Synthesis and biological activity of position 1 analogs of LH RH

K. Nikolics, D. H. Coy, J. A. Vilchez-Martinez, D. J. Coy, Andrew V Schally

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

(Formyl-sarcosine) 1-LH-RH (I), (acetyl-sarcosine) 1-LH-RH (II), (2-pyrrolidone-4-carboxylic acid) 1-LH-RH (III), (N-methyl-2-pyrrolidone-4-carboxylic acid) 1-LH-RH (IV), hydroxyproline 1-LH-RH (V) and (cyclopentane-carboxylic acid) 1-LH-RH (VI) were synthesized by solid phase methods on a benzhydrylamine resin support. Peptides I-IV were assayed for LH- and FSH-releasing activity over a 4-h period after subcutaneous injection into immature male rats in order to detect any prolongation of activity. The peptides were found to have the following integrated LH-releasing activities compared with LH-RH: I, 64%; II, 72%; III, 19%; IV, 58%. None of the peptides were found to be longer acting than LH-RH. Peptides V and VI were far less active, 0.001% and 1.4%, respectively.

Original languageEnglish
Pages (from-to)57-62
Number of pages6
JournalInternational Journal of Peptide and Protein Research
Volume9
Issue number1
StatePublished - Dec 1 1977
Externally publishedYes

Fingerprint

Bioactivity
Gonadotropin-Releasing Hormone
Carboxylic Acids
Sarcosine
Peptides
Cyclopentanes
Hydroxyproline
Subcutaneous Injections
Rats
Resins

ASJC Scopus subject areas

  • Biochemistry

Cite this

Synthesis and biological activity of position 1 analogs of LH RH. / Nikolics, K.; Coy, D. H.; Vilchez-Martinez, J. A.; Coy, D. J.; Schally, Andrew V.

In: International Journal of Peptide and Protein Research, Vol. 9, No. 1, 01.12.1977, p. 57-62.

Research output: Contribution to journalArticle

Nikolics, K, Coy, DH, Vilchez-Martinez, JA, Coy, DJ & Schally, AV 1977, 'Synthesis and biological activity of position 1 analogs of LH RH', International Journal of Peptide and Protein Research, vol. 9, no. 1, pp. 57-62.
Nikolics, K. ; Coy, D. H. ; Vilchez-Martinez, J. A. ; Coy, D. J. ; Schally, Andrew V. / Synthesis and biological activity of position 1 analogs of LH RH. In: International Journal of Peptide and Protein Research. 1977 ; Vol. 9, No. 1. pp. 57-62.
@article{984947cfac284ee8a3faab826289e3e9,
title = "Synthesis and biological activity of position 1 analogs of LH RH",
abstract = "(Formyl-sarcosine) 1-LH-RH (I), (acetyl-sarcosine) 1-LH-RH (II), (2-pyrrolidone-4-carboxylic acid) 1-LH-RH (III), (N-methyl-2-pyrrolidone-4-carboxylic acid) 1-LH-RH (IV), hydroxyproline 1-LH-RH (V) and (cyclopentane-carboxylic acid) 1-LH-RH (VI) were synthesized by solid phase methods on a benzhydrylamine resin support. Peptides I-IV were assayed for LH- and FSH-releasing activity over a 4-h period after subcutaneous injection into immature male rats in order to detect any prolongation of activity. The peptides were found to have the following integrated LH-releasing activities compared with LH-RH: I, 64{\%}; II, 72{\%}; III, 19{\%}; IV, 58{\%}. None of the peptides were found to be longer acting than LH-RH. Peptides V and VI were far less active, 0.001{\%} and 1.4{\%}, respectively.",
author = "K. Nikolics and Coy, {D. H.} and Vilchez-Martinez, {J. A.} and Coy, {D. J.} and Schally, {Andrew V}",
year = "1977",
month = "12",
day = "1",
language = "English",
volume = "9",
pages = "57--62",
journal = "International Journal of Peptide and Protein Research",
issn = "0367-8377",
publisher = "Wiley-Blackwell",
number = "1",

}

TY - JOUR

T1 - Synthesis and biological activity of position 1 analogs of LH RH

AU - Nikolics, K.

AU - Coy, D. H.

AU - Vilchez-Martinez, J. A.

AU - Coy, D. J.

AU - Schally, Andrew V

PY - 1977/12/1

Y1 - 1977/12/1

N2 - (Formyl-sarcosine) 1-LH-RH (I), (acetyl-sarcosine) 1-LH-RH (II), (2-pyrrolidone-4-carboxylic acid) 1-LH-RH (III), (N-methyl-2-pyrrolidone-4-carboxylic acid) 1-LH-RH (IV), hydroxyproline 1-LH-RH (V) and (cyclopentane-carboxylic acid) 1-LH-RH (VI) were synthesized by solid phase methods on a benzhydrylamine resin support. Peptides I-IV were assayed for LH- and FSH-releasing activity over a 4-h period after subcutaneous injection into immature male rats in order to detect any prolongation of activity. The peptides were found to have the following integrated LH-releasing activities compared with LH-RH: I, 64%; II, 72%; III, 19%; IV, 58%. None of the peptides were found to be longer acting than LH-RH. Peptides V and VI were far less active, 0.001% and 1.4%, respectively.

AB - (Formyl-sarcosine) 1-LH-RH (I), (acetyl-sarcosine) 1-LH-RH (II), (2-pyrrolidone-4-carboxylic acid) 1-LH-RH (III), (N-methyl-2-pyrrolidone-4-carboxylic acid) 1-LH-RH (IV), hydroxyproline 1-LH-RH (V) and (cyclopentane-carboxylic acid) 1-LH-RH (VI) were synthesized by solid phase methods on a benzhydrylamine resin support. Peptides I-IV were assayed for LH- and FSH-releasing activity over a 4-h period after subcutaneous injection into immature male rats in order to detect any prolongation of activity. The peptides were found to have the following integrated LH-releasing activities compared with LH-RH: I, 64%; II, 72%; III, 19%; IV, 58%. None of the peptides were found to be longer acting than LH-RH. Peptides V and VI were far less active, 0.001% and 1.4%, respectively.

UR - http://www.scopus.com/inward/record.url?scp=0017739848&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0017739848&partnerID=8YFLogxK

M3 - Article

C2 - 320124

AN - SCOPUS:0017739848

VL - 9

SP - 57

EP - 62

JO - International Journal of Peptide and Protein Research

JF - International Journal of Peptide and Protein Research

SN - 0367-8377

IS - 1

ER -