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8.56186

Sigma-Aldrich

Fmoc-Lys(ivDde)-Wang resin (100-200 mesh)

Novabiochem®

Synonym(s):

Fmoc-Protected Lysine Resin

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About This Item

UNSPSC Code:
12352209
NACRES:
NA.22

Quality Level

form

beads

manufacturer/tradename

Novabiochem®

functional group

Fmoc

storage temp.

2-8°C

General description

Useful tool for the synthesis of side-chain modified, cyclic and branched peptides by Fmoc SPPS. Following chain extension, the side-chain ivDde group is removed with 2% hydrazine in DMF, enabling selective modification of the ε-lysine amino group.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
SelectingOrthogonal Building Blocks

Literature references:
[1] R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603.

Application

Fmoc-Lys(ivDde)-Wang resin (100-200 mesh) has been used as a solid support to prepare a peptide bearing a hexacarbonyldiiron cluster, neoglycopeptides and lipopeptides as putative antifungal and cancer vaccines, respectively.

Analysis Note

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (Photometric determination of the Fmoc-chromophore liberated upon treatment with DBU/DMF): 0.40 - 1.00 mmol/g
Swelling Volume (in DMF): lot specific result
Identity (of the substitution): passes test
The polymer matrix is copoly (styrene -1 % DVB), 100- 200 mesh.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Towards a fully synthetic MUC1-based anticancer vaccine: Efficient conjugation of glycopeptides with mono-, di-, and tetravalent lipopeptides using click chemistry
Cai H, et al.
Chemistry?A European Journal , 17, 6396-6406 (2011)
An appraisal of new variants of Dde amine protecting group for solid phase peptide synthesis
R. Chhabra, et al.
Tetrahedron Letters, 39, 1603-1603 (1998)
Artificial [FeFe]-Hydrogenase: On Resin Modification of an Amino Acid to Anchor a Hexacarbonyldiiron Cluster in a Peptide Framework
Roy S, et al.
European Journal of Inorganic Chemistry, 1050-1055 (2011)
Jonathan Cartmell et al.
Carbohydrate research, 403, 123-134 (2014-08-16)
Selective strategies for the construction of novel three component glycoconjugate vaccines presenting Candida albicans cell wall glycan (β-1,2 mannoside) and polypeptide fragments on a tetanus toxoid carrier are described. The first of two conjugation strategies employed peptides bearing an N-terminal

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