Core Value Proposition
Fmoc-Ala-Thr(ψMe,Mepro)-OH (CAS: 1169822-61-3) is a specialized pseudoproline dipeptide building block engineered specifically to overcome critical synthesis bottlenecks in the Solid-Phase Peptide Synthesis (SPPS) of Liraglutide and other GLP-1 receptor agonists.
By incorporating a reversible oxazolidine ring structure at the Ala-Thr junction, this derivative temporarily disrupts secondary structure formation during chain elongation. It effectively eliminates aggregation, increases crude peptide purity, and significantly enhances overall manufacturing yield for industrial peptide production.
Specifications
| Parameter | Technical Specification | Testing Method / Standard |
| Chemical Name | (4S,5R)-3-(N-Fmoc-L-alanyl)-2,2,5-trimethyloxazolidine-4-carboxylic acid | IUPAC Standard |
| CAS Number | 1169822-61-3 | Verified |
| Molecular Formula & MW | C25H28N2O6 (MW: 452.50 g/mol) | Calculated |
| Appearance | White to off-white solid powder | Visual Inspection |
| Purity (HPLC) | ≥ 98.0% (Research Grade) / ≥ 99.0% (Pharma Grade) | RP-HPLC at 220 nm |
| Chiral Purity (Enantiomeric) | ≥ 99.5% (D-enantiomer ≤ 0.5%) | Chiral HPLC Analysis |
| Specific Optical Rotation [α]D20 | +12.0° to +16.0° (c = 1 in DMF) | Polarimetry |
| Mass Spectrometry (MS) | Conforms to structural standard ([M+H]+ = 453.2) | ESI-MS / HRMS |
| Water Content / LOD | ≤ 0.5% | Karl Fischer / Loss on Drying |
Mechanism of Action & Technical Advantages
Prevention of Peptide Aggregation & β-Sheet Formation
During the SPPS assembly of long GLP-1 sequences like Liraglutide (31 amino acids), inter-chain hydrogen bonding frequently triggers hydrophobic β-sheet aggregation. This leads to "difficult sequence" zones, causing incomplete deprotection, resin shrinkage, and truncated impurities. The oxazolidine ring in Fmoc-Ala-Thr(ψMe,Mepro)-OH forces a cis amide bond conformation, inducing a sharp turn in the peptide backbone that completely collapses extended β-sheets and solubilizes the growing peptide chain.
Protecting Group Stability & Reversible Cleavage
The pseudoproline ring remains completely intact and stable under standard Fmoc-deprotection conditions (e.g., 20% Piperidine in DMF).
Cleavage Kinetics: Upon completion of sequence assembly, the oxazolidine system opens cleanly and quantitatively under standard TFA cleavage cocktails (e.g., TFA/TIS/H2O), regenerating native L-Threonine and L-Alanine without side reactions or residual modifiers.
Enhanced Chiral Integrity & High Yields
Direct coupling of sterically hindered Threonine often suffers from low reaction rates and racemization. Utilizing this pre-formed dipeptide building block ensures strict enantiomeric control (D-isomer < 0.5%), drastically reducing deletion peptides and increasing crude Liraglutide purity by 15%–30% before preparative HPLC purification.
Company Profile
Joy Biotech is a professional supplier of pharmaceutical raw materials, APIs such as Liraglutide, Intermediates, peptide building blocks such as Fmoc-Ala-Thr(Psi(Me,Me)pro)-OH (CAS No 252554-79-3), Dietary supplements, Nutrition supplements, Cosmetic ingredients etc. We also do custom synthesis business, CMO and CDMO.
Our professional R&D team members can develop the compounds according to your requirements. Or manufacture the chemicals according to your technology package.
Factory
R&D Lab
The R&D team of Joy Biotech consists of post-doctors, doctors, masters, bachelors who are professional in the field of Synthesis Biology, pharmaceuticals,chemistry etc.
How to place your order
1.Send your order demand to us.
2.We will send you a PROFORMA INVOICE (PI) for your final confirmation.
3.Arrange the payment after you confirmed the proforma invoice.
4.We will arrange production after received your payment, or arrange the shipment if the product is in stock.
5.For custom synthesis products order, when the chemicals are ready, the shipment will be arranged after we receiving the balance payment.At the same time, we will provide the tracking information to you
6.You will receive your goods. If any problems, please contact us promptly.
Our Certificates
Our certificates are complete and trustworthy
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