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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

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About This Item

Empirical Formula (Hill Notation):
C36H44N4O7S
Molecular Weight:
676.82
UNSPSC Code:
12352209
NACRES:
NA.22
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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

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).

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.

Other Notes

Replaces: 04-12-1264

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Protocols

Building Blocks for Introducing Post-translational Modified Amino Acids

We provide an overview of our available reagents, together with recommendations and details of their use for synthesis of peptides containing post-translationally modified amino acids.

Articles

Unnatural Amino Acids for Peptide Synthesis

Unnatural amino acids, the non-proteinogenic amino acids that either occur naturally or are chemically synthesized, are becoming more and more important as tools for modern drug discovery research.

Global Trade Item Number

SKUGTIN
852107000504027269089665
852107000104027269089658