102185-28-4
Chemical Structure
4-Aminophenylphosphorylcholine
Synonym(s): (p-Aminophenyl)phosphocholine; p-Aminophenylphosphorylcholine; 4-APPC
- CAS No.: 102185-28-4
- Formula:C11H19N2O4P
- Molecular Weight:274.25
IUPAC Name: 4-aminophenyl (2-(trimethylammonio)ethyl) phosphate
InChIKey: SBUYBNIDQXQZSZ-UHFFFAOYSA-N
SMILES: O=P(OCC[N+](C)(C)C)(OC1=CC=C(N)C=C1)[O-]
Biological Activity: 4-Aminophenylphosphorylcholine ((p-Aminophenyl) phosphocholine; p-Aminophenylphosphorylcholine; 4-APPC) is a phosphatidylcholine derivative that serves as a coupling ligand and antigen probe. When conjugated with gold nanoclusters, the phosphocholine head epitope of 4-Aminophenylphosphorylcholine is specifically recognized by anti-Pc IgM and CRP. It can be covalently coupled to human serum albumin (HSA) or glutathione-protected gold nanoclusters (Au-GSH) via covalent chemistry, respectively. The 4-Aminophenylphosphorylcholine-HSA complex acts as an ELISA coating antigen for detecting endogenous anti-Pc IgM antibodies in plasma; 4-Aminophenylphosphorylcholine-modified Au-GSH can be used to construct an ultra-stealthy NIR-II fluorescent gold nanocluster probe for imaging-related studies in mouse breast cancer and colon cancer models[1][2].
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4-Aminophenylphosphorylcholine | 99.73% | 4-Aminophenylphosphorylcholine ((p-Aminophenyl) phosphocholine; p-Aminophenylphosphorylcholine; 4-APPC) is a phosphatidylcholine derivative that serves as a coupling ligand and antigen probe. When conjugated with gold nanoclusters, the phosphocholine head epitope of 4-Aminophenylphosphorylcholine is specifically recognized by anti-Pc IgM and CRP. It can be covalently coupled to human serum albumin (HSA) or glutathione-protected gold nanoclusters (Au-GSH) via covalent chemistry, respectively. The 4-Aminophenylphosphorylcholine-HSA complex acts as an ELISA coating antigen for detecting endogenous anti-Pc IgM antibodies in plasma; 4-Aminophenylphosphorylcholine-modified Au-GSH can be used to construct an ultra-stealthy NIR-II fluorescent gold nanocluster probe for imaging-related studies in mouse breast cancer and colon cancer models. | ||||||||||||||||||||
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References
- [1]. Baghdasaryan A, et al. Phosphorylcholine-conjugated gold-molecular clusters improve signal for Lymph Node NIR-II fluorescence imaging in preclinical cancer models. Nature communications. 2022 Sep 24;13(1):5613.
- [2]. Padilla ND, et al. Levels of natural IgM antibodies against phosphorylcholine in healthy individuals and in patients undergoing isolated limb perfusion. Journal of immunological methods. 2004 Oct;293(1-2):1-11.