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Fmoc-D-Ser(tBu)-OH
  • Fmoc-D-Ser(tBu)-OHFmoc-D-Ser(tBu)-OH

Fmoc-D-Ser(tBu)-OH

Model:28107-47-11
Fmoc-D-Ser(tBu)-OH (N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-D-serine) is an N-Fmoc protected, O-tert-butyl protected derivative of the non‑natural amino acid D‑serine. The structure comprises a 9‑fluorenylmethyloxycarbonyl (Fmoc) group attached to the α‑amino group, and an acid‑labile tert‑butyl ether (tBu) group protecting the side‑chain hydroxyl. This orthogonal protection scheme—base‑labile Fmoc on the amine, acid‑labile tBu on the side‑chain—is fundamental to its role in Fmoc solid‑phase peptide synthesis (SPPS).

Fmoc-D-Ser(tBu)-OH is the preferred building block for stereochemically defined incorporation of D‑serine residues via Fmoc solid‑phase peptide synthesis (SPPS). The orthogonal Fmoc/tBu protection scheme enables stepwise peptide assembly under mild, compatible deprotection conditions—the base‑labile Fmoc group is selectively removed with piperidine, while the acid‑labile tert‑butyl ether remains intact until final cleavage with trifluoroacetic acid. As a D‑enantiomer derivative, Fmoc-D-Ser(tBu)-OH is strategically employed in the synthesis of D‑peptides that resist proteolytic degradation compared to their all‑L counterparts. The tert‑butyl side‑chain protection in Fmoc-D-Ser(tBu)-OH prevents unwanted side reactions during chain assembly. For pharmaceutical manufacturers, Fmoc-D-Ser(tBu)-OH is utilized in the development of metabolically stable peptide therapeutics. In quality control contexts, Fmoc-D-Ser(tBu)-OH serves as an analytical reference standard for HPLC method development and validation.



Product Parameters



Parameter

Specification

Product Name

Fmoc-D-Ser(tBu)-OH

CAS Number

128107-47-1

Molecular Formula

C₂₂H₂₅NO₅

Molecular Weight

383.44 g/mol

Appearance

White to offwhite powder

Melting Point

131°C

Boiling Point

578.6±50.0 °C at 760 mmHg (predicted)

Density

1.216±0.06 g/cm³ (predicted)

pKa

3.44±0.10

Water Solubility

Insoluble in water

Solubility

DMSO (≥90 mg/mL), DMF, methanol



Why Cosperpharm?



Cosperpharm supplies Fmoc-D-Ser(tBu)-OH with the purity, analytical rigor, and supply chain transparency that peptide chemists and pharmaceutical manufacturers rely on.


Purity that builds confidence in your synthesis. Every batch undergoes HPLC purity verification (≥98.0% industrial grade; ≥99.0% reference grade), optical rotation confirmation, water content determination (Karl Fischer ≤1.0%), and residual solvent analysis before release—because impurities in this building block will propagate through your entire peptide sequence.


Documentation that supports your regulatory submission. Every shipment includes a Certificate of Analysis (COA) with batch‑specific HPLC purity, optical rotation data, chromatographic traceability, and residual solvent results. For customers preparing ANDA or DMF filings for peptide APIs, Cosperpharm provides DMF‑ready documentation packages, method validation reports, and custom quality agreements upon request.


Flexible supply across your development workflow. Cosperpharm delivers Fmoc-D-Ser(tBu)-OH at every scale—from 1g–25g R&D quantities for exploratory peptide library synthesis, through 50g–500g batches for process development and preclinical studies, to kilogram‑scale lots for commercial peptide manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.


Technical support grounded in peptide chemistry. Our process chemistry team understands the challenges of incorporating D‑serine into SPPS sequences—including coupling optimization for hindered residues, strategies to minimize racemization, and compatibility with various resin systems. We provide practical guidance backed by hands‑on experience.


Global reach, straightforward pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and academic research centers worldwide. Volume discounts apply at kilogram scales, lead times are communicated upfront, and full customs documentation is included with every international order.


Product Advantages



1. Enables Proteolytically Stable D‑Peptides

The D‑configuration of serine in Fmoc-D-Ser(tBu)-OH renders peptide bonds involving this residue resistant to proteolytic cleavage by enzymes that specifically recognize L‑amino acids. This stereochemical inversion is a proven strategy for extending plasma half‑life in peptide drug development while preserving target binding affinity.


2. Orthogonal Fmoc/tBu Protection Scheme

Fmoc-D-Ser(tBu)-OH features orthogonal protection: the base‑labile Fmoc group protects the α‑amine for stepwise SPPS assembly, while the acid‑labile tert‑butyl ether protects the side‑chain hydroxyl. The tBu group is removed only during final TFA cleavage, preventing side reactions during chain assembly.


3.  Standard Building Block for SPPS

Fmoc-D-Ser(tBu)-OH is the preferred building block for introducing D‑serine residues into peptides via Fmoc SPPS. It is fully compatible with all standard automated peptide synthesizers, coupling reagents (HBTU/HATU/DIC), and resin systems (Rink Amide, Wang, CTC), enabling seamless integration into established synthesis workflows.


4. High Enantiomeric Purity

Cosperpharm supplies Fmoc-D-Ser(tBu)-OH with enantiomeric purity ≥99.5% and HPLC purity ≥99.0% (reference grade). High stereochemical purity is essential—L‑serine contamination in D‑serine building blocks can significantly impact the biological activity and proteolytic stability of the final peptide product.


Storage Conditions



Store Fmoc-D-Ser(tBu)-OH in a tightly sealed container, protected from light and moisture. For short‑term storage (up to 12 months), store at 2–8 °C. For long‑term storage exceeding 12 months, store at –20 °C under inert atmosphere (nitrogen or argon). The compound is stable under recommended storage conditions.


Shelf life: 3 years when stored at –20 °C in a sealed container under inert atmosphere; 2 years when stored at 4 °C. Accelerated stability data and long‑term stability summaries are available upon request.


Handling precautions: Avoid generating dust. Use in a fume hood. Wear chemical‑resistant gloves (tested against EN 374 or equivalent), safety goggles, and a lab coat. After handling, wash hands thoroughly. Contaminated clothing should be removed and washed before reuse. The compound is for research use only and is not intended for diagnostic or therapeutic procedures.


Contact Us



Ready to move your peptide synthesis project forward with a reliable source of Fmoc-D-Ser(tBu)-OH? Cosperpharm handles the quality control, documentation, and logistics—you focus on the science.


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