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14764

Sigma-Aldrich

1-Deoxy-D-xylulose

≥80% (TLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C5H10O4
Numero CAS:
Peso molecolare:
134.13
Numero MDL:
Codice UNSPSC:
12352201
ID PubChem:
NACRES:
NA.25

Saggio

≥80% (TLC)

Forma fisica

liquid

Attività ottica

[α]/D +31.0±3.0°, c = 1 in H2O

Temperatura di conservazione

−20°C

Stringa SMILE

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
IGUZJYCAXLYZEE-RFZPGFLSSA-N

Azioni biochim/fisiol

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.

Linkage

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.

Altre note

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

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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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
Phosphorylation of 1-deoxy-D-xylulose by D-xylulokinase of Escherichia coli.
Wungsintaweekul, J.
European Journal of Biochemistry, 268, 310?316-310?316 (2001)
Andréa Hemmerlin et al.
The Journal of biological chemistry, 278(29), 26666-26676 (2003-05-09)
In plants, two pathways are utilized for the synthesis of isopentenyl diphosphate, the universal precursor for isoprenoid biosynthesis. The key enzyme of the cytoplasmic mevalonic acid (MVA) pathway is 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGR). Treatment of Tobacco Bright Yellow-2 (TBY-2) cells
J Schwender et al.
Planta, 212(3), 416-423 (2001-04-06)
The biosynthesis of the C5 building block of isoprenoids, isopentenyl diphosphate (IPP), proceeds in higher plants via two basically different pathways; in the cytosolic compartment sterols are formed via mevalonate (MVA), whereas in the plastids the isoprenoids are formed via
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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