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Sigma-Aldrich

Dde-Lys(Fmoc)-OH

Novabiochem®

Synonym(s):

Dde-Lys(Fmoc)-OH, N-α-1-(4,4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-ε-Fmoc-L-lysine

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About This Item

Empirical Formula (Hill Notation):
C31H36N2O6
CAS Number:
156648-40-7
Molecular Weight:
532.63
UNSPSC Code:
12352209
NACRES:
NA.22

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

Related Categories

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

Selecting Orthogonal Building Blocks

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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