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CasNo： 72909-34-3
MF： C14H6N2O8
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Pyrroloquinoline quinone is an important growth factor for the body and a redox/cofactor found in a a class of enzymes called quinoproteins. It is a cofactor of microbial quinoprotein enzyme, and imidazopyrroline. it regulates the level of free radicals in the body, protects the body; anti-oxidative damage; enhances mitochondrial function; detoxification; disease, etc.
![trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate](/upload/2025/12/2e51c6b9-230f-4357-8b6f-8482852739ac.png)
trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate
pyrroloquinoline quinone
| Conditions | Yield |
|---|---|
|
With
sodium carbonate;
In
water;
at 30 ℃;
for 24h;
|
100% |
|
With
water; potassium carbonate;
In
water;
at 25 - 80 ℃;
Green chemistry;
Industrial scale;
|
91% |
|
With
potassium carbonate;
In
water;
at 25 - 80 ℃;
for 12h;
|
91% |
|
With
water; sodium hydroxide;
at 25 - 30 ℃;
for 3h;
Reagent/catalyst;
|
90% |
|
With
lithium hydroxide; water;
In
tetrahydrofuran;
for 5.5h;
|
75% |
|
With
lithium hydroxide; water;
In
tetrahydrofuran;
for 5h;
Ambient temperature;
|
75% |
|
With
sodium carbonate;
In
water;
Yield given;
|
|
|
Yield given. Multistep reaction;
|
|
|
Multi-step reaction with 2 steps
1: 92 percent / p-tuluenesulfonic acid / methanol / 4 h / Heating
2: 98 percent / 0.5 M K2CO3 / H2O / 4 h / 85 °C
With
potassium carbonate; toluene-4-sulfonic acid;
In
methanol; water;
|
4,5-Dihydro-4,5-dioxo-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester
pyrroloquinoline quinone
| Conditions | Yield |
|---|---|
|
4,5-Dihydro-4,5-dioxo-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester;
With
lithium hydroxide; water;
In
tetrahydrofuran;
at 0 - 17 ℃;
for 31.5h;
With
hydrogenchloride; potassium chloride;
In
tetrahydrofuran; water;
at 0 ℃;
for 1h;
pH=5.3 - 6;
With
sulfuric acid;
In
water;
at 20 ℃;
for 2.5h;
|
97% |
|
With
lithium hydroxide;
In
tetrahydrofuran; water;
at 25 ℃;
for 6h;
|
89% |
|
With
lithium hydroxide;
In
tetrahydrofuran;
for 6.5h;
|
89% |
|
With
lithium hydroxide;
In
tetrahydrofuran; water;
for 20.5h;
Ambient temperature;
purification with conc. H2SO4;
|
63% |
|
With
lithium hydroxide monohydrate;
In
tetrahydrofuran; water;
at 16 ℃;
for 32h;
|
14.5% |
|
With
lithium hydroxide;
|
|
|
With
water; sodium hydroxide;
at 0 - 10 ℃;
for 24h;
Reagent/catalyst;
Temperature;
|
The CAS number of Pyrroloquinoline quinone is 72909-34-3.
More information of Pyrroloquinoline quinone 72909-34-3 are:
|
CAS Number |
72909-34-3 |
|
Density |
1.963 g/cm3 |
|
Boiling Point |
1018.6 °C at 760 mmHg |
|
Flash Point |
569.8 °C |
|
Vapor Pressure |
0mmHg at 25°C |
|
Refractive Index |
1.801 |
|
HS CODE |
29339900 |
|
PSA |
174.72000 |
|
LogP |
0.55030 |
|
Pka |
1.88±0.20(Predicted) |
Synonyms for Pyrroloquinoline quinone 72909-34-3:2,7,9-Tricarboxy-4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline;4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid;Coenzyme PQQ;Methoxatin;Methoxatine;PQQ;Pyrroloquinoline quinone;
The chemical formula of Pyrroloquinoline quinone is C14H6N2O8 which containing 14 Carbon atoms,6 Hydrogen atoms,2 Nitrogen atoms and 8 Oxygen atoms,and the molecular weight of Pyrroloquinoline quinone is 330.21.
Pyrroloquinoline quinone (PQQ) is a novel biofactor for which a proposition can be made for physiological importance. PQQ was first recognized as an enzyme cofactor in bacteria. It has recently been tentatively identified as a component of interstellar dust. Thus, PQQ may have been present throughout early biological conception and evolution. PQQ is also a potent plant growth factor. Consequently, for animals and humans, there has been constant exposure to PQQ. In animals, PQQ is reported to participate in a range of biological functions with apparent survival benefits (e.g., improved neonatal growth and reproductive performance). There are also benefits from PQQ supplementation related to cognitive, immune, and antioxidant functions, as well as protection from cardiac and neurological ischemic events. Although PQQ is not currently viewed as a vitamin, its involvement in cell signaling pathways, particularly those important to mitochondriogenesis in experimental animal models, may eventually provide a rationale for defining PQQ as vital to life. For humans, such evidence suggests there may be similar parallels or benefits from improving PQQ status.
InChI:InChI=1/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24)
Relevant articles related to Pyrroloquinoline quinone:
|
Article |
Source |
|
Studies of Redox Cofactor Pyrroloquinoline Quinone and Its Interaction with Lanthanides(III) and Calcium(II) |
Lumpe, Henning,Daumann, Lena J. , p. 8432 - 8441 (2019) |
|
Characterization of a protein-generated O2 binding pocket in PqqC, a cofactorless oxidase catalyzing the final step in PQQ production |
RoseFigura, Jordan M.,Ehringer, Sandra,Schwarzenbacher, Robert,Toyama, Hirohide,Klinman, Judith P. , p. 1556 - 1566 (2011) |
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