8.52010

Fmoc-Ile-OH

Novabiochem^®

• Synonym(s): Fmoc-Ile-OH, N-α-Fmoc-L-isoleucine
• Empirical Formula (Hill Notation): C₂₁H₂₃NO₄
• CAS Number: 71989-23-6
• Molecular Weight: 353.41
• UNSPSC Code: 12352209
• EC Index Number: 276-255-9
• NACRES: NA.22
• MDL number: MFCD00037125

Properties

• Quality Level: 400
• product line: Novabiochem^®
• assay: ≥98% (TLC), ≥98.0% (acidimetric), ≥99.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 143-145 °C
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-30°C
• SMILES string: N([C@@H]([C@@H](CC)C)C(=O)[O-])C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C21H23NO4/c1-3-13(2)19(20(23)24)22-21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,3,12H2,1-2H3,(H,22,25)(H,23,24)/p-1/t13-,19+/m1/s1
• InChI key: QXVFEIPAZSXRGM-YJYMSZOUSA-M

Description

General description

High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities.
Standard building block for introduction of isoleucine amino-acid residues by Fmoc SPPS

Associated Protocols and Technical Articles
Fmoc-amino acids for Peptide Production
Cleavage and Deprotection Protocols for Fmoc SPPS

Application

• Total synthesis of teixobactin: This article describes the challenges and strategies in synthesizing teixobactin, a promising new antibiotic, highlighting the role of Fmoc-Ile-OH in the synthesis process (Jin et al., 2016).


• Synthesis and structure–activity relationship studies of teixobactin analogues: Discusses the synthesis of teixobactin analogues using Fmoc-Ile-OH, providing insights into developing more effective antibiotics (Wu et al., 2017).

Analysis Note

Color (visual): white to off white
Appearance of substance (visual): powder
Color index (0,5 M in DMF): ≤ 150 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.7 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Ile-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Ile-Ile-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Leu-OH (GC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 98.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.02 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Other Notes

Replaces: 04-12-1024

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3