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Merck
CN

F8682

Sigma-Aldrich

Fosmidomycin sodium salt hydrate

≥95% (NMR)

别名:

(3-(Formylhydroxyamino)propyl)phosphonic acid sodium salt, (3-(N-Hydroxyformamido)propyl)phosphonic acid sodium salt, FR 31564

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关于此项目

经验公式(希尔记法):
C4H10NO5P · xNa+ · yH2O
CAS Number:
分子量:
183.10 (anhydrous free acid basis)
MDL编号:
UNSPSC代码:
12352200
NACRES:
NA.77
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质量水平

方案

≥95% (NMR)

表单

powder

储存条件

desiccated

颜色

white to beige

溶解性

H2O: 20 mg/mL, clear

储存温度

−20°C

SMILES字符串

[P](=O)(O)(O)CCCN(O)C=O

InChI

1S/C4H10NO5P/c6-4-5(7)2-1-3-11(8,9)10/h4,7H,1-3H2,(H2,8,9,10)

InChI key

GJXWDTUCERCKIX-UHFFFAOYSA-N

应用

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.

生化/生理作用

Fosmidomycin is an inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase (DXR) (MEP synthase): an antimalarial compound.
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).

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Miguel Lanaspa et al.
Antimicrobial agents and chemotherapy, 56(6), 2923-2928 (2012-03-21)
The combination of fosmidomycin and clindamycin (F/C) is effective in adults and older children for the treatment of malaria and could be an important alternative to existing artemisinin-based combinations (ACTs) if proven to work in younger children. We conducted an
Karin Brücher et al.
Journal of medicinal chemistry, 55(14), 6566-6575 (2012-06-27)
Specific inhibition of enzymes of the non-mevalonate pathway is a promising strategy for the development of novel antiplasmodial drugs. α-Aryl-substituted β-oxa isosteres of fosmidomycin with a reverse orientation of the hydroxamic acid group were synthesized and evaluated for their inhibitory
Christoph T Behrendt et al.
Journal of medicinal chemistry, 54(19), 6796-6802 (2011-08-27)
Reverse hydroxamate-based inhibitors of IspC, a key enzyme of the non-mevalonate pathway of isoprenoid biosynthesis and a validated antimalarial target, were synthesized and biologically evaluated. The binding mode of one derivative in complex with EcIspC and a divalent metal ion
Jordi Pérez-Gil et al.
The Journal of biological chemistry, 287(19), 15803-15809 (2012-03-24)
Most bacteria use the 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway for the synthesis of their essential isoprenoid precursors. The absence of the MEP pathway in humans makes it a promising new target for the development of much needed new and safe antimicrobial
The expression of 1-deoxyhezylolose 5-phosphate reductase isomerase and its relation with monotropene carvacrol biosynthesis in Khuzestan Satureja plant
Ramak P, et al.
Journal of Plant Biology, 27(4), 622-634 (2015)

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