.

Pharmaceutical Business Intelligence

  • Anticipate P&T budget requirements
  • Evaluate market entry opportunities
  • Find generic sources and suppliers
  • Predict branded drug patent expiration

► Plans and Pricing

Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

DrugPatentWatch Database Preview

Details for Patent: 4,728,726

« Back to Dashboard

Details for Patent: 4,728,726

Title: GRF analogs IIIb
Abstract:Human GRF(hGRF), rat GRF(rGRF), porcine GRF(pGRF), ovine GRF(oGRF) and bovine GRF(bGRF) have been earlier characterized and synthesized. The invention provides synthetic peptides which are extremely potent in stimulating the release of pituitary GH in animals, including humans, which have resistance to enzymatic degradation in the body, and which contain the sequence: R.sub.1 -R.sub.2 -R.sub.3 -Ala-Ile-Phe-Thr-R.sub.8 -Ser-R.sub.10 -Arg-R.sub.12 -R.sub.13 -R.sub.14 -R.sub.15 -Gln-R.sub.17 -R.sub.18 -Ala-Arg-Lys-Leu-R.sub.23 -R.sub.24 -R.sub.25 -Ile-R.sub.27 -R.sub.28 -R.sub.29 -R.sub.30 -R.sub.31 -R.sub.32, wherein R.sub.1 is Tyr, D-Tyr, Met, Phe, D-Phe, pCl-Phe, Leu, His or D-His having either a C.sup.a Me or N.sup.a Me substitution or being unsubstituted; R.sub.2 is Ala, D-Ala or D-NMA; R.sub.3 is Asp or D-Asp; R.sub.8 is Ser, Asn, D-Ser or D-Asn; R.sub.10 is Tyr or D-Tyr; R.sub.12 is Arg or Lys; R.sub.13 is Ile or Val; R.sub.14 is Leu or D-Leu, R.sub.15 is Gly or D-Ala; R.sub.17 is Leu or D-Leu; R.sub.18 is Tyr or Ser; R.sub.23 is Leu or D-Leu; R.sub.24 is His or Gln; R.sub.25 is Glu, Asp, D-Glu or D-Asp; R.sub.27 is Met, D-Met, Ala, Nle, Ile, Leu, Nva or Val; R.sub.28 is Asn, Ser or desR.sub.28 ; R.sub.29 is Arg, D-Arg or desR.sub.29 ; R.sub.30 is Gln or desR.sub.30 ; R.sub.31 is Glu or desR.sub.31 ; and R.sub.32 is Gly or desR.sub.32. These peptides as well as their nontoxic salts may also be used diagnostically.
Inventor(s): Rivier; Jean E. F. (La Jolla, CA), Vale, Jr.; Wylie W. (La Jolla, CA)
Assignee: The Salk Institute for Biological Studies (San Diego, CA)
Filing Date:Dec 08, 1986
Application Number:06/939,342
Claims:1. A synthetic peptide, or a nontoxic salt thereof, having the amino acid residue sequence: R.sub.1 -R.sub.2 -R.sub.3 -Ala-Ile-Phe-Thr-R.sub.8 -Ser-R.sub.10 -Arg-R.sub.12 -R.sub.13 -R.sub.14 -R.sub.15 -Gln-R.sub.17 -R.sub.18 -Ala-Arg-Lys-Leu-R.sub.23 -R.sub.24 -R.sub.25 -Ile-R.sub.27 -R.sub.28 -R.sub.29 -R.sub.30 -R.sub.31 -R.sub.32 wherein R.sub.1 is Tyr, D-Tyr, Met, Phe, D-Phe, pCl-Phe, Leu, His or D-His having either a C.sup.a Me or N.sup.a Me substitution or being unsubstituted; R.sub.2 is Ala, D-Ala or D-NMA; R.sub.3 is Asp or D-Asp; R.sub.8 is Ser, Asn, D-Ser or D-Asn; R.sub.10 is Tyr or D-Tyr; R.sub.12 is Arg or Lys; R.sub.13 is Ile or Val; R.sub.14 is Leu or D-Leu; R.sub.15 is Gly or D-Ala; R.sub.17 is Leu or D-Leu; R.sub.18 is Tyr or Ser; R.sub.23 is Leu or D-Leu; R.sub.24 is His or Gln; R.sub.25 is Glu, Asp, D-Glu or D-Asp; R.sub.27 is Met, D-Met, Ala, Nle, Ile, Leu, Nva or Val; R.sub.28 is Asn, Ser, D-Asn or desR.sub.28 ; R.sub.29 is Arg, D-Arg or DesR.sub.29 ; R.sub.30 is Gln or [desGln] desR.sub.30 ; R.sub.31 is Gln or DesR.sub.31 ; and R.sub.32 is Gly or desR.sub.32, provided however, that at least one of the following is present: R.sub.2 is D-NMA; R.sub.27 is Nle; R.sub.28 is D-Asn.

2. The peptide of claim 1 wherein R.sub.2 is D-NMA.

3. The peptide of claim 2 wherein R.sub.1 is an L-isomer.

4. The peptide of claim 3 wherein the carboxyl moiety at the C-terminus of said sequence is-CONHR wherein R is hydrogen or ethyl.

5. The peptide of claim 1 which is [Nle.sup.27 ]-hGRF(1-29)-NH.sub.2.

6. The peptide of claim 1 which is [D-Ala.sup.2, Nle.sup.27 ]-hGRF(1-29)-NH.sub.2.

7. The peptide of claim 1 which is [His.sup.1, N-NMA.sup.2, Nle.sup.27 ]-hGRF(1-29)NHEt.

8. A synthetic peptide, or a nontoxic salt thereof, having the amino acid residue sequence: R.sub.1 -R.sub.2 -R.sub.3 -Ala-Ile-Phe-Thr-R.sub.8 -Ser-R.sub.10 -Arg-R.sub.12 -R.sub.13 -R.sub.14 -R.sub.15 -Gln-R.sub.17 -R.sub.18 -Ala-Arg-Lys-Leu-R.sub.23 -R.sub.24 -R.sub.25 -Ile-Nle-R.sub.28 -R.sub.29 -R.sub.30 -R.sub.31 -R.sub.32 wherein R.sub.1 is Tyr, D-Tyr, Met, Phe, D-Phe, pCl-phe, Leu, His or D-His having either a C.sup.a Me or N.sup.a Me substitution or being unsubstituted; R.sub.2 is Ala, D-Ala or D-NMA; R.sub.3 is Asp or D-Asp; R.sub.8 is Ser, Asn, D-Ser or D-Asn; R.sub.10 is Tyr or D-Tyr; R.sub.12 is Arg or Lys; R.sub.13 is Ile or Val; R.sub.14 is Leu or D-Leu; R.sub.15 is Gly or D-Ala; R.sub.17 is Leu or D-Leu; R.sub.18 is Tyr or Ser; R.sub.23 is Leu or D-Leu; R.sub.24 is His or Gin; R.sub.25 is Glu, Asp, D-Glu or D-Asp; [R.sub.27 is Met, Ala, Nle, Ile, Leu, Nva or Val;] R.sub.28 is Asn or D-Asn; R.sub.29 is Arg or D-Arg; R.sub.30 is Gln or desR.sub.30 ; R.sub.31 is Gln or desR.sub.31 ; and R.sub.32 is Gly or desR.sub.32.

9. The peptide of claim 8 wherein R.sub.2 is D-NMA.

10. The peptide of claim 9 wherein R.sub.1 is an L-isomer.

11. The peptide of claim 10 wherein the carboxyl moiety at the C-terminus of said sequence is -13 CONHR and R is hydrogen or ethyl.

12. The peptide of claim 9 wherein R.sub.28 is Asn.

13. The peptide of claim 12 wherein R.sub.30 is desR.sub.30, R.sub.31 is desR.sub.31 and R.sub.32 is desR.sub.32.

14. The peptide of claim 8 wherein R.sub.2 is D-Ala.

15. The peptide of claim 14 wherein R.sub.1 is an L-isomer.

16. The peptide of claim 15 wherein the carboxyl moiety at the C-terminus of said sequence is --CONHR wherein R is hydrogen or ethyl.

17. The peptide of claim 16 wherein R.sub.28 is Asn.

18. The peptide of claim 17 wherein R.sub.30 is desR.sub.30, R.sub.31 is desR.sub.31 and R.sub.32 is desR.sub.32.

19. The peptide of claim 8 which is [D-Ala.sup.2, Nle.sup.27, Asn.sup.28 ]-hGRF(1-29)NHEt.

20. The peptide of claim 8 which is [D-NMA.sup.2, Nle.sup.27, Asn.sup.28 ]-hGRF(1-29)NHEt.

21. The peptide of claim 8 which is [D-NMA.sup.2, Nle.sup.27, Asn.sup.28 ]-hGRF(1-32)-NH.sub.2.

22. The peptide of claim 8 which is [D-NMA.sup.2, Nle.sup.27, Asn.sup.28 ]-hGRF(1-29)NH.sub.2.

23. The peptide of claim 8 which is [Nle.sup.27, D-Asn.sup.28 ]-rGRF(1-29)-NH.sub.2.

24. The peptide of claim 8 wherein R.sub.1 is substituted by N.sup.a Me.

25. The peptide of claim 11 wherein R.sub.1 is N.sup.a MeTyr.
« Back to Dashboard

For more information try a trial or see the database preview and plans and pricing

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

`abc