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66508-53-0

66508-53-0 Structure

66508-53-0 Structure
IdentificationBack Directory
[Name]

Fosmidomycin
[CAS]

66508-53-0
[Synonyms]

Antibiotic FR-31705
10 Mg, 50 Mg, 100 Mg, 1g
Fosmidomycin sodium salt hydrate
3-(Formylhydroxyamino)propylphosphonic acid
3-Phosphono 1-(N-formylhydroxyamino)propane
(3-(N-hydroxyforMaMido)propyl)phosphonic acid
Phosphonic acid, P-[3-(formylhydroxyamino)propyl]-
(3-(N-Hydroxyformamido)propyl)phosphonic acid sodium salt
[Molecular Formula]

C4H10NO5P
[MDL Number]

MFCD00865023
[MOL File]

66508-53-0.mol
[Molecular Weight]

183.1
Chemical PropertiesBack Directory
[Melting point ]

158-160° (dec); mp 160-166° (dec) (Hemmi)
[storage temp. ]

-20°C
[solubility ]

H2O: soluble20mg/mL, clear
[form ]

powder
[color ]

white to beige
[Water Solubility ]

H2O: 20mg/mL, clear
Safety DataBack Directory
[WGK Germany ]

3
[Toxicity]

LD50 in mice and rats (mg/kg): >11000 orally; ~8000 s.c. (Wiesner, 2003)
Hazard InformationBack Directory
[Uses]

Fosmidomycin sodium salt hydrate has been used as an inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase in a study to determine monotropin carvacrol biosynthesis in Satureja khuzistanica plant.
[Definition]

ChEBI: Propylphosphonic acid in which one of the hydrogens at position 3 is substituted by a formyl(hydroxy)amino group. An antibiotic obtained from Streptomyces lavendulae, it specifically inhibits DXP reductoisomerase (EC 1.1.1.267), a key enzyme i the non-mevalonate pathway of isoprenoid biosynthesis.
[Biochem/physiol Actions]

Fosmidomycin is an inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase (DXR) (MEP synthase): an antimalarial compound. 1-deoxy-D-xylulose 5-phosphate reductoisomerase (DXR) is an enzyme involved in the first step in the nonmevalonate pathway for isoprenoid biosynthesis in Gram-negative, Gram-positive bacteria, plants, and the parasite causing the most virulent form of malaria, Plasmodium falciparum (Mammals produce isoprenoids via the mevalonate pathway).
66508-53-0 suppliers list
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