rationale and Perspective", Endocrine Reviews, 7(1):44-66 (1986).
Yabe et al., "Synthesis and Biological Activity of LH-RH Analogs Substituted by Alkyltryptophans at Position 3", Chem Pharm. Bull., vol. 27, No. 8, (1979).
Pailthorpe et al., Chemical Abstracts 79:400 (1973).
S. Majima, "E.W. Biologisches Verfahten der d-Tryptophandarstellans", Hoppe-Seyler's Z. Physiol. Chem. 243:250 (1936).

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