Basic introduction:
17-Amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic Acid (AEEA-AEEA) is a Semaglutide intermediate used in the preparation of glutamate-containing acylation reagents, as well as in the selective acylation of amino groups in peptides or proteins.
AEEA-AEEA is a non-cleavable linker and can be used to link antibodies and cytotoxic drugs to improve drug stability and targeting.
AEEA-AEEA is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs.
Chemical Properties:
At room temperature, AEEA-AEEA is typically a white to off-white crystalline powder with a melting point of 133 to 135 °C. Its predicted boiling point is approximately 548.7 °C, and its predicted density is approximately 1.202 g/cm³.
This compound has some solubility in dimethyl sulfoxide (DMSO) and methanol, but the solubility is low and usually requires heating or ultrasonic treatment.
Applications:
As an intermediate in the synthesis of semaglutide, 17-amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic acid likely plays a crucial role in the production of this medication.
Semaglutide is a glucagon-like peptide-1 (GLP-1) receptor agonist used in the treatment of type 2 diabetes.
17-Amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic Acid is used for preparation of glutamic acid-containing acylating reagents for selective acylation of amino group(s) in peptides or proteins.
1.Using this intermediate in the synthesis of semaglutide can allow for greater control over the purity and quality of the final product. Intermediate compounds are often purified at each step of the synthesis, helping to remove impurities.
2.And developing an efficient synthesis route with this intermediate could contribute to the cost-effectiveness of producing semaglutide.
Research In Vitro:
ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.
PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein.
PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins.
Synthesis:
17-Amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic Acid is synthesized by Hydrolysis Reaction of 12,12-Dimethyl-10-oxo-3,6,11-trioxa-9-azatridecanoic acid with Hydrolysis Reaction in Dichloromethane for 2h.
Product manager: Joy Wu Contact/Email address: Joy@coreychem.com
