IUPAC/Chemical Name
(5-(3-(4,6-Diamino-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-fluoropicolinoyl)-L-glutamic acid
InChi Key
UOXSYJABLLZCDI-VIFPVBQESA-N
InChi Code
InChI=1S/C17H18FN7O7/c18-7-3-6(22-17(32)25-13-8(19)4-10(20)24-15(13)29)5-21-12(7)14(28)23-9(16(30)31)1-2-11(26)27/h3-5,9H,1-2H2,(H,23,28)(H,26,27)(H,30,31)(H2,22,25,32)(H5,19,20,24,29)/t9-/m0/s1
SMILES Code
O=C(O)CC[C@@H](C(O)=O)NC(C1=NC=C(NC(NC2=C(N)C=C(N)NC2=O)=O)C=C1F)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Cancer cells fuel their increased need for nucleotide supply by upregulating one-carbon (1C) metabolism, including the enzymes methylenetetrahydrofolate dehydrogenase-cyclohydrolase 1 and 2 (MTHFD1 and MTHFD2).
Preparing Stock Solutions
The following data is based on the
product
molecular weight
451.37
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1. Green AC, Marttila P, Kiweler N, Chalkiadaki C, Wiita E, Cookson V, Lesur A, Eiden K, Bernardin F, Vallin KSA, Borhade S, Long M, Ghahe EK, Jiménez-Alonso JJ, Jemth AS, Loseva O, Mortusewicz O, Meyers M, Viry E, Johansson AI, Hodek O, Homan E, Bonagas N, Ramos L, Sandberg L, Frödin M, Moussay E, Slipicevic A, Letellier E, Paggetti J, Sørensen CS, Helleday T, Henriksson M, Meiser J. Formate overflow drives toxic folate trapping in MTHFD1 inhibited cancer cells. Nat Metab. 2023 Apr;5(4):642-659. doi: 10.1038/s42255-023-00771-5. Epub 2023 Apr 3. PMID: 37012496; PMCID: PMC10132981.
2. Bonagas, N., Gustafsson, N.M.S., Henriksson, M. et al. Pharmacological targeting of MTHFD2 suppresses acute myeloid leukemia by inducing thymidine depletion and replication stress. Nat Cancer 3, 156–172 (2022). https://doi.org/10.1038/s43018-022-00331-y
