Products
Fmoc-N-Me-Ile-OH

Fmoc-N-Me-Ile-OH

Model:138775-22-1
Fmoc-N-Me-Ile-OH (N‑α‑Fmoc‑N‑α‑methyl‑L‑isoleucine) is a non‑natural, N‑methylated amino acid derivative specifically designed for Fmoc‑based solid‑phase peptide synthesis (SPPS). Structurally, the molecule consists of an isoleucine backbone where the α‑amino group bears an N‑methyl substituent, and the secondary amine is protected by the base‑labile 9‑fluorenylmethyloxycarbonyl (Fmoc) group. The C‑terminal carboxylic acid remains free for coupling. The presence of the N‑methyl group introduces conformational constraint into the peptide backbone, as N‑methylated amides adopt distinct cis/trans preferences compared to unsubstituted amides. This constrained architecture enhances the metabolic stability of peptides by rendering the amide bond resistant to proteolytic cleavage, while also improving membrane permeability and oral bioavailability in both in vitro and in vivo pharmacological studies. The Fmoc group, which is cleaved under mild basic conditions (20% piperidine in DMF), is orthogonal to acid‑labile side‑chain protecting groups, ensuring compatibility with standard Fmoc SPPS protocols. Fmoc-N-Me-Ile-OH is a building block for the introduction of N‑α‑methyl‑isoleucine amino acid residues into synthetic peptides using Fmoc SPPS.

Fmoc-N-Me-Ile-OH is a specialized building block for Fmoc solid‑phase peptide synthesis, enabling the incorporation of N‑methylated isoleucine residues into synthetic peptides. Fmoc-N-Me-Ile-OH is particularly valuable for the synthesis of conformationally constrained peptides with enhanced metabolic stability and improved pharmacological properties, as the N‑methyl group increases resistance to proteolytic degradation and enhances membrane permeability. Fmoc-N-Me-Ile-OH features an N‑methyl substitution on the α‑amino group, which is protected by the base‑labile Fmoc group. The C‑terminal carboxylic acid remains free for coupling to the resin or to the preceding amino acid residue. As a building block for the introduction of N‑α‑methyl‑isoleucine residues by Fmoc SPPS, Fmoc-N-Me-Ile-OH is fully compatible with automated and manual peptide synthesizers using standard coupling protocols. With a melting point of 177 – 183 °C and high enantiomeric purity (≥99.5%), Fmoc-N-Me-Ile-OH is the preferred choice for demanding peptide synthesis applications requiring N‑methylated amino acid incorporation.


Product Parameters


Parameter
Specification
Product Name
Fmoc-N-Me-Ile-OH
CAS Number
138775-22-1
Molecular Formula
C₂₂H₂₅NO₄
Molecular Weight
367.44 g/mol
Appearance
White to slight yellow solid
Melting Point
177 – 183 °C
Boiling Point
537.3±29.0℃
Density
1.194 ±0.06 g/cm3
Storage Temperature
2 – 8 °C


Why Cosperpharm?


When your peptide synthesis campaign demands high‑purity N‑methylated amino acids with verified enantiomeric purity and reliable lot‑to‑lot consistency, Cosperpharm delivers Fmoc-N-Me-Ile-OH with the analytical rigor and supply flexibility that pharmaceutical researchers require.


Enantiopurity that ensures correct peptide conformation. Each batch of Fmoc-N-Me-Ile-OH is subjected to comprehensive analytical release testing — including HPLC purity (≥97.0%), enantiomeric purity confirmation (≥99.5% by chiral HPLC), melting point verification (177 – 183°C), TLC purity verification, water content determination, and optical rotation measurement — because the biological activity of N‑methylated peptides depends critically on the stereochemical integrity of each building block.


Documentation for regulatory and R&D applications. Every shipment includes a Certificate of Analysis (COA) with batch‑specific purity data, chromatographic traceability, enantiomeric purity confirmation, and identity verification. DMF‑ready documentation, stability summaries, and custom quality agreements are available upon request to support your GMP peptide manufacturing or regulatory submissions.


