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Key Documents

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Olga A Esakova et al.
Journal of the American Chemical Society, 141(36), 14142-14151 (2019-08-08)
Quinolinic acid is a common intermediate in the biosynthesis of nicotinamide adenine dinucleotide and its derivatives in all organisms that synthesize the molecule de novo. In most prokaryotes, it is formed from the condensation of dihydroxyacetone phosphate (DHAP) and iminoaspartate
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

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