CAS 66508-37-0

Fosmidomycin

Description:

Fosmidomycin is a phosphonic acid derivative that exhibits antibacterial properties, particularly against certain Gram-positive bacteria and some protozoa. It is primarily known for its role as an inhibitor of the enzyme 1-deoxy-D-xylulose-5-phosphate synthase (DXS), which is crucial in the non-mevalonate pathway of isoprenoid biosynthesis. This mechanism makes fosmidomycin a valuable compound in the development of antimicrobial agents, especially in the treatment of malaria caused by Plasmodium species. The substance is typically characterized by its moderate solubility in water and stability under neutral pH conditions, although it may degrade under extreme acidic or basic environments. Fosmidomycin has been studied for its potential use in agriculture as well, particularly in controlling plant pathogens. Its unique structure, which includes a phosphonate group, contributes to its biological activity and specificity. Overall, fosmidomycin represents a significant compound in both medicinal chemistry and agricultural applications, highlighting the importance of natural products in drug discovery and development.

Formula: C₄H₁₀NO₅P·Na

InChI: InChI=1S/C4H10NO5P.Na/c6-4-5(7)2-1-3-11(8,9)10;/h4,7H,1-3H2,(H2,8,9,10);

InChI key: InChIKey=UNOCMUZMZPAPAR-UHFFFAOYSA-N

SMILES: C(CCP(=O)(O)O)N(C=O)O.[Na]

Synonyms:

• (3-(Formylhydroxyamino)propyl)phosphonic acid monosodium salt
• Antibiotic FR 31564
• Fosmidomycin
• Fosmidomycin sodium
• Fr 31564
• Phosphonic acid, (3-(formylhydroxyamino)propyl)-, monosodium salt
• Phosphonic acid, P-[3-(formylhydroxyamino)propyl]-, sodium salt (1:1)
• Sodium Hydrogen {3-[Formyl(Hydroxy)Amino]Propyl}Phosphonate

FOSMIDOMYCIN, SODIUM SALT

CAS: 66508-37-0

Formula: C₄H₉NNaO₅P

Purity: 95%

Color and Shape: Solid

Molecular weight: 205.0815

Ref: IN-DA00FCXL

Fosmidomycin sodium salt

CAS: 66508-37-0

Fosmidomycin sodium salt

Purity: ≥98%

Molecular weight: 205.08g/mol

Ref: 54-BUP21844

Fosmidomycin sodium salt

CAS: 66508-37-0

Formula: C₄H₁₀NO₅P·Na

Purity: ≥ 90.0%

Color and Shape: Off-white to beige powder or solid

Molecular weight: 205.08

Ref: 7W-GP6229

Fosmidomycin sodium salt

CAS: 66508-37-0

Fosmidomycin sodium salt (FR-31564 sodium salt) is an anti-infective antibiotic with anti-malarial activity that inhibits both Gram-negative bacteria.

Formula: C₄H₉NNaO₅P

Purity: 99.18% - 99.43%

Color and Shape: Solid

Molecular weight: 205.08

Ref: TM-T11315

Fosmidomycin Sodium Salt

CAS: 66508-37-0

Stability Hygroscopic
Applications The antibiotics Fosmidomycin and FR900098 are members of a unique class of phosphonic acid natural products that inhibit the nonmevalonate pathway for isoprenoid biosynthesis. Both are potent antibacterial and antimalarial compounds.
References Altschul, S., et al.: J. Mol. Biol., 215, 403 (1990), Altschul, S., et al.: J. Mol. Biol., 215, 403 (1990), Noda, M., et al.: J. Biol. Chem., 279, 46143 (2004), Snow, R., et al.: Nature, 434, 214 (2005),

Formula: C₃H₆O₄P·Na

Color and Shape: White To Beige

Molecular weight: 160.04

Ref: TR-F728500

Fosmidomycin sodium

CAS: 66508-37-0

Fosmidomycin sodium is an antibiotic compound, which is derived from phosphonic acid. It functions as an inhibitor of the enzyme 1-deoxy-D-xylulose 5-phosphate reductoisomerase (DXR), crucial in the non-mevalonate pathway of isoprenoid biosynthesis. By targeting this enzyme, fosmidomycin sodium disrupts the production of isoprenoids, essential components for the growth and survival of certain bacteria and parasites.

Formula: C₄H₉NNaO₅P

Purity: Min. 95%

Molecular weight: 205.08 g/mol

Ref: 3D-AF23600