Ganirelix

Ganirelix
Cat. No.
BT16124
Source
Synonyms
Appearance
Sterile Filtered colorless liquid formulation.
Purity
Greater than 98.0% as determined by:
(a) Analysis by RP-HPLC.
(b) Analysis by SDS-PAGE.
Usage
THE BioTek's products are furnished for LABORATORY RESEARCH USE ONLY. The product may not be used as drugs, agricultural or pesticidal products, food additives or household chemicals.
Shipped with Ice Packs
In Stock

Description

Ganirelix acetate is a synthetic decapeptide with high antagonistic activity against naturally occurring gonadotropin-releasing hormone (GnRH). Ganirelix acetate is derived from native GnRH with substitutions of amino acids at positions 1, 2, 3, 6, 8, and 10 to form the following molecular formula of the peptide: N-acetyl-3-(2-napthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridyl)-D-alanyl-L-seryl-L-tyrosyl-N 9 ,N 10 -diethyl- D-homoarginyl-L-leucyl-N 9 ,N 10 -diethyl-L-homoarginyl-L-prolyl-D-alanylamide acetate. The molecular weight for Ganirelix acetate is 1570.4 Dalton as an anhydrous free base.

Product Specs

Description
Ganirelix acetate, a synthetic decapeptide, exhibits potent antagonistic effects against endogenous gonadotropin-releasing hormone (GnRH). This compound is derived from native GnRH through amino acid substitutions at positions 1, 2, 3, 6, 8, and 10, resulting in the peptide sequence: N-acetyl-3-(2-napthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridyl)-D-alanyl-L-seryl-L-tyrosyl-N9,N10-diethyl-D-homoarginyl-L-leucyl-N9,N10-diethyl-L-homoarginyl-L-prolyl-D-alanylamide acetate. Ganirelix acetate has a molecular weight of 1570.4 Daltons in its anhydrous free base form.
Physical Appearance
A clear, colorless liquid solution that has been sterilized by filtration.
Formulation
This Ganirelix formulation contains 0.5 mg/ml of Ganirelix hormone, 0.1 mg of acetic acid, and 23.5 mg of mannitol, maintaining a pH of 5.
Purity
The purity of this product exceeds 98.0%, as determined by Reverse-Phase High-Performance Liquid Chromatography (RP-HPLC) and Sodium Dodecyl Sulfate-Polyacrylamide Gel Electrophoresis (SDS-PAGE) analyses.
Stability
To maintain stability, Ganirelix should be stored consistently between 2°C and 8°C. Freezing is strictly prohibited.

Product Science Overview

Chemical Structure and Properties

Ganirelix has the chemical formula C80H113ClN18O13 and a molecular weight of 1570.35 g/mol . The structure of Ganirelix includes several amino acid substitutions that enhance its antagonistic activity against the naturally occurring GnRH .

Mechanism of Action

Ganirelix works by blocking the action of GnRH on the pituitary gland, which rapidly suppresses the production and action of LH and follicle-stimulating hormone (FSH) . This suppression is crucial in preventing premature ovulation, which can result in the harvesting of immature eggs during assisted reproductive techniques such as in vitro fertilization (IVF) .

Clinical Uses

Ganirelix is used in fertility treatments to prevent premature ovulation in women undergoing controlled ovarian hyperstimulation . It is administered via subcutaneous injection and is typically used in combination with recombinant FSH or corifollitropin alfa .

Preparation Methods

The preparation of Ganirelix involves a series of steps using solid-phase peptide synthesis (SPPS). The process includes:

  1. Coupling Amino Acids: Sequentially coupling amino acids with side chain protection according to the Ganirelix peptide sequence using an Fmoc solid-phase synthesis process .
  2. Acetylation Reaction: Removing the Fmoc protecting group and carrying out an acetylation reaction at the N-terminal .
  3. Side Chain Modification: Removing the Dde protecting group and adding N,N’-diethylcarbodiimide and ytterbium trifluoromethanesulfonate to carry out side chain modification .
  4. Purification and Freeze-Drying: Cracking, purifying, and freeze-drying the product to obtain Ganirelix acetate .
Chemical Reactions

Ganirelix undergoes various chemical reactions during its synthesis and application. The key reactions include:

  • Peptide Bond Formation: The formation of peptide bonds between amino acids during the SPPS process .
  • Acetylation: The acetylation of the N-terminal to protect the peptide chain .
  • Side Chain Modification: The modification of side chains to enhance the stability and activity of the peptide .
Pharmacokinetics

Ganirelix has a bioavailability of approximately 91.1% and a protein binding rate of 81.9% . It has an elimination half-life of 16.2 hours and is primarily excreted through feces (75%) and urine (22%) .

Quick Inquiry

Personal Email Detected
Please use an institutional or corporate email address for inquiries. Personal email accounts ( such as Gmail, Yahoo, and Outlook) are not accepted. *
© Copyright 2024 Thebiotek. All Rights Reserved.