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37442

Sigma-Aldrich

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)
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

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

Related Categories

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

replaced by

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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)
Giovanni Covaleda-Cortés et al.
Marine drugs, 17(9) (2019-09-01)
A very powerful proteinaceous inhibitor of metallocarboxypeptidases has been isolated from the marine snail Nerita versicolor and characterized in depth. The most abundant of four, very similar isoforms, NvCla, was taken as reference and N-terminally sequenced to obtain a 372-nucleotide
John P Richard
Biochemistry, 51(13), 2652-2661 (2012-03-14)
Triosephosphate isomerase (TIM) catalyzes the stereospecific 1,2-proton shift at dihydroxyacetone phosphate (DHAP) to give (R)-glyceraldehyde 3-phosphate through a pair of isomeric enzyme-bound cis-enediolate phosphate intermediates. The chemical transformations that occur at the active site of TIM were well understood by
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

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