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Merck

14764

Sigma-Aldrich

1-Deoxy-D-xylulose

≥80% (TLC)

Sinónimos:

(3S,4R)-3,4,5-Trihydroxy-2-pentanone, 1-Deoxy-D-threo-2-pentulose

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About This Item

Fórmula empírica (notación de Hill):
C5H10O4
Número de CAS:
Peso molecular:
134.13
Número MDL:
Código UNSPSC:
12352201
ID de la sustancia en PubChem:
NACRES:
NA.25

Ensayo

≥80% (TLC)

Formulario

liquid

actividad óptica

[α]/D +31.0±3.0°, c = 1 in H2O

temp. de almacenamiento

−20°C

cadena SMILES

CC(=O)[C@@H](O)[C@H](O)CO

InChI

1S/C5H10O4/c1-3(7)5(9)4(8)2-6/h4-6,8-9H,2H2,1H3/t4-,5-/m1/s1

Clave InChI

IGUZJYCAXLYZEE-RFZPGFLSSA-N

Acciones bioquímicas o fisiológicas

Metabolite of the non-mevalonate pathway, generally found in prokaryotes, as precursor to isoprenoids as well as non-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.

Ligadura / enlace

In E. coli, 1-deoxy-D-xylulose is converted into 1-deoxy-D-xylulose 5-phosphate by phosphorylation of the C-5 hydroxy group by D-xylulokinase.

Otras notas

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Código de clase de almacenamiento

13 - Non Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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W Eisenreich et al.
Trends in plant science, 6(2), 78-84 (2001-02-15)
Recently, a mevalonate-independent pathway was discovered in bacteria and plants that leads to the formation of isopentenyl diphosphate and dimethylallyl diphosphate, the two basic precursors of isoprenoids. Although many details of the widely distributed pathway are unknown, some intermediates, mechanisms
Felix Rohdich et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(4), 1586-1591 (2003-02-07)
Earlier in vivo studies have shown that the sequential action of the IspG and IspH proteins is essential for the reductive transformation of 2C-methyl-d-erythritol 2,4-cyclodiphosphate into dimethylallyl diphosphate and isopentenyl diphosphate via 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. A recombinant fusion protein comprising maltose
Andréa Hemmerlin et al.
Plant physiology, 142(2), 441-457 (2006-08-22)
Plants are able to integrate exogenous 1-deoxy-D-xylulose (DX) into the 2C-methyl-D-erythritol 4-phosphate pathway, implicated in the biosynthesis of plastidial isoprenoids. Thus, the carbohydrate needs to be phosphorylated into 1-deoxy-D-xylulose 5-phosphate and translocated into plastids, or vice versa. An enzyme capable
W Eisenreich et al.
Cellular and molecular life sciences : CMLS, 61(12), 1401-1426 (2004-06-16)
The mevalonate pathway for the biosynthesis of the universal terpenoid precursors, isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP), is known in considerable detail. Only recently, the existence of a second mevalonate-independent pathway for the biosynthesis of IPP and DMAPP was
Wanchai De-Eknamkul et al.
Phytochemistry, 62(3), 389-398 (2003-03-07)
A green callus culture of Croton sublyratus Kurz established from the leaf explants appeared to actively synthesize two well-known phytosterols, beta-sitosterol and stigmasterol. The phytosterol biosynthesis was highly active during the linear phase of the culture. Feeding of [1-13C]glucose into

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