8.52352

(2S,3S)-Fmoc-Abu(3-N3)-OH

Novabiochem^®

• Synonym(s): (2S,3S)-Fmoc-Abu(3-N3)-OH, (2S,3S)-2-(Fmoc-amino)-3-azidobutanoic acid
• Empirical Formula (Hill Notation): C₁₉H₁₈N₄O₄
• CAS Number: 131669-42-6
• Molecular Weight: 366.37
• UNSPSC Code: 12352209

Properties

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥98.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: azide
• storage temp.: 15-25°C

Description

General description

A useful tool for the synthesis of branched, side-chain modified, cyclic peptides and peptide tools for click chemistry. The side-chain azido group is completely stable to piperidine and TFA, but can be readily converted to an amine on the solid phase or in solution by reduction with thiols ^[1] or phosphines ^[2,3].

Associated Protocols and Technical Articles
Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS

Literature references

^[1] M. Meldal, et al. (1997) Tetrahedron Lett., 38, 2531.
^[2] J. T. Lundquist & J. C. Pelletier (2001) Org. Lett.,3, 781.
^[3] N. Nepomniaschiy, et al. (2008) Org.Lett., 10, 5243.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable