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8.52082

Fmoc-Lys(ivDde)-OH

≥99.0% (HPLC), for peptide synthesis, Novabiochem®

Synonym(s):

Fmoc-Lys(ivDde)-OH, N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine

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About This Item

Empirical Formula (Hill Notation):
C34H42N2O6
CAS Number:
Molecular Weight:
574.71
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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Product Name

Fmoc-Lys(ivDde)-OH, Novabiochem®

Quality Segment

product line

Novabiochem®

assay

≥85.0% (acidimetric), ≥97% (TLC), ≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

amine

storage temp.

-10 to -25°C

SMILES string

N([C@@H](CCCCNC(=C4C(=O)CC(CC4=O)(C)C)CC(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3

InChI key

PYCBVLUBTMHNPW-MHZLTWQESA-N

General description

This orthogonally-protected lysine derivative is based on the hindered Dde variant ivDde. It has very similar chemical properties to Fmoc-Lys(Dde)-OH, except that the side-chain ivDde group is considerably more stable to piperidine than Dde, and is less prone to migrate from protected to unprotected lysine side-chains [1].When removing ivDde 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].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS


Literature references

[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603.
[2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
[3] V. Wittmann & S. Seeberger (2000) Angew. Chem. Int. Ed. Engl., 39, 4348.

Application

  • Fmoc Solid-Phase Peptide Synthesis of Human α-Calcitonin Gene-Related Peptide and Two Fluorescent Analogs: This study highlights the use of Fmoc-Lys(ivDde)-OH at residue 24 during the synthesis of human α-calcitonin gene-related peptide, demonstrating its utility in peptide labeling and fluorescence studies (M Fuente-Moreno et al., researchgate.net).

Analysis Note

Color (visual): white to slightly 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%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 1.00 %

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

Other Notes

Replaces: 04-12-1193

Legal Information

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

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This Item
854000852057852147
description

Novabiochem®

description

Novabiochem®

description

Novabiochem®

description

Novabiochem®

form

powder

form

powder

form

powder

form

powder

assay

≥85.0% (acidimetric), ≥99.0% (HPLC), ≥97% (TLC)

assay

≥90.0% (acidimetric), ≥96.0% (HPLC), ≥97% (TLC)

assay

≥90.0% (acidimetric), ≥97.0% (HPLC), ≥98% (TLC)

assay

≥95.0% (acidimetric), ≥98% (TLC), ≥98.0% (HPLC)

functional group

amine

functional group

amine

functional group

amine

functional group

amine

product line

Novabiochem®

product line

Novabiochem®

product line

Novabiochem®

product line

Novabiochem®

storage temp.

-10 to -25°C

storage temp.

15-25°C

storage temp.

−20°C

storage temp.

15-25°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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