2,3-Diphosphoglyceric acid
2,3-Diphosphoglyceric acid (2,3-DPG) is an intermediate metabolite of the 2,3-BPG shunt in erythrocytes, capable of binding to hemoglobin and modulating oxygen affinity. 2,3-Diphosphoglyceric acid stabilizes the deoxyhemoglobin T-state conformation, reduces hemoglobin oxygen affinity, and promotes oxygen release in tissues. 2,3-Diphosphoglyceric acid inhibits the growth of Plasmodium falciparum within erythrocytes without causing hemolysis or a decrease in ATP levels. 2,3-Diphosphoglyceric acid is useful for research related to malaria and Alzheimer's disease.
For research use only. We do not sell to patients.
- CAS No.: 138-81-8
- Formula: C3H8O10P2
- Molecular Weight:266.04
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
IC50 & Target
[1]|
Human Endogenous Metabolite |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
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| T-cell | EC50 |
1580 μM
Compound: 2,3-diphosphoglycerate
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Effective concentration to activate gammadelta T cells
Effective concentration to activate gammadelta T cells
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[PMID: 12383012] |
In Vitro
2,3-Diphosphoglyceric acid (0.25-16 mM; 0-96 h) does not induce hemolysis in healthy human RBCs[2].
2,3-Diphosphoglyceric acid (0.25-16 mM; 48 h) exhibits cytotoxicity against HEPG2 cells with an IC50 of 6.40 mM[2].
2,3-Diphosphoglyceric acid (0.25-16 mM; 12-96 h) exhibits antimalarial activity against 3D7 P. falciparum, with its IC50 showing time dependence[2].
2,3-Diphosphoglyceric acid (8 mM; 48 h) reduces the number of merozoites produced by 3D7 P. falciparum schizonts in human erythrocytes[2].
2,3-Diphosphoglyceric acid (8 mM; 96 h) inhibits the invasion and maturation of 3D7 P. falciparum without depleting ATP in human RBCs, whereas pretreatment of RBCs before infection has no effect[2].
2,3-Diphosphoglyceric acid (8 mM) does not block the escape or re-invasion of 3D7 P. falciparum from untreated human RBCs[2].
2,3-Diphosphoglyceric acid (8 mM; 30 h) shifts the metabolic profile of 3D7 P. falciparum-infected human RBCs closer to that of uninfected RBCs, possibly involving specific metabolites[2].
2,3-Diphosphoglyceric acid (8 mM; 48 h) impairs the growth of 3D7 P. falciparum and prevents its normal entry into a new cycle[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 138-81-8
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Molecular Weight 266.04
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Formula C3H8O10P2
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SMILES
O=C(O)C(OP(O)(O)=O)COP(O)(O)=O
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Synonyms
2,3-DPG
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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Alzheimer’s Disease Modeling
Alzheimer’s Disease (AD) is a neurodegenerative disorder characterized by a progressive decline in cognitive functions and loss of specific types of neurons and synapses. Alzheimer's symptoms can be simulated in mice by injecting drugs (such as Aβ) or genetically modified.
Purity & Documentation
References
[1]. Płoszczyca K, et al. Red Blood Cell 2,3-Diphosphoglycerate Decreases in Response to a 30 km Time Trial Under Hypoxia in Cyclists. Frontiers in physiology. 2021;12:670977. [Content Brief]
[2]. Morais I, et al. Synthetic Red Blood Cell-Specific Glycolytic Intermediate 2,3-Diphosphoglycerate (2,3-DPG) Inhibits Plasmodium falciparum Development In Vitro. Front Cell Infect Microbiol. 2022 Mar 15;12:840968. [Content Brief]
[3]. Kosenko EA, et al. Relationship between chronic disturbance of 2,3-diphosphoglycerate metabolism in erythrocytes and Alzheimer disease. CNS & neurological disorders drug targets. 2016;15(1):113-23. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
2,3-Diphosphoglyceric acid Related Classifications
HY-113050 Related Classifications
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Keywords
- 2,3-Diphosphoglyceric acid
- 138-81-8
- 2,3-DPG
- Endogenous Metabolite
- Parasite
- parasite growth and maturation
- merozoite progeny
- oxygen dissociation curve
- Luebering-Rapoport pathway
- T-state conformation of hemoglobin
- 3D7 P. falciparum
- hemoglobin oxygen affinity
- glycolytic intermediate metabolite
- HEPG2 cells
- hemoglobin-binding modulator
- Inhibitor
- inhibitor
- inhibit