8.52326

Fmoc-azidolysine

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

• Synonym(e): Fmoc-azidolysine
• Empirische Formel (Hill-System): C₂₁H₂₂N₄O₄
• CAS-Nummer: 159610-89-6
• Molekulargewicht: 394.42
• UNSPSC-Code: 12352209
• NACRES: NA.22

Eigenschaften

• product name: Fmoc-azidolysine, Novabiochem^®
• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥98.0% (HPLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: azide
• Lagertemp.: 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
• InChIKey: PJRFTUILPGJJIO-IBGZPJMESA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Gehalt (HPLC, Fl.%): ≥ 98.0 % (a/a)
Löslichkeit (1 mmol in 2 ml DMF): klar löslich

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 1
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable