A disaccharide microbial metabolite with diverse biological activities
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.

Lentztrehalose A

Item No. 37732

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-D-glucopyranosyl 4-O-[(2S)-2,3-dihydroxy-3-methylbutyl]-α-D-glucopyranoside
CAS Number
1609356-99-1
Synonyms
  • (+)-Lentztrehalose A
Molecular Formula
C17H32O13
Formula Weight
444.4
Purity
≥80%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: SolubleWater: Soluble
SMILES
OC[C@H]([C@H]([C@@H]([C@H]1O)O)OC[C@H](O)C(C)(O)C)O[C@@H]1O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO
InChi Code
InChI=1S/C17H32O13/c1-17(2,26)8(20)5-27-14-7(4-19)29-16(13(25)11(14)23)30-15-12(24)10(22)9(21)6(3-18)28-15/h6-16,18-26H,3-5H2,1-2H3/t6-,7-,8+,9-,10+,11-,12-,13-,14-,15-,16-/m1/s1
InChi Key
JQXMCRHNXBMTMR-NRYMKUAMSA-N
Origin
Bacterium/Lentzea sp. ML457-mF8
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

    $51

    Add

    5 mg

    $215

    Add

    10 mg

    $380

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Lentztrehalose A is a disaccharide microbial metabolite that has been found in Lentzea and has diverse biological activities.1,2,3 It selectively inhibits M. smegmatis trehalase, a trehalose metabolizing enzyme, over porcine kidney trehalase (IC50s = 0.67 and >20 mM, respectively).2 Lentztrehalose A (100 mM) induces autophagy in MeWo melanoma and OVK18 ovarian cancer cells.3 It increases survival percentage and decreases tumor proliferation in a Sarcoma 180 murine sarcoma model when administered at a dose of 50 mg/kg per day.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wada, S., Ohba, S., Someno, T., et al. Structure and biological properties of lentztrehalose: A novel trehalose analog. J. Antibiot. (Tokyo) 67(4), 319-322 (2014).

    2. Dhaene, S., Van der Eycken, J., Beerens, K., et al. Synthesis, trehalase hydrolytic resistance and inhibition properties of 4- and 6-substituted trehalose derivatives. J. Enzyme Inhib. Med. Chem. 35(1), 1964-1989 (2020).

    3. Wada, S., Kubota, Y., Sawa, R., et al. Novel autophagy inducers lentztrehaloses A, B and C. J. Antibiot. (Tokyo) 68(8), 521-529 (2015).