8.52107

Fmoc-ADMA(Pbf)-OH

≥98% (TLC), for peptide synthesis, Novabiochem^®

• Synonym(s): Fmoc-ADMA(Pbf)-OH, N-α-Fmoc-N,N-ω-dimethyl-N-ωÆ-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine
• Empirical Formula (Hill Notation): C₃₆H₄₄N₄O₇S
• Molecular Weight: 676.82
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• product name: Fmoc-ADMA(Pbf)-OH, Novabiochem^®
• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥96.0% (HPLC); ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 15-25°C

Description

General description

A derivative for the introduction of asymmetric dimethyl-arginine during Fmoc SPPS. Coupling can be carried out using any standard activation method. Removal of the Pbf protecting group occurs during the course of the TFA-mediated cleavage reaction. Ref ^[1] contains methods and protocols for the synthesis of arrays of histone-related peptides containing methylated arginine and lysine-residues.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

^[1] S. Rothbart, et al. (2012) Methods Enzymol., 512, 107.

Application

• Effect of arginine methylation on the RNA recognition and cellular uptake of Tat-derived peptides: Studies the use of Fmoc-ADMA(Pbf)-OH in modifying peptides to enhance their cellular uptake, relevant for drug delivery systems and therapeutic molecule development (JH Li et al., 2015).
• Advances in Fmoc solid-phase peptide synthesis: Reviews the role of Fmoc-ADMA(Pbf)-OH in advancing peptide synthesis techniques, impacting the field of material science through the development of novel synthetic strategies and applications in biomaterials (R Behrendt, J Offer, 2016).

Linkage

Replaces: 04-12-1264

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(157A)): ≥ 98 %
Enantiomeric purity: ≥ 99.0 % (a/a)
Assay (HPLC, area%): ≥ 96.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Water (K. F.): ≤ 2.0 %

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable