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13368

Sigma-Aldrich

1-Deoxy-D-xylulose-5-phosphate sodium salt

≥99.0% (TLC)

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Synonym(s):
DXP sodium salt
Empirical Formula (Hill Notation):
C5H11O7P · xNa+
CAS Number:
190079-18-6
Molecular Weight:
214.11 (free acid basis)
Beilstein:
8367371
NACRES:
NA.25

Quality Level

100

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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This Item
N7375N300261786
1-Deoxy-D-xylulose-5-phosphate sodium salt ≥99.0% (TLC)

Sigma-Aldrich

13368

1-Deoxy-D-xylulose-5-phosphate sodium salt

2-Naphthyl phosphate sodium salt

Sigma-Aldrich

N7375

2-Naphthyl phosphate sodium salt

Bis(p-nitrophenyl) phosphate sodium salt ≥99% (TLC)

Sigma-Aldrich

N3002

Bis(p-nitrophenyl) phosphate sodium salt

D-Glyceric acid sodium salt ≥95.0% (TLC)

Sigma-Aldrich

61786

D-Glyceric acid sodium salt

form

powder

form

powder

form

powder

form

powder or crystals

color

white

color

-

color

-

color

white

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

optical activity

[α]/D 37.0±3.0°, c = 0.1 in 0.1 M HCl

optical activity

-

optical activity

-

optical activity

[α]/D 18.5±3.0°, c = 1 in water

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.

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

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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.
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
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)
Hartmut K. Lichtenthaler
Annual review of plant physiology and plant molecular biology, 50, 47-65 (2004-03-12)
In plants the biosynthesis of prenyllipids and isoprenoids proceeds via two independent pathways: (a) the cytosolic classical acetate/mevalonate pathway for the biosynthesis of sterols, sesquiterpenes, triterpenoids; and (b) the alternative, non-mevalonate 1-deoxy-d-xylulose-5-phosphate (DOXP) pathway for the biosynthesis of plastidic isoprenoids
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