A glucose-based lipid conjugate
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Cholesterol‑Undecanoate‑Glucose Conjugate

Item No. 38642

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 11-(4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenoxy)undecanoate
Molecular Formula
C50H80O9
Formula Weight
825.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 2 mg/ml
λmax
225, 285 nm
SMILES
C[C@]12CC[C@H](OC(CCCCCCCCCCOC3=CC=C(O[C@H](O[C@@H]4CO)[C@H](O)[C@@H](O)[C@@H]4O)C=C3)=O)CC1=CC[C@]5([H])[C@]2([H])CC[C@@]6(C)[C@@]5([H])CC[C@]6([H])[C@@H](CCCC(C)C)C
InChi Code
InChI=1S/C50H80O9/c1-33(2)15-14-16-34(3)40-24-25-41-39-23-18-35-31-38(26-28-49(35,4)42(39)27-29-50(40,41)5)57-44(52)17-12-10-8-6-7-9-11-13-30-56-36-19-21-37(22-20-36)58-48-47(55)46(54)45(53)43(32-51)59-48/h18-22,33-34,38-43,45-48,51,53-55H,6-17,23-32H2,1-5H3/t34-,38+,39+,40-,41+,42+,43-,45-,46+,47-,48-,49+,50-/m1/s1
InChi Key
PUBVMZACKXEFKF-HZGKWGMYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $40

    Add

    5 mg

    $158

    Add

    10 mg

    $237

    Add
    Cayman Chemical
    Visit Our Lipid Nanoparticle Resource Center for Additional Tools & Resources
    EXPLORE NOW
    Product Description

    Cholesterol-undecanoate-glucose conjugate is a glucose-based lipid conjugate that has been used in the generation of brain-targeted liposomes.1 It forms a stable, ordered bilayer with phospholipids with the glucose moiety facing outward for the purpose of being recognized by glucose transporter 1 (GLUT1) on the blood-brain barrier. Intravenous and intranasal administration of fluorescently labeled liposomes containing cholesterol-undecanoate-glucose conjugate and encapsulating the antimalarial artesunate (Item No. 11817) and the methylated pyrazine ligustrazine (Item No. 29658) induces increased brain fluorescence intensity and a reduced infection rate in a mouse model of P. falciparum-induced cerebral malaria when compared with fluorescently labeled non-cholesterol-undecanoate-glucose conjugate-containing liposomes encapsulating artesunate and ligustrazine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tian, Y., Zheng, Z., Wang, X., et al. Establishment and evaluation of glucose-modified nanocomposite liposomes for the treatment of cerebral malaria. J. Nanobiotechnology 20(1), 318 (2022).