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Fmoc-Ile-OH
  • Fmoc-Ile-OHFmoc-Ile-OH

Fmoc-Ile-OH

Model: 71989-23-6
Fmoc-Ile-OH (CAS 71989‑23‑6), systematically named N‑α‑(9‑fluorenylmethoxycarbonyl)‑L‑isoleucine, is a standard building block for Fmoc solid‑phase peptide synthesis (SPPS). The molecule comprises an isoleucine (Ile) amino acid residue with the N‑terminal α‑amino group protected by the base‑labile 9‑fluorenylmethoxycarbonyl (Fmoc) group. Isoleucine is an essential, hydrophobic, branched‑chain aliphatic amino acid featuring a chiral center at the β‑carbon in addition to the α‑carbon, giving rise to two diastereomeric configurations (L‑ and D‑allo‑isoleucine) that must be rigorously controlled during synthesis. The Fmoc protecting group is rapidly removed under mild basic conditions (typically 20% piperidine in DMF), enabling stepwise peptide chain elongation without exposing acid‑sensitive side chains or linkages. Fmoc-Ile-OH is supplied as a high‑purity, white to off‑white crystalline powder, and serves as the indispensable building block for incorporating L‑isoleucine into synthetic peptides.

Fmoc-Ile-OH (CAS 71989‑23‑6) is the industry‑standard N‑α‑Fmoc‑protected L‑isoleucine derivative for solid‑phase peptide synthesis (SPPS). Fmoc-Ile-OH is a standard building block widely used in both research‑scale and process‑scale peptide production, enabling the incorporation of L‑isoleucine residues into synthetic peptides. Fmoc-Ile-OH is especially critical in the total synthesis of complex natural products such as teixobactin, a promising new antibiotic, where its high purity and low levels of dipeptide and free amino acid impurities are essential for synthetic success. Moreover, Fmoc-Ile-OH is supplied by Cosperpharm with very low levels of dipeptide, free‑amino acids, and acetic acid impurities — ensuring high crude peptide purity and batch‑to‑batch consistency for both R&D and manufacturing applications. With a molecular weight of 353.42 g/mol and a melting point of 143–145 °C, Fmoc-Ile-OH is a stable, easy‑to‑handle solid at room temperature.


Product Parameters

Parameter

Specification

Product Name

Fmoc-Ile-OH

CAS Number

71989-23-6

Molecular Formula

C₂₁H₂₃NO₄

Molecular Weight

353.41 g/mol

Purity

≥98.0 % (HPLC); Novabiochem® grade ≥99.0 % (HPLC)

Physical Form

Crystalline powder

Appearance

White to off-white powder

Melting Point

145-147℃

Density

1.2107 g/cm³ (predicted)

Boiling Point

486.83 °C (predicted)

pKa

3.92 ± 0.22 (predicted)

Solubility

Soluble in DMF (10 % clear, colourless solution)

Stability

Stable under recommended storage conditions

Storage Condition

2–8 °C, sealed, dry


Product Advantages

1. Standard Building Block for Fmoc SPPS

Fmoc-Ile-OH is the industry‑standard N‑α‑Fmoc‑protected L‑isoleucine derivative for Fmoc solid‑phase peptide synthesis. The Fmoc group is rapidly removed under mild basic conditions (20 % piperidine in DMF), enabling efficient stepwise peptide chain elongation without exposing acid‑sensitive side chains or linkages.


2. Critical for Total Synthesis of Teixobactin

Fmoc-Ile-OH plays a crucial role in the total synthesis of teixobactin, a promising new antibiotic. The high purity of Fmoc-Ile-OH — with very low levels of dipeptide, free‑amino acids and acetic acid impurities — is essential for the successful assembly of this complex natural product.


3. Ultra‑High Purity with Rigorous Quality Control

Cosperpharm supplies Fmoc-Ile-OH with ≥ 99.0 % HPLC purity, ≥ 99.7 % enantiomeric purity (a/a), dipeptide impurities ≤ 0.1 % (Fmoc‑Ile‑Ile‑OH), and Fmoc‑Leu‑OH ≤ 0.1 % — ensuring high crude peptide purity, minimal deletion sequences, and batch‑to‑batch consistency.


4. Excellent Physical and Solubility Properties

Fmoc-Ile-OH is a white to off‑white crystalline powder at room temperature, easy to handle and weigh. It is fully soluble in DMF, providing clear, colourless solutions at 10 % concentration for reliable automated SPPS.


5. Comprehensive Technical Support

Cosperpharm‘s peptide chemistry team provides expert guidance on coupling conditions for hindered isoleucine residues, analytical methods for detecting epimerization and deletion sequences, and deprotection strategies — ensuring your SPPS success.


FAQ

Q1: What is the primary use of Fmoc-Ile-OH?

A: Fmoc-Ile-OH is a standard building block for Fmoc solid‑phase peptide synthesis (SPPS), used to incorporate L‑isoleucine residues into synthetic peptides. It is especially critical in the total synthesis of complex natural products such as the antibiotic teixobactin.


Q2: Why is high purity Fmoc-Ile-OH important for peptide synthesis?

A: Impurities in Fmoc-Ile-OH — such as dipeptide Fmoc‑Ile‑Ile‑OH, Fmoc‑Leu‑OH, free amino acids, and acetic acid — can cause chain termination, deletion sequences, and failed couplings during SPPS, directly compromising final peptide purity and yield.


Storage Conditions

Store Fmoc-Ile-OH in a tightly sealed container at 2–8 °C in a clean, dry, well‑ventilated area. Keep the container protected from light and moisture. The compound is stable under recommended storage conditions. Do not store near strong oxidizing agents, strong bases, or sources of ignition. For long‑term storage (>12 months), storage at –20 °C under inert atmosphere may be recommended depending on the supplier‘s specifications.

Shelf life: Typically 2–3 years when stored at 2–8 °C in a sealed container. Accelerated stability data and long‑term stability summaries are available upon request to support regulatory filings.

Handling precautions: Use in a fume hood where appropriate. Wear chemical‑resistant gloves, safety goggles, and a lab coat. Avoid generating dust. Do not eat, drink or smoke in work areas. After handling, wash hands thoroughly. Refer to the Safety Data Sheet (SDS) for complete safety information.


Contact Us

Ready to secure Fmoc-Ile-OH for your teixobactin total synthesis or commercial peptide manufacturing campaign? Cosperpharm is just an email away. Whether you need R&D samples for method development or bulk quantities for commercial production, our team will provide a competitive quote, confirm availability, and schedule a shipment that meets your timeline. Get in touch today to discuss your requirements — we look forward to supporting your peptide synthesis success.


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