Understanding the intricate chemistry behind Fmoc-Hyp(tBu)-OH is crucial for optimizing its use in advanced peptide synthesis. This Fmoc-protected amino acid derivative, identified by CAS 122996-47-8, offers specific advantages due to its unique structural features.

At its core, Fmoc-Hyp(tBu)-OH is a derivative of L-hydroxyproline. The 'Fmoc' designation refers to the 9-fluorenylmethoxycarbonyl group, which is attached to the alpha-amino group. This protecting group is highly favored in solid-phase peptide synthesis (SPPS) because it is stable under acidic conditions but can be readily removed using mild basic conditions, such as piperidine. This selective deprotection allows for the stepwise elongation of the peptide chain without compromising the integrity of the growing peptide. The 'Hyp(tBu)' part of the name signifies that the hydroxyl group at the 4-position of the pyrrolidine ring in hydroxyproline is protected by a tert-butyl ether. This protection is essential; without it, the free hydroxyl group could interfere with coupling reactions or lead to unwanted side products during synthesis. The tert-butyl group is acid-labile, meaning it can be removed during the final cleavage of the peptide from the solid support, typically using a strong acid like trifluoroacetic acid (TFA). This orthogonal protection strategy is a key reason why researchers choose to buy Fmoc-Hyp(tBu)-OH for their complex peptide assembly needs. Reputable manufacturers, including those in China, ensure the quality and price reflect these critical chemical attributes.

The stereochemistry of the hydroxyproline residue is also important. In the case of Fmoc-Hyp(tBu)-OH, it typically refers to the trans configuration (2S,4R), which is the natural stereoisomer found in collagen. However, variations like cis isomers also exist and are available from specialized suppliers. The precise molecular formula is C24H27NO5, and its molecular weight is approximately 409.47 g/mol. The purity of Fmoc-Hyp(tBu)-OH is a key parameter that impacts the success of peptide synthesis. Companies like NINGBO INNO PHARMCHEM CO.,LTD. often provide detailed specifications and certificates of analysis to confirm product quality, ensuring researchers receive a reagent fit for purpose.

The functional role of Fmoc-Hyp(tBu)-OH in peptide synthesis is to introduce a conformationally constrained proline analog with a protected hydroxyl group. This modification can lead to peptides with altered biological activity, improved stability, and unique structural motifs. Its application is widespread in the development of peptide-based therapeutics, peptidomimetics, and in various research areas of biochemistry and medicinal chemistry. The accessibility of this reagent through reliable suppliers is vital for advancing scientific discovery.