Flexible supply across all scales. Cosperpharm supplies Fmoc-N-Me-Ile-OH across the full range of applications — from 1g–50g for R&D and small‑scale peptide synthesis, to 100g–500g for process validation and pilot production, to kilogram quantities for commercial peptide manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.


Technical support for N‑methylated peptide synthesis. Our peptide synthesis specialists can advise on coupling strategies for sterically hindered N‑methylated amino acids, optimized deprotection conditions, and analytical methods for assessing peptide purity. We have extensive experience supporting the synthesis of N‑methylated peptides for therapeutic development.



Synthetic Route


The synthesis of Fmoc-N-Me-Ile-OH typically involves the N‑methylation of L‑isoleucine followed by Fmoc protection of the secondary amine.


Step 1 — N‑Methylation of L‑isoleucine:


L‑isoleucine is subjected to N‑methylation using a suitable methylating agent (e.g., methyl iodide or dimethyl sulfate) under basic conditions to yield N‑methyl‑L‑isoleucine.


Step 2 — Fmoc protection:


The secondary amine of N‑methyl‑L‑isoleucine is protected with 9‑fluorenylmethyl chloroformate (Fmoc‑Cl) under Schotten‑Baumann conditions to yield Fmoc-N-Me-Ile-OH.


Step 3 — Isolation and purification:


The crude product is isolated and purified by recrystallization or column chromatography to achieve the required purity (≥97% HPLC). The final product is obtained as a white to off‑white powder.



Product Quality Assurance


Cosperpharm has established a comprehensive quality assurance system for Fmoc-N-Me-Ile-OH that meets the rigorous expectations of both R&D peptide synthesis and GMP manufacturing:


Thorough analytical characterization. Each batch undergoes multi‑technique analytical release testing: HPLC purity (≥97.0 area%) with full chromatographic traceability, acidimetric assay (≥95.0%), TLC purity verification (≥97%), enantiomeric purity confirmation by chiral HPLC (≥99.5%), melting point determination (177 – 183°C), water content determination by Karl Fischer (≤1.0%), optical rotation measurement (−57.65°), and identity confirmation by IR and NMR where applicable.


Full batch traceability with retention samples. From raw material procurement through N‑methylation, Fmoc protection, purification, drying, and final packaging, every step is fully documented and traceable. Each batch receives a unique lot number with sufficient retention samples maintained in accordance with Cosperpharm quality procedures.


Stability monitoring program. Cosperpharm conducts ongoing stability studies under recommended storage conditions: long‑term storage at –20°C under inert atmosphere. Stability summaries are updated regularly, with full data packages available to support customer regulatory submissions. Shelf life: 3 years at –20°C; 2 years at 4°C.


Documentation ready for regulatory submission. Every shipment includes a Certificate of Analysis (COA) with batch‑specific purity and characterization data, a Material Safety Data Sheet (SDS), and customs documentation for international delivery. For customers preparing regulatory submissions for N‑methylated therapeutic peptides, Cosperpharm provides DMF‑ready documentation packages, method validation reports, stability data, and custom quality agreements upon request.


Customer‑initiated quality audits. Qualified customers are welcome to audit Cosperpharm‘s manufacturing, quality control, and documentation facilities. Please contact our regulatory team to schedule an audit.


Contact Us


When your research requires high‑purity N‑methylated amino acids like Fmoc-N-Me-Ile-OH, Cosperpharm delivers quality, reliability, and technical expertise. Whether you need gram quantities for N‑methyl scanning studies or bulk supply for commercial peptide manufacturing, our team is ready to support your project. Reach out for a quote, sample request, or technical consultation.


Hot Tags: Fmoc-N-Me-Ile-OH, China, Manufacturer, Supplier, Factory
Send Inquiry
Contact Info
For inquiries about our products or pricelist, please leave your email to us and we will be in touch within 24 hours.
X
We use cookies to offer you a better browsing experience, analyze site traffic and personalize content. By using this site, you agree to our use of cookies.Privacy Policy
RejectAccept