A reduced form of folate and cofactor for thymidylate synthetase
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.

Folitixorin

Item No. 33967

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-(3-amino-1,2,5,6,6a,7-hexahydro-1-oxoimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-L-glutamic acid
CAS Number
3432-99-3
Synonyms
  • 5,10-Methylenetetrahydrofolic Acid
  • 5,10-methyl THF
Molecular Formula
C20H23N7O6
Formula Weight
457.4
Purity
≥75% (mixture of diastereomers)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly soluble
SMILES
O=C1C2=C(NC(N)=N1)NCC3N2CN(C4=CC=C(C=C4)C(N[C@H](C(O)=O)CCC(O)=O)=O)C3
InChi Code
InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1
InChi Key
QYNUQALWYRSVHF-ABLWVSNPSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice 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

    5 mg

    $401

    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

    Folitixorin is a reduced form of folate and cofactor for thymidylate synthetase, the enzyme that catalyzes the methylation of deoxyuridine monophosphate (dUMP) to deoxythymidine monophosphate (dTMP).1,2 It forms a ternary complex with thymidylate synthetase and fluorodeoxyuridylate (FdUMP), the active metabolite of 5-fluorouracil (Item No. 14416), that inhibits thymidylate synthetase activity and DNA synthesis.3,2 Folitixorin has synergistic or additive cytotoxic effects against LS 174 or HT-29 human colon cancer cells, respectively, when used in combination with 5-fluorouracil.4 In vivo, folitixorin (0.6 mg/animal) increases survival and reduces tumor growth in an HT-29 mouse xenograft model when administered in combination with 5-fluorouracil.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zarow, C., Pellino, A.M., and Danenberg, P.V. Large-scale and small-scale methods for the preparation of 5,10-methylenetetrahydrofolate. Prep. Biochem. 12(5), 381-393 (1982).

    2. Shirasaka, T., Shimamoto, Y., Ohshimo, H., et al. Metabolic basis of the synergistic antitumor activities of 5-fluorouracil and cisplatin in rodent tumor models in vivo. Cancer Chemother. Pharmacol. 32(3), 167-172 (1993).

    3. Patel, K., Yerram, S.R., Azad, N.A., et al. A thymidylate synthase ternary complex-specific antibody, FTS, permits functional monitoring of fluoropyrimidines dosing. Oncotarget 3(7), 678-685 (2012).

    4. Bjelogrlić, S.K., Srdić, T., and Radulović, S. Comparison between cofactor and leucovorin activity applied in combination with 5-fluorouracil against two human colon cancer cell lines. J. BUON 12(1), 71-76 (2007).

    5. Cantwell, M.J., Spears, C.P., and Robbiins, J.M. Antitumor activity of combination 5,10-methylenetetrahydrofolate, 5-fluorouracil, and anti-vascular endothelial growth factor against human colorectal HT-29 tumors in nude mice. J. Clin. Oncol. 22(14_suppl), 3768 (2004).