8.52351

cis-Fmoc-Pro(4-N3)-OH

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

• Synonym(e): Fmoc-(2S, 4S)-4-azidoproline
• Empirische Formel (Hill-System): C₂₀H₁₈N₄O₄
• CAS-Nummer: 263847-08-1
• Molekulargewicht: 378.38
• UNSPSC-Code: 12352209
• NACRES: NA.22

Eigenschaften

• product name: cis-Fmoc-Pro(4-N3)-OH, 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/C20H18N4O4/c21-23-22-12-9-18(19(25)26)24(10-12)20(27)28-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17-18H,9-11H2,(H,25,26)/t12-,18-/m0/s1
• InChIKey: HOPXMBBEYJTPNX-SGTLLEGYSA-N

Beschreibung

Allgemeine Beschreibung

A useful tool for the synthesis of branched, side-chain modified, 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 ^[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.

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 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable