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Glyceraldehyde 3 phosphate

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Formula
  
C3H7O6P

Molar mass
  
170.0578 g/mol

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Glyceraldehyde 3 phosphate


Glyceraldehyde 3-phosphate, also known as triose phosphate or 3-phosphoglyceraldehyde and abbreviated as G3P, GA3P, GADP, GAP, TP, GALP or PGAL, is a chemical compound that occurs as an intermediate in several central metabolic pathways of all organisms. It is a phosphate ester of the 3-carbon sugar glyceraldehyde and has chemical formula C3H7O6P.

Contents

Glyceraldehyde 3-phosphate DGlyceraldehyde 3phosphate solution 813 mgmL in H2O SigmaAldrich

The CAS number of glyceraldehyde 3-phosphate is 591-59-3 and that of D-glyceraldehyde 3-phosphate (one of the two optical isomers of the compound and the one most often occurring in living organisms) is 591-57-1.

Glyceraldehyde 3-phosphate DLGlyceraldehyde 3phosphate solution 4555 mgmL in H2O Sigma

Formation

D-glyceraldehyde 3-phosphate is formed from the following three compounds in reversible reactions:

  • Fructose-1,6-bisphosphate (F1,6BP), catalyzed by aldolase.

  • Glyceraldehyde 3-phosphate Glyceraldehyde3Phosphate Dehydrogenase Worthington Enzyme Manual

    Compound C05378 at KEGG Pathway Database. Enzyme 4.1.2.13 at KEGG Pathway Database. Compound C00111 at KEGG Pathway Database. Compound C00118 at KEGG Pathway Database.

    Glyceraldehyde 3-phosphate glyceraldehyde 3phosphate C3H5O6P ChemSpider

    The numbering of the carbon atoms indicates the fate of the carbons according to their position in fructose 6-phosphate.

  • Dihydroxyacetone phosphate (DHAP), catalyzed by triose phosphate isomerase.
  • Compound C00111 at KEGG Pathway Database.Enzyme 5.3.1.1 at KEGG Pathway Database.Compound C00118 at KEGG Pathway Database.

  • 1,3-bisphosphoglycerate (1,3BPG), catalyzed by glyceraldehyde 3-phosphate dehydrogenase.
  • As a substrate

  • To produce 1,3-bisphospho-D-glycerate in glycolysis.

  • Glyceraldehyde 3-phosphate 03 Glyceraldehyde3phosphate Dehydrogenase chem471

    Compound C00118 at KEGG Pathway Database. Enzyme 1.2.1.12 at KEGG Pathway Database. Reaction R01063 at KEGG Pathway Database. Compound C00236 at KEGG Pathway Database.

    Glyceraldehyde 3-phosphate dglyceraldehyde 3phosphate C3H7O6P ChemSpider

    D-glyceraldehyde 3-phosphate is also of some importance since this is how glycerol (as DHAP) enters the glycolytic and gluconeogenic pathways. Furthermore, it is a participant in and a product of the pentose phosphate pathway.

    Interactive pathway map

    |Click on genes, proteins and metabolites below to link to respective articles.

    An intermediate in photosynthesis

    During plant photosynthesis, 2 molecules of glycerate 3-phosphate (GP; also known as 3-phosphoglycerate) are produced by the first step of the light-independent reactions when ribulose 1,5-bisphosphate (RuBP) and carbon dioxide are catalysed by the rubisco enzyme. The GP is converted to D-glyceraldehyde 3-phosphate (G3P) using the energy in ATP and the reducing power of NADPH as part of the Calvin cycle. This returns ADP, phosphate ions Pi, and NADP+ to the light-dependent reactions of photosynthesis for their continued function. RuBP is regenerated for the Calvin cycle to continue.

    G3P is generally considered the prime end-product of photosynthesis and it can be used as an immediate food nutrient, combined and rearranged to form monosaccharide sugars, such as glucose, which can be transported to other cells, or packaged for storage as insoluble polysaccharides such as starch.

    Balance sheet

    6 CO2 + 6 RuBP (+ energy from 12 ATP and 12 NADPH) →12 G3P (3-carbon)

    10 G3P (+ energy from 6 ATP) → 6 RuBP (i.e. starting material regenerated)

    2 G3Pglucose (6-carbon).

    In tryptophan biosynthesis

    Glyceraldehyde 3-phosphate occurs as a byproduct in the biosynthesis pathway of tryptophan, an essential amino acid that cannot be produced by the human body.

    In thiamine biosynthesis

    Glyceraldehyde 3-phosphate occurs as a reactant in the biosynthesis pathway of thiamine (Vitamin B1), another substance that cannot be produced by the human body

    References

    Glyceraldehyde 3-phosphate Wikipedia