3-Phospho-D-glyceroyl phosphate (BioCAD00000003798)
Metabolite Card
Formula: C3H8O10P2 (265.9593)
SMILES: O[C@H](COP(O)(O)=O)C(=O)OP(O)(O)=O
Synonyms [en]
3-Phospho-D-glyceroyl phosphate; (R)-2-Hydroxy-3-(phosphonooxy)-1-monoanhydride with phosphoric propanoic acid; phosphoglyceroyl-P; P-glyceroyl-P; 1,3-Bisphospho-D-glycerate; 3-phosphoglyceroyl-phosphate
Last reviewed on 2024-06-28.
Cite this Page
3-Phospho-D-glyceroyl phosphate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000003798). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Glyceric acid 1,3-biphosphate (CAS: 1981-49-3), also known as 1,3-bisphosphoglycerate (1,3BPG) or PGAP, is a 3-carbon organic molecule present in most, if not all living creatures. It primarily exists as a metabolic intermediate in glycolysis during respiration. 1,3BPG has been recognized as regulatory signal implicated in the control of metabolism, oxygen affinity of red cells, and other cellular functions. 1,3BPG concentration in erythrocytes changes in a number of pathological conditions, such as inherited phosphoglycerate kinase deficiency in erythrocytes (involved in the synthesis and breakdown of 1,3BPG) (PMID: 3555887). Glyceric acid 1,3-biphosphate is phosphorylated at the number 1 and 3 carbons. The result of this phosphorylation gives 1,3BPG important biological properties such as the ability to phosphorylate ADP to form the energy storage molecule ATP (Wikipedia).
DBLinks
- CAS Registry Number: 38168-82-0
- PubChem CID: 439191
- ChEBI: 16001
- HMDB: HMDB0001270
- LipidMaps:
- KEGG: C00236
- BioCyc: DPG
- NCBI MeSH: glycerate 1,3-biphosphate
- Wikipedia: 1,3-Bisphosphoglyceric acid
Other DBLinks
- CAS Registry Number: 1981-49-3
- CAS Registry Number: 38168-82-0
- PubChem: 42609797
- PubChem: 439191
- PubChem: 683
- ChEBI: ChEBI:16001
- ChEBI: ChEBI:89363
- HMDB: HMDB0001270
- KEGG: C00236
- BioCyc: DPG
- NCBI MeSH: glycerate 1,3-biphosphate
- Wikipedia: 1,3-Bisphosphoglyceric acid
- Wikipedia: 1,3-Bisphosphoglyceric_acid
- Wikipedia: 1\,3-Biphosphoglycerate
- RefMet: RM0028463
- Metlin: METLIN_329
- Metlin: METLIN_63116
- Coconut NaturalProduct: CNP0085583.1
Class / Ontology
- WishartLab ClassyFire: [Phosphate esters] Phosphate esters
- RefMet: [Sugar acids] Sugar acids
- ChEBI: [CHEBI:16001] 3-phospho-D-glyceroyl dihydrogen phosphate
- ChEBI: [CHEBI:89363] Glyceric acid 1,3-biphosphate
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01061 | 1.2.1.12 | D-glyceraldehyde-3-phosphate:NAD+ oxidoreductase (phosphorylating) |
| KEGG:R01063 | 1.2.1.13 | D-glyceraldehyde-3-phosphate:NADP+ oxidoreductase (phosphorylating) |
