A lipid used in the formation of lipid prodrug nanoassemblies
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Lipid Catechol

Item No. 38665

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
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(Learn about Variance in Solubility)
DMSO: 1 mg/mlEthanol: 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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Product Description

    Lipid catechol is a lipid that contains an α-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).1 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ding, Y., Hu, X., Piao, Y., et al. Lipid prodrug nanoassemblies via dynamic covalent boronates. ACS Nano 17(7), 6601-6614 (2023).