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14764

Sigma-Aldrich

1-Desoxy-D-xylulose

≥80% (TLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C5H10O4
CAS-Nummer:
60299-43-6
Molekulargewicht:
134.13
MDL-Nummer:
MFCD08460011
UNSPSC-Code:
12352201
PubChem Substanz-ID:
329750593
NACRES:
NA.25

Assay

≥80% (TLC)

Form

liquid

Optische Aktivität

[α]/D +31.0±3.0°, c = 1 in H2O

Lagertemp.

−20°C

SMILES String

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

InChIKey

IGUZJYCAXLYZEE-RFZPGFLSSA-N

Biochem./physiol. Wirkung

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.

Verlinkung

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. [1]

Sonstige Hinweise

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

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number
BCBL3132V
1426967

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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
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
D Arigoni et al.
Proceedings of the National Academy of Sciences of the United States of America, 94(20), 10600-10605 (1997-10-06)
The incorporation of [1-13C]- and [2,3,4,5-13C4]1-deoxy-D-xylulose into beta-carotene, lutein, phytol, and sitosterol in a cell culture of Catharanthus roseus was analyzed by NMR spectroscopy. The labeling patterns of the isoprene precursors, isopentenyl pyrophosphate and dimethylallyl pyrophosphate, were obtained from the
Ines Neundorf et al.
Chembiochem : a European journal of chemical biology, 4(11), 1201-1205 (2003-11-13)
Upon feeding of [2-(13)C,4-(2)H]-1-deoxy-D-xylulose to Streptomyces ghanaensis, the deuterium label was retained exclusively at positions C-7 and C-17 in the moenocinol part of the moenomycin antibiotics. This result vindicates the hypothesis that the C(25) structure of moenocinol is assembled from
Jiaqi Liu et al.
Frontiers in plant science, 8, 2082-2082 (2017-12-23)
As one type of the most important alkaloids in the world, terpenoid indole alkaloids (TIAs) show a wide range of pharmaceutical activities that are beneficial for clinical treatments.
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