Boc-L-cyclopropylglycine CAS 155976-13-9

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Boc-L-cyclopropylglycine (CAS: 155976-13-9) is a precision designed non natural amino acid derivative that serves as a key synthetic block for achieving unique conformational regulation and functional enhancement in modern medicinal chemistry. Its molecular structure introduces a rigid cyclopropyl group into the β - carbon position of glycine, while the α - amino group is protected by a Boc group. This design makes it a core tool for endowing peptides and peptide like molecules with novel physicochemical and pharmacological properties.
The core value of this compound lies in its unique structural characteristics. Cyclopropyl, as a high tension small alkyl group, can exert significant conformational constraints on the peptide backbone, stabilizing specific main and side chain orientations. This constraint not only significantly enhances the metabolic stability of peptides towards enzyme degradation, prolongs their in vivo half-life, but also optimizes their interaction mode with biological targets by precisely pre organizing their three-dimensional structure, thereby improving binding affinity and selectivity. Compared to other non natural amino acids, the modification of cyclopropylglycine occurs on the side chain rather than the main chain, providing a unique pathway for pharmacophore optimization without affecting the hydrogen bonding ability of the main chain.
In the field of biomedicine, this intermediate exhibits multidimensional potential. It is a key module for constructing a new generation of therapeutic peptides, such as receptor agonists/antagonists and peptide drugs, particularly suitable for developing candidate molecules that need to overcome challenges such as poor membrane permeability and rapid metabolism. Meanwhile, based on the biological background of glycine itself as a neurotransmitter and metabolic regulator, derivatives containing this structural unit may exhibit potential activities in regulating the secretion of synthetic metabolic hormones, affecting energy metabolism, or reducing tissue damage, providing an important chemical starting point for the research of new bioactive molecules in the fields of sports medicine, metabolic diseases, and related repair therapies.

 

 

 

    

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