13368
1-Deoxy-D-xylulose-5-phosphate sodium salt
≥99.0% (TLC)
Synonym(s):
DXP sodium salt
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About This Item
Empirical Formula (Hill Notation):
C5H11O7P · xNa+
CAS Number:
Molecular Weight:
214.11 (free acid basis)
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.25
Beilstein/REAXYS Number:
8367371
Product Name
1-Deoxy-D-xylulose-5-phosphate sodium salt, ≥99.0% (TLC)
SMILES string
[P](=O)(OC[C@@H](O)[C@H](O)C(=O)C)(O)O
InChI
1S/C5H11O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4-5,7-8H,2H2,1H3,(H2,9,10,11)/t4-,5-/m1/s1
InChI key
AJPADPZSRRUGHI-RFZPGFLSSA-N
assay
≥99.0% (TLC)
form
powder
optical activity
[α]/D 37.0±3.0°, c = 0.1 in 0.1 M HCl
color
white
storage temp.
−20°C
Quality Level
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Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Application
1-Deoxy-D-xylulose-5-phosphate is used as a substrate for the identification, differentiation and characterization of procaryotic 1-Deoxy-D-xylulose-5-phosphate reductoisomerase(s) (Dxr) which catalyze the first committed step of the nonmevalonate pathway (NMP) for isoprenoid biosynthesis.
Biochem/physiol Actions
Metabolite of the non-mevalonate pathway, generally found in prokaryotes, as precursor to isoprenoids as well asnon-isoprenoids like vitamins. As this pathway is not present in humans, it is of interest for the development of bacterium-specific drugs in the search for treatments of infectious diseases.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Y Boucher et al.
Molecular microbiology, 37(4), 703-716 (2000-09-06)
Lateral gene transfer (LGT) is a major force in microbial genome evolution. Here, we present an overview of lateral transfers affecting genes involved in isopentenyl diphosphate (IPP) synthesis. Two alternative metabolic pathways can synthesize this universal precursor of isoprenoids, the
B M Lange et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(5), 2100-2104 (1998-04-16)
Isopentenyl diphosphate, the common precursor of all isoprenoids, has been widely assumed to be synthesized by the acetate/mevalonate pathway in all organisms. However, based on in vivo feeding experiments, isopentenyl diphosphate formation in several eubacteria, a green alga, and plant
W Eisenreich et al.
Chemistry & biology, 5(9), R221-R233 (1998-09-30)
Recent studies have uncovered the existence of an alternative, non-mevalonate pathway for the formation of isopentenyl pyrophosphate and dimethylallyl pyrophosphate, the two building blocks of terpene biosynthesis.
H Jomaa et al.
Science (New York, N.Y.), 285(5433), 1573-1576 (1999-09-08)
A mevalonate-independent pathway of isoprenoid biosynthesis present in Plasmodium falciparum was shown to represent an effective target for chemotherapy of malaria. This pathway includes 1-deoxy-D-xylulose 5-phosphate (DOXP) as a key metabolite. The presence of two genes encoding the enzymes DOXP
Svetlana A Kholodar et al.
Biochemistry, 52(13), 2302-2308 (2013-03-12)
The role of the nonreacting phosphodianion group of 1-deoxy-d-xylulose-5-phosphate (DXP) in catalysis by DXP reductoisomerase (DXR) was investigated for the reaction of the "substrate in pieces". The truncated substrate 1-deoxy-l-erythrulose is converted by DXR to 2-C-methylglycerol with a kcat/Km that
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