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Sigma-Aldrich

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)
Beilstein:
8367371
UNSPSC Code:
12352201
NACRES:
NA.25

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

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

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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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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B M Lange et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(24), 13172-13177 (2000-11-15)
Isopentenyl diphosphate (IPP) is the central intermediate in the biosynthesis of isoprenoids, the most ancient and diverse class of natural products. Two distinct routes of IPP biosynthesis occur in nature: the mevalonate pathway and the recently discovered deoxyxylulose 5-phosphate (DXP)
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
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
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

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