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Fosmidomycin (sodium salt)

Catalog No.
C4898
A gram-negative and gram-positive antibiotic
Grouped product items
SizePriceStock Qty
5mg
$185.00
Ship with 5-10 days
10mg
$348.00
Ship with 5-10 days
25mg
$739.00
Ship with 5-10 days

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Email: [email protected]

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Background

Fosmidomycin is a specific inhibitor of 1-deoxy-d-xylulose 5-phosphate reductoisomerase (DXP) [1]. Fosmidomycin is an antibiotic originally isolated from bacteria of the genus Streptomyces.

1-deoxy-d-xylulose 5-phosphate reductoisomerase is an enzyme that interconverts DXP and 2-C-methyl-D-erythritol 4-phosphate (MEP) [2].

Fosmidomycin was active against both Gram-negative and Gram-positive bacteria and the human malarial parasite P. falciparum with the IC50 of 290-370 nM[3]. Fosmidomycin inhibited 1-deoxy-d-xylulose 5-phosphate reductoisomerase in an alternative nonmevalonate pathway for terpenoid biosynthesis with IC50 of 8.2 nM [1]. Fosmidomycin has been shown to possess activity against Plasmodium falciparum in vitro and in the mouse model. In patients with acute uncomplicated Plasmodium falciparum malaria, oral administration of 1,200 mg fosmidomycin every 8 h for 7 days was effective in curing uncomplicated Plasmodiumfalciparum malaria in humans [4]. Fosmidomycin was an effective and safe antimalarial drug [4]. The treatment was well tolerated and showed a fast parasite and fever clearance [4].

References:
[1] Kuzuyama T, Shimizu T, Takahashi S, et al.  Fosmidomycin, a specific inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis[J]. Tetrahedron letters, 1998, 39(43): 7913-7916.
[2] Takahashi S, Kuzuyama T, Watanabe H, et al.  A 1-deoxy-D-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-D-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis[J]. Proceedings of the National Academy of Sciences, 1998, 95(17): 9879-9884.
[3] Jomaa H, Wiesner J, Sanderbrand S, et al.  Inhibitors of the nonmevalonate pathway of isoprenoid biosynthesis as antimalarial drugs[J]. Science, 1999, 285(5433): 1573-1576.
[4] Lell B, Ruangweerayut R, Wiesner J, et al.  Fosmidomycin, a novel chemotherapeutic agent for malaria[J]. Antimicrobial agents and chemotherapy, 2003, 47(2): 735-738.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt205.1
Cas No.66508-37-0
FormulaC4H9NO5P·Na
SynonymsAntibiotic FR31564,FR31564
Solubility≤5mg/ml in PBS, pH 7.2
Chemical NameP-[3-(formylhydroxyamino)propyl]-phosphonic acid, monosodium salt
SDFDownload SDF
Canonical SMILESON(C([H])=O)CCCP([O-])(O)=O.[Na+]
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Quality Control

Quality Control & MSDS

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Chemical structure

Fosmidomycin (sodium salt)