Novel .beta.-endorphin analogs

Details Novel .beta.-endorphin analogs Novel .beta.-endorphin analogs

1978-03-02

1982-05-18

Phillips, Delbert R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C10352

Patent

active

043304656

ABSTRACT:
The solid-phase syntheses of [Ala.sup.2 ]-, [D-Leu.sup.2 ]-, [D-Lys.sup.2 ], [Leu.sup.5 ]- and [D-Ala.sup.2, D-Leu.sup.5 ] .beta.-endorphins are described. The synthetic peptides were purified by chromatography on carboxymethylcellulose and partition chromatography on Sephadex G-50. They were characterized by partition chromatography on agarose, thin-layer chromatography, paper electrophoresis, and amino acid analyses of acid and enzymic hydrolysates. Bioassay of the synthetic analogs for analgesic activity by the tail-flick-method showed the D-Leu.sup.2 analog to be 48% as potent as .beta..sub.h -endorphin while the Ala.sup.2, D-Lys.sup.2, Leu.sup.5, and [D-Ala.sup.2, D-Leu.sup.5 ] analogs were 8 to 17% as active.

REFERENCES:
patent: 4038222 (1977-07-01), Li
Guillemin, et al., Annals of the New York Academy of Sciences 297, 131-157 (1977).
Chem. and Engin. News, Nov. 15, 1976, pp. 26 and 27.
J. Med. Chem. 20 (1977), pp. 325-328.
Proc. 5th Am. Peptide Symposium (1977), pp. 107-110 and 503-505.

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