Product name: Fmoc-Lys(ivDde)-OH
Synonym: N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1 -ylidene)-3-methylbutyl-L-lysine,N-Fmoc-N'-[1-(4,4-Dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl]-L-lysine,Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-l-lysine,
Catalog #: 8141057
Purity: 97% by HPLC
CAS No.: 204777-78-6
Molecular Formula: C34H42N2O6
Molecular Weight: 574.71
Compound ID: 11071922
Description: Synthesis of the cyclic peptidyl resin incorporating the Lys residue to be acylated protected at the N(ε)-amino group with an ivDde group. The IvDdE protecting groups of lysine were removed by shaking the resin with 3% v/v hydrazine in DMF (4 mL) for 15 min followed by washing with DMF (5 × 2 mL). The orthogonally protected Lys, Fmoc-Lys-(ivDde)-OH (ivDde = 1-[4,4-dimethyl-2,6-dioxo-cyclohexylidene]-3-methylbutyl), was used to introduce the isopeptide in a site-specific manner. The use of ivDde over the Dde protecting group has been shown to be superior, as this group is more stable under the conditions of Fmoc removal.Fluorescently labeled peptides were prepared by initially assembling the desired linear sequences, incorporating Lys(ivDde) at the point where the fluorophore was to be attached. The ivDde group was subsequently removed by treatment with hydrazine to free the δ-amino group of lysine for the introduction of the FITC fluorescence tag.
Usage: For Scientific Research Use Only, Not for Human Use.
Org. Lett., 2014, 16 (17), pp 4376–4379.
Org Biomol Chem. 2013 May 28;11(20):3365-74.
Organometallics, 2012, 31 (16), pp 5929–5939.
Org. Lett., 2012, 14 (7), pp 1664–1667.
Bioconjugate Chem., 2011, 22 (2), pp 137–143.
- Co.mb. Chem., 2010, 12 (1), pp 57–64.
Organometallics, 2009, 28 (17), pp 5090–5095.