14764
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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Über diesen Artikel
Empirische Formel (Hill-System):
C5H10O4
CAS-Nummer:
Molekulargewicht:
134.13
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
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Unterstützung erhaltenProduktname
1-Desoxy-D-xylulose, ≥80% (TLC)
InChI key
IGUZJYCAXLYZEE-RFZPGFLSSA-N
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
assay
≥80% (TLC)
form
liquid
optical activity
[α]/D +31.0±3.0°, c = 1 in H2O
storage temp.
−20°C
Biochem/physiol Actions
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.
Other Notes
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]
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Lagerklasse
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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