14764
1-Deoxy-D-xylulose
≥80% (TLC)
Synonym(s):
(3S,4R)-3,4,5-Trihydroxy-2-pentanone, 1-Deoxy-D-threo-2-pentulose
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About This Item
Empirical Formula (Hill Notation):
C5H10O4
CAS Number:
Molecular Weight:
134.13
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
Product Name
1-Deoxy-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.
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
涉药品监管产品
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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
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.
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
Phosphorylation of 1-deoxy-D-xylulose by D-xylulokinase of Escherichia coli.
Wungsintaweekul, J.
European Journal of Biochemistry, 268, 310?316-310?316 (2001)
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