Characterization of the solution degradation products of histrelin, a gonadotropin releasing hormone (LH/RH) agonist

Alan R. Oyler; Roxanne E. Naldi; John R. Lloyd; David A. Graden; Charles J. Shaw; Mary Lou Cotter

doi:10.1002/jps.2600800316

Characterization of the solution degradation products of histrelin, a gonadotropin releasing hormone (LH/RH) agonist

Alan R. Oyler, Roxanne E. Naldi, John R. Lloyd, David A. Graden, Charles J. Shaw, Mary Lou Cotter

Chemistry & Biochemistry

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

The degradation products of histrelin (1, <Glu‐His‐Trp‐Ser‐Tyr‐(D‐N^im‐bzl‐His)‐Leu‐Arg‐Pro‐NHEt) were determined in aqueous solution at pH 5.4 and 87 °C over an 18‐day period (47% degradation). These degradation products (2–5) resulted from the cleavage of <Glu‐His and Trp‐Ser peptide bonds, His‐Trp diketopiperazine formation, and racemization of serine and histidine residues.

Original language	English (US)
Pages (from-to)	271-275
Number of pages	5
Journal	Journal of Pharmaceutical Sciences
Volume	80
Issue number	3
DOIs	https://doi.org/10.1002/jps.2600800316
State	Published - Mar 1991

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title = "Characterization of the solution degradation products of histrelin, a gonadotropin releasing hormone (LH/RH) agonist",

abstract = "The degradation products of histrelin (1, <Glu‐His‐Trp‐Ser‐Tyr‐(D‐Nim‐bzl‐His)‐Leu‐Arg‐Pro‐NHEt) were determined in aqueous solution at pH 5.4 and 87 °C over an 18‐day period (47% degradation). These degradation products (2–5) resulted from the cleavage of <Glu‐His and Trp‐Ser peptide bonds, His‐Trp diketopiperazine formation, and racemization of serine and histidine residues.",

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year = "1991",

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AU - Oyler, Alan R.

AU - Naldi, Roxanne E.

AU - Lloyd, John R.

AU - Graden, David A.

AU - Shaw, Charles J.

AU - Cotter, Mary Lou

PY - 1991/3

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N2 - The degradation products of histrelin (1, <Glu‐His‐Trp‐Ser‐Tyr‐(D‐Nim‐bzl‐His)‐Leu‐Arg‐Pro‐NHEt) were determined in aqueous solution at pH 5.4 and 87 °C over an 18‐day period (47% degradation). These degradation products (2–5) resulted from the cleavage of <Glu‐His and Trp‐Ser peptide bonds, His‐Trp diketopiperazine formation, and racemization of serine and histidine residues.

AB - The degradation products of histrelin (1, <Glu‐His‐Trp‐Ser‐Tyr‐(D‐Nim‐bzl‐His)‐Leu‐Arg‐Pro‐NHEt) were determined in aqueous solution at pH 5.4 and 87 °C over an 18‐day period (47% degradation). These degradation products (2–5) resulted from the cleavage of <Glu‐His and Trp‐Ser peptide bonds, His‐Trp diketopiperazine formation, and racemization of serine and histidine residues.

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Characterization of the solution degradation products of histrelin, a gonadotropin releasing hormone (LH/RH) agonist

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