8.54000

Dde-Lys(Fmoc)-OH

Novabiochem^®

• Synonym(e): N-α-1-(4,4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-ε-Fmoc-L-lysine
• Empirische Formel (Hill-System): C₃₁H₃₆N₂O₆
• CAS-Nummer: 156648-40-7
• Molekulargewicht: 532.63
• UNSPSC-Code: 12352209
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥90.0% (acidimetric); ≥96.0% (HPLC); ≥97% (TLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• mp (Schmelzpunkt): >70 °C (decomposition)
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: amine
• Lagertemp.: 15-25°C

Beschreibung

Allgemeine Beschreibung

Quasi-orthogonally-protected Lys derivative. The Fmoc group can be removed selectively by treatment with piperidine; the Dde group is cleaved with 2% hydrazine in DMF ^[1]. When removing Dde in the presence of allyl-based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group ^[2]. Also available Fmoc-Lys(Dde)-OH 852057. This derivative has been employed in Fmoc SPPS to facilitate the introduction of biotin to the side-chain of lysine ^[3].

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

Literature references

^[1] B. W. Bycroft, et al. (1993) J. Chem. Soc., Chem. Commun., 778.
^[2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
^[3] J. Mack, et al. (1999) Lett. Pept. Sci., 6, 135.

Verlinkung

Replaces: 04-12-5201

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Enantiomerenreinheit: ≥ 99.5 % (a/a)
Reinheit (DC(157B)): ≥ 97 %
Reinheit (DC(CMA2)): ≥ 97 %
Gehalt (HPLC, Fl.%): ≥ 96.0 % (a/a)
Löslichkeit (1 mmol in 2 ml DMF): klar löslich
Gehalt (acidimetrisch): ≥ 90.0 %
Wasser (K. F.): ≤ 1.00 %
DC-Bedingungen gemäß den Angaben unseres Hauptkataloges

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable