Phos-tag Acrylamide AAL-107
[CAS# 871839-54-2]

Identification

• Classification: Organic raw materials >> Amino compound >> Amide compound
• Name: Phos-tag Acrylamide AAL-107
• Synonyms: 6-[[[3-[bis(pyridin-2-ylmethyl)amino]-2-hydroxypropyl]-(pyridin-2-ylmethyl)amino]methyl]-N-[2-(prop-2-enoylamino)ethyl]pyridine-3-carboxamide
• Molecular Formula: C₃₃H₃₈N₈O₃
• Molecular Weight: 594.71
• CAS Registry Number: 871839-54-2
• SMILES: C=CC(=O)NCCNC(=O)C1=CN=C(C=C1)CN(CC2=CC=CC=N2)CC(CN(CC3=CC=CC=N3)CC4=CC=CC=N4)O

Discovery and Applications

Phos-tag Acrylamide AAL-107 is a chemical reagent designed for the specific detection and separation of phosphorylated proteins during gel electrophoresis. It is a derivative of acrylamide functionalized with a Phos-tag ligand, which is capable of binding phosphate groups in the presence of metal ions such as manganese (Mn²⁺) or zinc (Zn²⁺). This property allows it to selectively interact with phosphorylated residues on proteins.

The core functionality of Phos-tag Acrylamide AAL-107 is to incorporate phosphate-binding sites directly into polyacrylamide gels. During the polymerization process of the gel, the acrylamide moiety of this compound co-polymerizes with the standard acrylamide and bisacrylamide, creating a gel matrix embedded with Phos-tag ligands. When proteins are run on these gels using sodium dodecyl sulfate–polyacrylamide gel electrophoresis (SDS-PAGE), phosphorylated proteins bind to the Phos-tag via their phosphate groups coordinated with metal ions. This interaction causes a mobility shift or retardation in the migration of phosphorylated proteins relative to non-phosphorylated ones.

The degree of retardation correlates with the phosphorylation state of the protein, enabling researchers to distinguish different phosphorylation isoforms and detect subtle differences in phosphorylation levels. This makes Phos-tag Acrylamide AAL-107 a valuable tool for studying protein phosphorylation, a crucial post-translational modification involved in regulating protein function and cellular signaling pathways.

Following electrophoresis, proteins separated on Phos-tag gels can be transferred to membranes for Western blot analysis or further analyzed by mass spectrometry or other detection methods. This enhances the ability to investigate phosphorylation-dependent biological processes in various fields such as cell biology, biochemistry, and molecular pharmacology.

Phos-tag Acrylamide AAL-107 is commercially produced and supplied as a ready-to-use reagent, typically as an aqueous solution that can be added to acrylamide gel mixtures before polymerization. It is used exclusively for research purposes and requires careful handling due to its chemical nature.

In summary, Phos-tag Acrylamide AAL-107 is a specialized acrylamide derivative that enables the separation of phosphorylated proteins in electrophoretic gels by exploiting phosphate-metal coordination chemistry. It has become an essential reagent for phosphorylation analysis in biological research, allowing detailed studies of protein regulation through phosphorylation.

References

none