Analysis Note

Color (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testEnantiomeric purity: ≥ 99.0 % (a/a)Purity (TLC(157A)): ≥ 97 %Purity (TLC(CMA2)): ≥ 97 %Assay (HPLC, area%): ≥ 95.0 % (a/a)Solubility (1 mmole in 2 ml DMF): clearly solubleWater (K. F.): ≤ 1.0 %For TLC-Systems see our General Catalog

General description

Quasi-orthogonally-protected Asp derivative.

The Dmab group can be removed selectively in the presence of tBu-based protecting groups by treatment with 2% hydrazine in DMF [1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS or for library synthesis.

Occasionally sluggish cleavage of the aminobenzyl moiety is observed [2, 3]. In these instances, washing the support with 20% DIPEA in DMF/water (9:1) [2] or HCl in dioxane [4] has been found to be efficacious.

For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(ivDde) and Asp(ODmab) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.

To avoid aspartimide formation, it is advisable to employ an Hmb- or Dmb-protected derivative for introduction of the preceding residue.

For applications of this derivative in the synthesis of cyclic peptides, see references [5 - 7].

The product number for this product was previously 04-12-1176.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.

Legal Information

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

Linkage

Replaces: 04-12-1176