Boc-His(Trt)-Aib-OH is an important intermediate for polypeptide synthesis, mainly used to introduce histidine and Aib into polypeptides to enhance the stability or functional properties of the polypeptides. It has broad application value in the fields of drug research and development, biochemical research, as well as metal coordination or catalysis.
*The following content is generated by AI and is for reference only.
Boc-His(Trt)-Aib-OH is a specialized non-standard amino acid derivative widely utilized in the field of peptide synthesis and medicinal chemistry. Its chemical structure comprises three distinct functional components: a tert-butyloxycarbonyl (Boc) group protecting the N-terminus, a 2-aminoisobutyric acid (Aib) residue serving as a chiral alpha-methylated building block, and a histidine side chain protected by a trityl (Trt) group, all terminating with a free carboxylic acid moiety. The molecular formula for this compound is C₂₈H₃₇N₅O₆, and it is identified by the CAS number 159837-60-4.
The primary application of Boc-His(Trt)-Aib-OH lies in the solid-phase peptide synthesis (SPPS) of complex therapeutic peptides and peptidomimetics. The inclusion of Aib introduces conformational rigidity due to its alpha-methyl substitution, which significantly enhances metabolic stability against proteolytic enzymes and often induces stable helical structures within the peptide backbone. This property is crucial for developing drugs with improved pharmacokinetic profiles. Meanwhile, the Histidine residue provides essential coordination sites for metal ions or acts as a catalytic center in enzyme mimics, while the Trt protection ensures selective reactivity during synthesis, preventing unwanted side reactions at the imidazole ring under acidic conditions. The Boc group allows for orthogonal deprotection strategies compatible with various resin systems.
Researchers frequently employ this reagent to construct bioactive sequences targeting specific biological pathways, including antimicrobial agents, hormone analogs, and potential anticancer compounds. Its unique structural features facilitate the design of peptides that resist degradation in physiological environments, thereby extending their half-life in vivo. As a high-purity building block, Boc-His(Trt)-Aib-OH is indispensable for academic laboratories and pharmaceutical companies engaged in drug discovery, enabling the precise assembly of next-generation peptide therapeutics with tailored biological activities and enhanced stability characteristics.
(All Rights Reserved)![6-broMo-2-chloro-8-cyclopentyl-5-Methylpyrido[2,3-d]pyriMidin-7(8H)-one](https://eimg.pharmasources.com/image/20250617/4zoOybJjzUTk0UgguabMkX7VnrDIlxHluERwqkjK.jpg)
![8,16-Diazadispiro[6.1.6.2]heptadecan-17-one](https://eimg.pharmasources.com/image/product/20250403/ca91cba8b87e53fc879f8d8764873a40jpg)
![6,8-Dioxo-5,7-diazaspiro[3.4]octane-2-carboxylic acid](https://eimg.pharmasources.com/image/product/20250403/02effeb5a7639bc84ff1f3add3c0c64fjpg)
![8-Oxa-1,3-diazaspiro[4.5]decane-2,4-dione](https://eimg.pharmasources.com/image/product/20250403/60fa7223d5a34f24138486ceea0ffb15jpg)
