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Merck

37442

Dihydroxyacetone phosphate lithium salt

≥95.0% (TLC)

Synonym(s):

1-Hydroxy-3-(phosphonooxy)-2-propanone lithium salt, DHAP, Glycerone phosphate lithium salt

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About This Item

Empirical Formula (Hill Notation):
C3H7O6P · xLi+
CAS Number:
Molecular Weight:
170.06 (free acid basis)
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
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Quality Level

assay

≥95.0% (TLC)

form

powder

storage temp.

−20°C

SMILES string

OCC(COP(O)(O)=O)=O

InChI

1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h4H,1-2H2,(H2,6,7,8)

InChI key

GNGACRATGGDKBX-UHFFFAOYSA-N

Biochem/physiol Actions

Dihydroxyacetone phosphate (DHAP) is a metabolic intermediate involved in many pathways, including glycolysis, gluconeogenesis, glycerol metabolism, phosphatidic acid synthesis, fat metabolism, and the Calvin cycle.

Analysis Note

may contain up to 2-mol-equivalents water


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Glycerolipid biosynthesis in peroxisomes via the acyl dihydroxyacetone phosphate pathway.
A K Hajra et al.
Annals of the New York Academy of Sciences, 386, 170-182 (1982-01-01)
Jun Ogawa et al.
Bioscience, biotechnology, and biochemistry, 67(4), 933-936 (2003-06-06)
2-Deoxyribose 5-phosphate was produced from acetaldehyde and dihydroxyacetone phosphate via D-glyceraldehyde 3-phosphate by Klebsiella pneumoniae B-4-4 through deoxyriboaldolase- and triosephosphate isomerase-catalyzing reactions. Under the optimum conditions, 98.7 mM 2-deoxyribose 5-phosphate was produced from 200 mM acetaldehyde and 117 mM dihydroxyacetone
Christopher B Medina et al.
Nature, 580(7801), 130-135 (2020-04-03)
Caspase-dependent apoptosis accounts for approximately 90% of homeostatic cell turnover in the body1, and regulates inflammation, cell proliferation, and tissue regeneration2-4. How apoptotic cells mediate such diverse effects is not fully understood. Here we profiled the apoptotic metabolite secretome and