8.54000

Dde-Lys(Fmoc)-OH

Novabiochem^®

• Synonyma: Dde-Lys(Fmoc)-OH, N-α-1-(4,4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-ε-Fmoc-L-lysine
• Empirický vzorec (Hillův zápis): C₃₁H₃₆N₂O₆
• Číslo CAS: 156648-40-7
• Molekulová hmotnost: 532.63
• UNSPSC Code: 12352209
• NACRES: NA.22

Vlastnosti

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥90.0% (acidimetric); ≥96.0% (HPLC); ≥97% (TLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: >70 °C (decomposition)
• application(s): peptide synthesis
• functional group: amine
• storage temp.: 15-25°C

Popis

General description

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.

Linkage

Replaces: 04-12-5201

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157B)): ≥ 97 %
Purity (TLC(CMA2)): ≥ 97 %
Assay (HPLC, area%): ≥ 96.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.00 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Legal Information

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

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable