Fmoc-O-tert-Butyl-L-serine
- CAS No.71989-33-8
- GradeIndustrial / Pharmaceutical
- Availability● In Stock
High-purity Fmoc-O-tert-Butyl-L-serine for solid-phase peptide synthesis. Ideal as a protected serine building block with excellent chiral integrity.
Request a Quote & Full COAProduct Technical Details
Product Overview
Fmoc-O-tert-Butyl-L-serine is a premium-grade, orthogonally protected amino acid derivative widely employed in solid-phase peptide synthesis (SPPS). This compound features the fluorenylmethyloxycarbonyl (Fmoc) group on the alpha-amino function and a tert-butyl ether protecting group on the side-chain hydroxyl, ensuring high selectivity and stability during multi-step synthetic sequences. With a certified purity exceeding 99.9% and chiral purity of 99.67%, it meets stringent requirements for pharmaceutical and research applications.
Specifications
| Molecular Formula | C22H25NO5 |
|---|---|
| Molecular Weight | 383.44 g/mol |
| Appearance | White to off-white crystalline powder |
| Melting Point | 130.5–135.5 °C (lit.) |
| Specific Rotation ([α]20D) | +26.43° (c = 1 in ethyl acetate) |
| Moisture | 0.15% (≤1.0%) |
| Purity (HPLC) | 99.96% (≥98.0%) |
| Chiral Purity | 99.67% (≥99.0%) |
| Storage Conditions | 2–8 °C, under inert atmosphere |
Industrial Applications
As a critical building block in peptide chemistry, Fmoc-O-tert-Butyl-L-serine is primarily used in the stepwise assembly of complex peptides containing serine residues. Its orthogonal protection scheme allows for selective deprotection—Fmoc removal under mild basic conditions (e.g., piperidine/DMF) while preserving the acid-labile tert-butyl group until final global deprotection. This makes it indispensable in the synthesis of therapeutic peptides, epitope mapping, and structure-activity relationship (SAR) studies.
- Enables high-yielding couplings with minimal racemization
- Compatible with standard Fmoc-SPPS protocols
- Ensures side-chain integrity during chain elongation
- Widely adopted in GMP-compliant peptide manufacturing
Stable under normal handling conditions, this reagent should be stored refrigerated and protected from moisture and light to maintain long-term performance.
Similar Building Blocks
Explore related fine chemical intermediates within the same category.
