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852147 Fmoc-D-Lys(Dde)-OH

Fmoc-D-Lys(Dde)-OH Novabiochem®. CAS 333973-51-6, molar mass 532.63 g/mol.

Fmoc-D-Lys(Dde)-OH MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.
CAS #: 333973-51-6 Molar Mass: 532.63 g/mol Hill Formula: C₃₁H₃₆N₂O₆
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Overview

Replacement Information

Key Spec Table

CAS #Hill FormulaMolar Mass
333973-51-6C₃₁H₃₆N₂O₆532.63 g/mol
Description
Catalogue Number852147
Replaces04-13-1028
Brand Family Novabiochem®
Alternate Names
  • N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-D-lysine
Background InformationQuasi-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].

Lys(Dde) has been employed in the following applications: synthesis of branched peptides [1] and di-epitopic peptides [3]; preparation of MAP core molecules and lipo-MAPs [4, 5]; construction of cyclic peptides [6], TASP molecules [7], templates for combinatorial chemistry [8] and synthetic proteins [9]; preparation of peptides modified at the lysine side-chain [10-14].

It has been reported that Dde can migrate from the side-chain of Lys to the unprotected side-chain of another Lys residue [15], and from the β-amino group to the α-amino group of Dpr [16]. In the former instance, this problem can be overcome by using Fmoc-Lys(ivDde)-OH (852082) or using DBU/DMF (2:98) for Fmoc group removal [15, 17].

Full orthogonality of Dde with Fmoc has recently been demonstrated when hydroxylamine is used for Dde removal [18].

The product number for this product was previously 04-13-1028.

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References
Product Information
CAS number333973-51-6
Hill FormulaC₃₁H₃₆N₂O₆
Molar Mass532.63 g/mol
Structure formula ImageStructure formula Image
Quality LevelMQ200
Applications
ApplicationFmoc-D-Lys(Dde)-OH Novabiochem®. CAS 333973-51-6, molar mass 532.63 g/mol.
Biological Information
Physicochemical Information
Melting Point135 - 145 °C
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Storage class10 - 13 Other liquids and solids
WGKWGK 2 obviously hazardous to water
Safety Information
Product Usage Statements
Storage and Shipping Information
StorageStore at -15°C to -25°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
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))≥ 98 %
Purity (TLC(CMA2))≥ 98 %
Assay (HPLC, area%)≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF)clearly soluble
Assay (acidimetric)≥ 95.0 %
Water (K. F.)≤ 1.00 %
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