2,3-DIPHOSPHOGLYCERATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C3H8O10P2
Molecular Weight	266.0371
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C(COP(O)(O)=O)OP(O)(O)=O

InChI

InChIKey=XOHUEYCVLUUEJJ-UHFFFAOYSA-N

InChI=1S/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)

HIDE SMILES / InChI

Molecular Formula	C3H8O10P2
Molecular Weight	266.0371
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
Haemoglobin oxygen affinity and regulating factors of the blood oxygen transport in canine and feline blood.	2004-08	15120957
Modulation of red cell glycolysis: interactions between vertebrate hemoglobins and cytoplasmic domains of band 3 red cell membrane proteins.	2004-08	15087282
From the Arctic to fetal life: physiological importance and structural basis of an 'additional' chloride-binding site in haemoglobin.	2004-06-15	14979874
Congenital erythrocytosis and polycythemia vera in childhood and adolescence.	2004-06-04	15175960
The interaction of haemoglobin, magnesium, organic phosphates and band 3 protein in nucleated and anucleated erythrocytes.	2004-05-05	15124183
Low membrane protein sulfhydrils but not G6PD deficiency predict ribavirin-induced hemolysis in hepatitis C.	2004-05	15122753
Characterization of the cofactor-independent phosphoglycerate mutase from Leishmania mexicana mexicana. Histidines that coordinate the two metal ions in the active site show different susceptibilities to irreversible chemical modification.	2004-05	15096219
Domain-specific effector interactions within the central cavity of human adult hemoglobin in solution and in porous sol-gel matrices: evidence for long-range communication pathways.	2004-04-27	15096052
The "ascorbate" effect on 2,3-DPG is known to be due to oxalate.	2004-04	15078256
Erythrocytosis due to bisphosphoglycerate mutase deficiency with concurrent glucose-6-phosphate dehydrogenase (G-6-PD) deficiency.	2004-04	15054810
Proteomic analysis of the human pathogen Trypanosoma cruzi.	2004-04	15048986
Hyperthermophilic and salt-dependent formyltransferase from Methanopyrus kandleri.	2004-04	15046586
Acclimation to hypothermic incubation in developing chicken embryos (Gallus domesticus): II. Hematology and blood O2 transport.	2004-04	15037649
Quality determinants of erythrocyte destined for transfusion.	2004-03	15095789
Archaeal phylogeny based on proteins of the transcription and translation machineries: tackling the Methanopyrus kandleri paradox.	2004	15003120
An electrochemical investigation of effect of ATP on hemoglobin.	2003-12-01	14556898
Erythroid pyrimidine 5'-nucleotidase: cloning, developmental expression, and regulation by cAMP and in vivo hypoxia.	2003-12-01	12907448
Effects of storage on efficacy of red cell transfusion: when is it not safe?	2003-12	14724467
Regulation of hemoglobin affinity for oxygen by carbonic anhydrase.	2003-12	14713893
A rare example that coinheritance of a severe form of beta-thalassemia and alpha-thalassemia interact in a "synergistic" manner to balance the phenotype of classic thalassemic syndromes.	2003-11-05	15003825
Modified formulation of CPDA for storage of whole blood, and of SAGM for storage of red blood cells, to maintain the concentration of 2,3-diphosphoglycerate.	2003-11	14633250
Effects of rejuvenation and frozen storage on 42-day-old AS-3 RBCs.	2003-11	14617310
Human erythrocyte membrane band 3 protein influences hemoglobin cooperativity. Possible effect on oxygen transport.	2003-10-10	12893828
Significance of affinity and cooperativity in oxygen binding to hemoglobin of horse fetal and maternal blood.	2003-09	14578568
Decreased 2,3-diphosphoglycerate concentration in low cardiac output patients and its influence on the determination of in vivo p50.	2003-08	12911339
A reexamination of the mechanisms underlying the arteriovenous chloride shift.	2003-07-22	14671708
A phospholipase D-dependent process forms lipid droplets containing caveolin, adipocyte differentiation-related protein, and vimentin in a cell-free system.	2003-07-18	12730229
Controlling the oxygenation level of hemoglobin by using a synthetic receptor for 2,3-bisphosphoglycerate.	2003-07-07	12851955
Beta7E-beta132K salt bridge and sickle haemoglobin stability and conformation.	2003-07	12846903
Twelve-week RBC storage.	2003-07	12823745
[Effect of temperature, pH, and organic phosphates on hemoglobins in fishes].	2003-06-21	12815966
The effects of 2,3-diphosphoglycerate, adenosine triphosphate, and glycosylated hemoglobin on the hemoglobin-oxygen affinity of diabetic patients.	2003-06	12792702
The use of selective pharmacological inhibitors to delineate signal transduction pathways activated during complement receptor-mediated degranulation in chicken heterophils.	2003-05	12757738
Decreased level of 2,3-diphosphoglycerate and alteration of structural integrity in erythrocytes infected with Plasmodium falciparum in vitro.	2003-04	12841355
Molecular adaptation to hibernation: the hemoglobin of Dryomys nitedula.	2003-04	12690462
Molecular engineering of proteins with predefined function. Part I: Design of a hemoglobin-based oxygen carrier.	2003-03	12684069
A fluorescent sensor for 2,3-bisphosphoglycerate using a europium tetra-N-oxide bis-bipyridine complex for both binding and signaling purposes.	2003-01-03	12506364
Whale (Balaenoptera physalus) haemoglobin: primary structure, functional characterisation and computer modelling studies.	2003-01	12524033
Divalent cation hinder the solubilization of a tubulin kinase activity from Trypanosoma cruzi epimastigotes.	2003	14631869
Influence of glucose in dialyzing fluid on purine concentrations in hemodialyzed patients with chronic renal failure.	2003	14520019
Mechanisms controlling the oxygen consumption in experimentally induced hypochloremic alkalosis in calves.	2002-12-25	12498570
[Progress in study of erythrocytes].	2002-12	12655712
Elevation of oleate-activated phospholipase D activity during thymic atrophy.	2002-12	12460188
Structure of human carbonmonoxyhemoglobin at 2.16 A: a snapshot of the allosteric transition.	2002-12	12454461
Trypanosoma cruzi: in vitro phosphorylation of tubulin by a protein kinase CK2-like enzyme.	2002-11-13	12427467
Importance of helices A and H in oxygen binding differences between bovine and human hemoglobins.	2002-11	12484632
Polar bear hemoglobin and human Hb A0: same 2,3-diphosphoglycerate binding site but asymmetry of the binding?	2002-11	12484631
[Establishment of the leucocyte - depleted autologous whole blood pack].	2002-11	12404149
Storage of red blood cells: new approaches.	2002-10	12415514
Improved maintenance of 2,3 DPG and ATP in RBCs stored in a modified additive solution.	2002-07	12375653

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:29:20 GMT 2025` Edited by `admin` on `Mon Mar 31 21:29:20 GMT 2025`
Record UNII	TZ4454O4YZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2,3-BISPHOSPHOGLYCERIC ACID

Preferred Name

English

2,3-DIPHOSPHOGLYCERATE

Common Name

English

2,3-DIPHOSPHOGLYCERIC ACID

Common Name

English

GLYCERIC ACID, DIPHOSPHATE

Common Name

English

GLYCERIC ACID, BIS(DIHYDROGEN PHOSPHATE)

Common Name

English

GLYCERATE 2,3-DIPHOSPHATE

Common Name

English

2,3-DPG

Common Name

English

DIPHOSPHOGLYCERIC ACID

Systematic Name

English

PROPANOIC ACID, 2,3-BIS(PHOSPHONOOXY)-

Common Name

English

Classification Tree Code System Code

LOINC

49217-3