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MetaCyc Compound: 1-deoxy-D-xylulose 5-phosphate

Synonyms: DXP, deoxyxylulose-5-phosphate, D-1-deoxyxylulose-5-P, 1-deoxy-D-threo-pentulose 5-phosphate, DOXP

Superclasses: all carbohydratesa carbohydratea glycana carbohydrate derivativea sugar phosphatea pentose phosphatea pentose 5-phosphate
all carbohydratesa carbohydratea glycana carbohydrate derivativea sugar phosphatea sugar 5-phosphatea pentose 5-phosphate

Citations: [Herz00a]

Chemical Formula: C5H9O7P

Molecular Weight: 212.1 Daltons

Monoisotopic Molecular Weight: 214.0242392178 Daltons

1-deoxy-D-xylulose 5-phosphate compound structure

SMILES: CC(=O)C(O)C(O)COP([O-])(=O)[O-]

InChI: InChI=1S/C5H11O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4-5,7-8H,2H2,1H3,(H2,9,10,11)/p-2/t4-,5-/m1/s1

InChIKey: InChIKey=AJPADPZSRRUGHI-RFZPGFLSSA-L

Unification Links: ChEBI:57792, ChemSpider:10462373, HMDB:HMDB01213, IAF1260:216273, KEGG:C11437, PubChem:23420274

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -266.07812Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

pyridoxal 5'-phosphate biosynthesis I :
1-deoxy-D-xylulose 5-phosphate + 3-amino-1-hydroxyacetone 1-phosphate → pyridoxine 5'-phosphate + phosphate + H+ + 2 H2O

thiazole biosynthesis I (facultative anaerobic bacteria) , thiazole biosynthesis II (aerobic bacteria) :
1-deoxy-D-xylulose 5-phosphate + 2-iminoacetate + a thiocarboxy-[ThiS-Protein] → 2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate + a ThiS sulfur-carrier protein + 2 H2O

Not in pathways:
a sugar phosphate + H2O → a sugar + phosphate

Reactions known to produce the compound:

methylerythritol phosphate pathway I , methylerythritol phosphate pathway II , pyridoxal 5'-phosphate biosynthesis I , thiazole biosynthesis I (facultative anaerobic bacteria) , thiazole biosynthesis II (aerobic bacteria) :
pyruvate + D-glyceraldehyde 3-phosphate + H+1-deoxy-D-xylulose 5-phosphate + CO2

S-methyl-5-thio-α-D-ribose 1-phosphate degradation II :
1-methylthio-xylulose 5-phosphate + an reduced unknown electron acceptor → 1-deoxy-D-xylulose 5-phosphate + methanethiol + an oxidized unknown electron acceptor

Not in pathways:
1-deoxy-D-xylulose + ATP → 1-deoxy-D-xylulose 5-phosphate + ADP + H+
D-ribulose 5-phosphate + NADH + H+1-deoxy-D-xylulose 5-phosphate + NAD+ + H2O

Reactions known to both consume and produce the compound:

methylerythritol phosphate pathway I , methylerythritol phosphate pathway II :
2-C-methyl-D-erythritol 4-phosphate + NADP+1-deoxy-D-xylulose 5-phosphate + NADPH + H+

In Transport reactions:
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[out] → a [PTS enzyme I]-L-histidine + a sugar phosphate[in]


References

Herz00a: Herz S, Wungsintaweekul J, Schuhr CA, Hecht S, Luttgen H, Sagner S, Fellermeier M, Eisenreich W, Zenk MH, Bacher A, Rohdich F (2000). "Biosynthesis of terpenoids: YgbB protein converts 4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate to 2C-methyl-D-erythritol 2,4-cyclodiphosphate." Proc Natl Acad Sci U S A 2000;97(6);2486-90. PMID: 10694574

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Wed Feb 10, 2016, biocyc14.