Details of Metabolite

General Information of MET (ID: META00366)
Name Fructose 1,6-bisphosphate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1,6-Di-O-phosphono-beta-D-fructofuranose; BETA FRUCTOSE 1,6-diphosphATE; D-Fructose 1,6-biphosphate; D-Fructose 1,6-bisphosphate; D-Fructose 1,6-diphosphate; Diphosphofructose; Fosfructose; Fructose 1,6-bis(dihydrogen phosphate); Fructose 1,6-bisphosphate; Fructose 1,6-diphosphate; Fructose-1,6-diphosphate; Fructose-1,6-diphosphate magnesium salt; Fructose-1,6-diphosphate, (L)-isomer; Fructose-1,6-diphosphate, (alpha-D)-isomer; Fructose-1,6-diphosphate, (beta-D)-isomer; Fructose-1,6-diphosphate, 2-(18)O-labeled; Fructose-1,6-diphosphate, barium (1:2) salt; Fructose-1,6-diphosphate, calcium (1:2) salt; Fructose-1,6-diphosphate, calcium salt; Fructose-1,6-diphosphate, disodium salt; Fructose-1,6-diphosphate, monosodium salt; Fructose-1,6-diphosphate, sodium salt, monohydrate; Fructose-1,6-diphosphate, tetrapotassium salt; Fructose-1,6-diphosphate, tetrasodium salt; Fructose-1,6-diphosphate, trisodium salt; SR-FDP; Strontium fructose 1,6-diphosphate; Strontium fructose-1,6-diphosphate; b FRUCTOSE 1,6-diphosphate; b FRUCTOSE 1,6-diphosphoric acid; b-D-Fructose 1,6-bisphosphate; b-D-Fructose 1,6-bisphosphoric acid; beta-D-Fructofuranose 1,6-bisphosphate; beta-D-Fructofuranose 1,6-diphosphate; beta-D-Fructose 1,6-bisphosphate
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food
Structure Type   Carbohydrates and carbohydrate conjugates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic oxygen compounds
Organooxygen compounds
Carbohydrates and carbohydrate conjugates
PubChem CID
10267
HMDB ID
HMDB0001058
Formula
C6H14O12P2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C05378
DrugBank ID
DB04551
ChEBI ID
28013
FooDB ID
FDB022397
ChemSpider ID
9848
METLIN ID
147
Physicochemical Properties Molecular Weight 340.12 Topological Polar Surface Area 203
XlogP -5.6 Complexity 428
Heavy Atom Count 20 Rotatable Bond Count 6
Hydrogen Bond Donor Count 7 Hydrogen Bond Acceptor Count 12
Function
Fructose 1,6-bisphosphate is fructose sugar or fructosephosphate that has been phosphorylated on carbons 1 and 6. The beta-D-form of this compound is very common in cells. The vast majority of glucose and fructose entering a cell is converted to fructose 1,6-bisphosphate at some point. Fructose 1,6-bisphosphate is a key component in the glycolysis metabolic pathway and is produced by phosphorylation of fructose 6-phosphate The enzyme phosphofructokinase uses ATP to transfer a phosphate group to fructose 6-phosphate to form fructose 1, 6-bisphosphate fructose. The enzyme aldolase splits fructose 1,6-bisphosphate into two sugars that are isomers of each other. These two sugars are dihydroxyacetone phosphate and glyceraldehyde phosphate. Fructose 1,6-bisphosphate is an allosteric activator of pyruvate kinase.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Glucose-6-phosphatase 3 (G6PC3) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of G6pc3
                      Induced Change Fructose 1,6-bisphosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Neutropenia [ICD-11: 4B00]
                      Details It is reported that knockout of G6pc3 leads to the decrease of fructose 1,6-bisphosphate levels compared with control group.
            Leukotriene-C4 hydrolase (GGT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockdown (siRNA) of GGT1
                      Induced Change Fructose 1,6-bisphosphate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of fructose 1,6-bisphosphate levels compared with control group.
            Sulfatase sulf-1 (SULF1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [3]
                      Introduced Variation Knockdown (shRNA) of SULF1
                      Induced Change Fructose 1,6-bisphosphate concentration: increase (FC = 2.89)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the increase of fructose 1,6-bisphosphate levels compared with control group.
      Oxidoreductases (EC 1)
            L-2-hydroxyglutarate dehydrogenase (L2HGDH) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [4]
                      Introduced Variation Mutation (Nonsense mutations or missense mutations) of L2hgdh
                      Induced Change Fructose 1,6-bisphosphate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Melanoma [ICD-11: 2C30]
                      Details It is reported that mutation (nonsense mutations or missense mutations leading to KMT2D loss) of L2hgdh leads to the increase of fructose 1,6-bisphosphate levels compared with control group.
      Transcription factor (TF)
            Myc proto-oncogene protein (MYC) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [5]
                      Introduced Variation Knockdown (siRNA) of MYC
                      Induced Change Fructose 1,6-bisphosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colorectal cancer [ICD-11: 2B91]
                      Details It is reported that knockdown of MYC leads to the decrease of fructose 1,6-bisphosphate levels compared with control group.
      Transferases (EC 2)
            Acetylglucosaminyltransferase 5 (MGAT5) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [6]
                      Introduced Variation Knockout of Mgat5
                      Induced Change Fructose 1,6-bisphosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Mgat5 leads to the decrease of fructose 1,6-bisphosphate levels compared with control group.
            Pyridoxal kinase (PDXK) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [7]
                      Introduced Variation Knockout (CRISPR/Cas9 sgRNA) of Pdxk
                      Induced Change Fructose 1,6-bisphosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Acute myeloid leukaemia [ICD-11: 2A60]
                      Details It is reported that knockout of Pdxk leads to the decrease of fructose 1,6-bisphosphate levels compared with control group.
            Transaldolase (TALDO1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [8]
                      Introduced Variation Knockout of Taldo1
                      Induced Change Fructose 1,6-bisphosphate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Taldo1 leads to the increase of fructose 1,6-bisphosphate levels compared with control group.
References
1 Failure to eliminate a phosphorylated glucose analog leads to neutropenia in patients with G6PT and G6PC3 deficiency. Proc Natl Acad Sci U S A. 2019 Jan 22;116(4):1241-1250.
2 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
3 HSulf-1 deficiency dictates a metabolic reprograming of glycolysis and TCA cycle in ovarian cancer. Oncotarget. 2015 Oct 20;6(32):33705-19.
4 Enhancer Reprogramming Confers Dependence on Glycolysis and IGF Signaling in KMT2D Mutant Melanoma. Cell Rep. 2020 Oct 20;33(3):108293.
5 Global metabolic reprogramming of colorectal cancer occurs at adenoma stage and is induced by MYC. Proc Natl Acad Sci U S A. 2017 Sep 12;114(37):E7697-E7706.
6 N-glycan remodeling on glucagon receptor is an effector of nutrient sensing by the hexosamine biosynthesis pathway. J Biol Chem. 2014 Jun 6;289(23):15927-41.
7 Vitamin B6 Addiction in Acute Myeloid Leukemia. Cancer Cell. 2020 Jan 13;37(1):71-84.e7.
8 Two isoforms of TALDO1 generated by alternative translational initiation show differential nucleocytoplasmic distribution to regulate the global metabolic network. Sci Rep. 2016 Oct 5;6:34648.

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