8.52326

Fmoc-azidolysine

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

• Sinônimo(s): Fmoc-azidolysine
• Fórmula empírica (Notação de Hill): C₂₁H₂₂N₄O₄
• Número CAS: 159610-89-6
• Peso molecular: 394.42
• Código UNSPSC: 12352209
• NACRES: NA.22

Propriedades

• product name: Fmoc-azidolysine, Novabiochem^®
• Nível de qualidade: 200
• linha de produto: Novabiochem^®
• Ensaio: ≥98.0% (HPLC)
• forma: powder
• adequação da reação: reaction type: Fmoc solid-phase peptide synthesis
• fabricante/nome comercial: Novabiochem^®
• aplicação(ões): peptide synthesis
• grupo funcional: azide
• temperatura de armazenamento: 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
• chave InChI: PJRFTUILPGJJIO-IBGZPJMESA-N

Descrição

Descrição geral

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.

Aplicação

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.

Nota de análise

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

Informações legais

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

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable