Lipid Catechol

Lipid catechol is a lipid that contains an alpha-aminophosphonate group, two 14-carbon acyl chains, and a catechol ring that forms a covalent bond with boronic acid-containing compounds to form lipid prodrug nanoassemblies (LPNA). LPNAs composed of lipid catechol conjugated to phenylboronic acid-modified ciprofloxacin (CIP-PBA) inhibit the formation of, and disrupt preformed, S. aureus biofilms and eradicate staphylococci in a mouse model of peritoneal S. aureus infection. LPNAs composed of lipid catechol conjugated to bortezomib (BTZ) reduce tumor growth and increase survival in a 4T1 murine mammary carcinoma model.Formal Name: ditetradecyl (((2-(diethylamino)ethyl)amino)(3,4-dihydroxyphenyl)methyl)phosphonate. CAS Number: 2930813-52-6. Molecular Formula: C41H79N2O5P. Formula Weight: 711.1. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMSO: 1 mg/ml, Ethanol: 1 mg/ml. SMILES: OC1=CC=C(C(P(OCCCCCCCCCCCCCC)(OCCCCCCCCCCCCCC)=O)NCCN(CC)CC)C=C1O. InChi Code: InChI=1S/C41H79N2O5P/c1-5-9-11-13-15-17-19-21-23-25-27-29-35-47-49(46,48-36-30-28-26-24-22-20-18-16-14-12-10-6-2)41(42-33-34-43(7-3)8-4)38-31-32-39(44)40(45)37-38/h31-32,37,41-42,44-45H,5-30,33-36H2,1-4H3. InChi Key: FBHHXUJQQWKTRI-UHFFFAOYSA-N.