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Key Documents

8.52082

Sigma-Aldrich

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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SHC003VN
CN¥3,913.36

CN¥3,913.36


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SHC003VN
CN¥3,913.36

About This Item

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

CN¥3,913.36


Please contact Customer Service for Availability

Request a Bulk Order

Product Name

Fmoc-Lys(ivDde)-OH, Novabiochem®

Quality Level

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

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1 of 4

This Item
OGS504OGS600OGS610
origin of replication

pUC (500 copies)

origin of replication

pUC (500 copies)

origin of replication

pUC (500 copies)

origin of replication

pUC (500 copies)

promoter

Promoter name: CAG
Promoter activity: constitutive
Promoter type: mammalian

promoter

Promoter name: CAG
Promoter activity: constitutive
Promoter type: mammalian

promoter

Promoter name: CAG
Promoter activity: constitutive
Promoter type: mammalian

promoter

Promoter name: CMV
Promoter activity: constitutive
Promoter type: mammalian

bacteria selection

kanamycin

bacteria selection

ampicillin

bacteria selection

kanamycin

bacteria selection

kanamycin

reporter gene

none

reporter gene

none

reporter gene

none

reporter gene

CFP

form

buffered aqueous solution

form

buffered aqueous solution

form

buffered aqueous solution

form

buffered aqueous solution

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).

Linkage

Replaces: 04-12-1193

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.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


  • Certificates of Analysis (COA)

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    Articles

    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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