| KEGG:R01512 | 2.7.2.3 | ATP:3-phospho-D-glycerate 1-phosphotransferase |
| KEGG:R01515 | 3.6.1.7 | 3-phospho-D-glyceroyl phosphate phosphohydrolase |
| KEGG:R01517 | 2.7.2.10 | GTP:3-phospho-D-glycerate 1-phosphotransferase |
| KEGG:R01660 | 2.7.1.106 | 3-phospho-D-glyceroyl-phosphate:alpha-D-glucose-1-phosphate 6-phosphotransferase |
| KEGG:R01662 | 5.4.2.4 | 3-phospho-D-glycerate 1,2-phosphomutase |
| KEGG:R02188 | 2.7.4.17 | 3-phospho-D-glyceroyl-phosphate:polyphosphate phosphotransferase |
| BioCyc:GAPOXNPHOSPHN-RXN | 1.2.1.12 | GAP + Pi + NAD<=>PROTON + DPG + NADH |
| BioCyc:PHOSGLYPHOS-RXN | 2.7.2.3 | G3P + ATP<=>DPG + ADP |
| BioCyc:GLUCOSE-16-BISPHOSPHATE-SYNTHASE-RXN | 2.7.1.106 | GLC-1-P + DPG<=>PROTON + ALPHA-GLUCOSE-16-BISPHOSPHATE + G3P |
| BioCyc:RXN-17274 | Protein-Histidines + DPG<=>Protein-pi-phospho-L-histidines + G3P + PROTON | |
| BioCyc:RXN-16914 | 2.3.1.- | ACP + DPG + WATER --> D-Glyceryl-ACP + 2 Pi |
| BioCyc:BISPHOSPHOGLYCERATE-MUTASE-RXN | 5.4.2.4 | DPG --> PROTON + 23-DIPHOSPHOGLYCERATE |
| BioCyc:GAPDHSYNEC-RXN | 1.2.1.59 | GAP + Pi + NAD-P-OR-NOP<=>DPG + NADH-P-OR-NOP + PROTON |
| BioCyc:2.7.4.17-RXN | 2.7.4.17 | DPG + Long-Chain-Polyphosphate --> G3P + Long-Chain-Polyphosphate |
| BioCyc:PHOSPHOGLYCERATE-KINASE-GTP-RXN | 2.7.2.10 | G3P + GTP<=>DPG + GDP |
| BioCyc:1.2.1.13-RXN | 1.2.1.13 | DPG + NADPH + PROTON --> GAP + Pi + NADP |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:LEISH_PWY3IU-99 | superpathway of central carbon metabolism |
| BioCyc:LEISH_GLYCOLYSIS | glycolysis I |
| BioCyc:LEISH_GLUCONEO-PWY | gluconeogenesis I |
| BioCyc:TRYPANO_PWY-3801 | sucrose degradation to ethanol and lactate (anaerobic) |
| BioCyc:TRYPANO_GLYCOLYSIS-TCA-GLYOX-BYPASS | superpathway of glycolysis, pyruvate dehydrogenase, TCA, and glyoxylate bypass |
| BioCyc:LEISH_PWY3IU-61 | superpathway of glycolysis, pyruvate dehydrogenase and TCA cycle |
| BioCyc:TRYPANO_GLYCOLYSIS-E-D | superpathway of glycolysis and Entner-Doudoroff |
| BioCyc:TRYPANO_PWY-5484 | glycolysis II |
| BioCyc:TRYPANO_P122-PWY | heterolactic fermentation |
| BioCyc:TRYPANO_GLUCONEO-PWY | gluconeogenesis I |
| BioCyc:CALBI_GLUCONEO-PWY | gluconeogenesis |
| BioCyc:TRYPANO_P124-PWY | Bifidobacterium shunt |
| BioCyc:TRYPANO_GLYCOLYSIS | glycolysis I |
| BioCyc:TRYPANO_P185-PWY | formaldehyde assimilation III (dihydroxyacetone cycle) |
| BioCyc:TRYPANO_ANAGLYCOLYSIS-PWY | glycolysis III |
| BioCyc:CALBI_GLYCOLYSIS | glycolysis |
| Plant Reactome:R-OAU-2744345 | Metabolism and regulation |
| Plant Reactome:R-OAU-2883407 | Carbohydrate metabolism |
| Plant Reactome:R-OAU-1119519 | Calvin cycle |
| Plant Reactome:R-CME-1119424 | glycolysis I |