Z-Arg-Arg-AMC peptide

Z-Arg-Arg-AMC peptide

• Handling and Storage of Synthetic Peptides
• Material Safety Data Sheets (MSDS)

Batch to batch variation of the purity

Cbz-RR-AMC

Cbz-Arg-Arg-AMC

2

95.85%

C₃₀H₃₉N₉O₆

621.68

136132-67-7

102601636

Synthetic

Powder

The peptide Z-Arg-Arg-AMC is a highly selective substrate used to measure cathepsin B activity. It is utilized in an assay to survey cancer cell lines for cathepsin B activity. The use of the dibasic substrate Z-Arg-Arg-AMC is preferred over the monobasic substrate Z-Phe-Arg-AMC because there are other species of cysteine proteases within the cells which can hydrolyze Z-Phe-Arg-AMC (e.g. cathepsin L) and thus can contribute to the proteolytic activity measured by this substrate.

Normally, this peptide will be delivered in lyophilized form and should be stored in a freezer at or below -20 °C. For more details, please refer to the manual: Handling and Storage of Synthetic Peptides

• Hulkower KI, Butler CC, Linebaugh BE, Klaus JL, Keppler D, Giranda VL, Sloane BF. Fluorescent microplate assay for cancer cell-associated cathepsin B. Eur J Biochem. 2000 Jul;267(13):4165-70. doi: 10.1046/j.1432-1327.2000.01458.x. PMID: 10866820.

Trifluoroacetic acid (TFA) has a significant impact on peptides due to its role in the peptide synthesis process.

TFA is essential for the protonation of peptides that lack basic amino acids such as Arginine (Arg), Histidine (His), and Lysine (Lys), or ones that have blocked N-termini. As a result, peptides often contain TFA salts in the final product.

TFA residues, when present in custom peptides, can cause unpredictable fluctuations in experimental data. At a nanomolar (nM) level, TFA can influence cell experiments, hindering cell growth at low concentrations (as low as 10 nM) and promoting it at higher doses (0.5–7.0 mM). It can also serve as an allosteric regulator on the GlyR of glycine receptors, thereby increasing receptor activity at lower glycine concentrations.

In an in vivo setting, TFA can trifluoroacetylate amino groups in proteins and phospholipids, inducing potentially unwanted antibody responses. Moreover, TFA can impact structure studies as it affects spectrum absorption.