8.52326

Fmoc-azidolysine

≥98.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonyme(s) : Fmoc-azidolysine
• Formule empirique (notation de Hill): C₂₁H₂₂N₄O₄
• Numéro CAS: 159610-89-6
• Poids moléculaire : 394.42
• Code UNSPSC : 12352209
• Nomenclature NACRES : NA.22

Propriétés

• product name: Fmoc-azidolysine, Novabiochem^®
• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Pureté: ≥98.0% (HPLC)
• Forme: powder
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Fabricant/nom de marque: Novabiochem^®
• Application(s): peptide synthesis
• Groupe fonctionnel: azide
• Température de stockage: 15-25°C
• InChI: 1S/C21H22N4O4/c22-25-23-12-6-5-11-19(20(26)27)24-21(28)29-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18-19H,5-6,11-13H2,(H,24,28)(H,26,27)/t19-/m0/s1
• Clé InChI: PJRFTUILPGJJIO-IBGZPJMESA-N

Description

Description générale

A useful tool for the synthesis of branched, side-chain modified and cyclic peptides and peptide tools for click chemistry by Fmoc SPPS. 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 or phosphines. ^,

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
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.

Application

Recent applications of Fmoc-azidolysine include:

• In the synthesis of a cationic cell-penetrating peptide (CPP) by click-chemistry.
• In the preparation of a peptide-resorcinarene conjugate by click chemistry.

Remarque sur l'analyse

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

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable