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Pyrroloquinoline quinone

CAS No.
72909-34-3
Chemical Name:
Pyrroloquinoline quinone
Synonyms
PQQ;PPQ;METHOXATIN;PYRROLOQUINOLINE;Coenzyme PQQ;1H-Pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylicacid, 4,5-dihydro-4,5-dioxo-;PQQ Cofactor, Pyrroloquinoline quinone, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid;PQQ98%;PQQ CAS;PQQ Acid
CBNumber:
CB6140290
Molecular Formula:
C14H6N2O8
Molecular Weight:
330.21
MDL Number:
MFCD00043125
MOL File:
72909-34-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 12:01:10
Product description Number Pack Size Price
Pyrroloquinoline quinone ≥95.0% (HPLC) D7783 1mg $185
Pyrroloquinoline quinone ≥95.0% (HPLC) D7783 5mg $527
Pyrroloquinoline Quinone P2781 1G $170
Pyrroloquinoline Quinone P2781 5G $591
Pyrroloquinoline quinone ≥95% 20681 1mg $25
More product size

Pyrroloquinoline quinone Properties

Melting point 222 - 224°C
Boiling point 1018.6±65.0 °C(Predicted)
Density 1.963±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
pka 1.88±0.20(Predicted)
form Solid
color Orange to Red
biological source synthetic
BRN 3596812
Stability Light and Temperature Sensitive
Cosmetics Ingredients Functions SKIN CONDITIONING
HUMECTANT
SKIN PROTECTING
ANTIOXIDANT
InChI InChI=1S/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)
InChIKey MMXZSJMASHPLLR-UHFFFAOYSA-N
SMILES N1C2=C(C3NC(C(O)=O)=CC=3C(=O)C2=O)C(C(O)=O)=CC=1C(O)=O
FDA UNII 47819QGH5L
UNSPSC Code 12352106
NACRES NA.79

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
8
HS Code  29339900
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

Pyrroloquinoline quinone price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D7783 Pyrroloquinoline quinone ≥95.0% (HPLC) 72909-34-3 1mg $185 2026-03-19 Buy
Sigma-Aldrich D7783 Pyrroloquinoline quinone ≥95.0% (HPLC) 72909-34-3 5mg $527 2026-03-19 Buy
TCI Chemical P2781 Pyrroloquinoline Quinone 72909-34-3 1G $170 2026-03-19 Buy
TCI Chemical P2781 Pyrroloquinoline Quinone 72909-34-3 5G $591 2026-03-19 Buy
Cayman Chemical 20681 Pyrroloquinoline quinone ≥95% 72909-34-3 1mg $25 2024-03-01 Buy
Product number Packaging Price Buy
D7783 1mg $185 Buy
D7783 5mg $527 Buy
P2781 1G $170 Buy
P2781 5G $591 Buy
20681 1mg $25 Buy

Pyrroloquinoline quinone Chemical Properties,Uses,Production

Description

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.

Chemical Properties

Orange-Red Solid

Uses

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.

Application

Pyrroloquinoline quinone has been used:
as a component of nanocurcumin formulation (NCF), to study its therapeutic effect on ameliorate hypoxia-induced stress in hypertrophied cardiomyocytes.
as a standard in fluorescence analysis.
to test its efficiency in suppressing restrained oxidative stress and hepatic fibrogenesis in mouse models.
Pyrroloquinoline quinone(PQQ) has been reported to function as a water soluble vitamin/cofactor and as an antioxidant. PQQ disodium salt is proposed for use due to its nutritive value in the United States (U.S.) in foods, such as energy, sport, and isotonic drinks; non-milk based meal replacement beverages; water (bottled, enhanced, fortified); milk-based meal replacement beverages; cereal and granola bars; and energy, meal replacement, and fortified bars. PQQ is also intended for use in dietary supplements.

Definition

ChEBI: Pyrroloquinoline quinone is a pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions. It has a role as a water-soluble vitamin (role), a cofactor, an antioxidant and an anti-inflammatory agent. It is a member of orthoquinones, a tricarboxylic acid and a pyrroloquinoline cofactor. It is a conjugate acid of a pyrroloquinoline quinone(3-).

benefits

Supplementation of Pyrroloquinoline quinone(PQQ) is found to aid in weight loss, improve insulin sensitivity, and help prevent metabolic syndrome. PQQ has shown promising results in increasing insulin sensitivity, potentially aiding in the prevention or management of metabolic disorders.[1]

General Description

PQQ is pyrroloquinoline quinone. It is sometimes called methoxatin, pyrroloquinoline quinone disodium salt, and a longevity vitamin. It is a compound made by bacteria and is found in fruits and vegetables.PQQ in bacteria helps them digest alcohol and sugar, which makes energy. This energy helps them survive and grow. Animals and plants don’t use PQQ the same way that bacteria do, but it is a growth factor that helps plants and animals grow. It also seems to help them tolerate stress.

Biochem/physiol Actions

Pyrroloquinoline Quinone (PQQ) plays a vital role in gluconic acid production and biosynthesis by microbes. It acts as an effective microbial growth stimulant and biological control determinant for plant pathogens. PQQ also acts as an anti-melanogenic agent and is used to treat disorders related to hyper pigmentation. It exhibits diverse role in metabolism and cell signaling pathways. PQQ is used as a potential therapeutic to treat liver fibrosis.

Synthesis

Pyrroloquinoline quinone is prepared by the reaction of trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate. The steps are as follows:
With sodium carbonate In water at 30℃; for 24h;
Or with water; potassium carbonate In water at 25 - 80℃; Green chemistry; Industrial scale.
Pyrroloquinoline quinone synthesis

Source

Pyrroloquinoline quinone (PQQ) is a compound commonly found in fruits, vegetables and certain bacteria. These include: tea, papaya, spinach, peppers, kiwi, parsley, celery, fermented soybeans or natto. The concentrations of PQQ in food are shown in the table below:
ConcentratIons of PQQ In foods

Purification Methods

Efflorescent yellow-orange needles of PQQ are formed on recrystallising from H2O by addition of Me2CO, or better from a supersaturated aqueous solution, as it forms an acetone adduct. [Forrest et al. Nature 280 843 1979.] It has also been purified by passage through a C-18 reverse phase silica cartridge or a silanized silica gel column in aqueous solution whereby methoxantin remains behind as a red-orange band at the origin. This band is collected and washed thoroughly with dilute aqueous HCl (pH 2) and is then eluted with MeOH/H2O (7:3) and evaporated in vacuo to give the coenzyme as a red solid. It has also been purified by dissolving it in aqueous 0.5M K2CO3 and acidified to pH 2.5 whereby PQQ precipitates as a deep red solid which is collected and dried in vacuo. Methoxantin elutes at 3.55 retention volumes from a C18 _Bondapak column using H2O/MeOH (95:5) + 0.1% AcOH pH 4.5. It has UV max at 247 and 330nm (shoulder at 270nm) in H2O and max at 250 and 340nm in H2O at pH 2.5. With excitation at ex 365nm it has a max emission at 483nm. The 13C NMR has : 113.86, 122.76, 125.97, 127.71, 130.68, 137.60, 144.63, 146.41, 147.62, 161.25, 165.48, 166.45, 173.30 and 180.00ppm. When a solution in 10% aqueous MeCO is adjusted to pH 9 with aqueous NH3 and kept at 25o for 30minutes, the acetone adduct is formed; UV has max at 250, 317 and 360nm (H2O, pH 5.5), and with ex at 360nm it has max fluorescence at max at 465nm; and the 13C NMR [(CD3)2SO, TMS] has : 29.77, 51.06, 74.82, 111.96, 120.75, 121.13, 125.59, 126.88, 135.21, 139.19, 144.92, 161.01, 161.47, 165.17, 168.61, 190.16 and 207.03ppm. It also forms a methanol adduct. When it is reacted with Me2SO4/K2CO3 in dry Me2NCHO at 80o for 4hours, it forms the trimethyl ester which has m 265-267o(dec) [260-263o(dec) also reported] after recrystallisation from hot MeCN (orange crystals) with UV max at 252 and 344nm (H2O) and 251, 321 and 373nm (in MeOH; MeOH adduct ). [Duine et al. Eur J Biochem 108 187 1980, Duine et al. Adv Enzymology 59 169 1987, Corey & Tramontano J Am Chem Soc 103 5599 1981, Gainor & Weinreb J Org Chem 46 4319 1981, Hendrickson & de Vries J Org Chem 17 1148 1982, McKenzie et al. J Chem Soc, Chem Commun 1372 1983.]

References

[1] Tingdong Yan .“Pyrroloquinoline Quinone (PQQ): Its impact on human health and potential benefits.”Current Research in Food Science 9 (2024): Article 100889.

80721-47-7
72909-34-3
Synthesis of Pyrroloquinoline quinone from 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE
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Q:What are the uses of pyrroloquinoline quinone (PQQ)?jia - Nov 5,2025
A:Pyrroloquinoline quinone (PQQ) is a vitamin-like compound and a potent antioxidant. Its most notable property is its ability to support mitochondria—the tiny energy factories within cells—not only protecting them from oxidative damage but also promoting the generation of new mitochondria—a process known as mitochondrial biosynthesis. This dual role helps maintain robust energy production, which is particularly important for high-energy organs such as the brain and heart. Therefore, PQQ is widely believed to enhance cognitive functions, such as memory and attention, and maintain overall cardiovascular health.

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Pyrroloquinoline quinone pictures 2026-04-25 Pyrroloquinoline quinone
72909-34-3
0.99 RongNa Biotechnology Co.,Ltd
Pyrroloquinoline quinone pictures 2026-04-25 Pyrroloquinoline quinone
72909-34-3
US $0.00 / Kg/Drum 1Kg/Bag 99% 200mt Jinan Finer Chemical Co., Ltd
Pyrroloquinoline Quinone Powder  pictures 2026-04-25 Pyrroloquinoline Quinone Powder
72909-34-3
US $0.00-0.00 / kg 1kg 98% 1000 Changsha Staherb Natural Ingredients Co., Ltd.

Pyrroloquinoline quinone Spectrum

PQQ Cofactor, Pyrroloquinoline quinone, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid Pyrroloquinoline quinone,4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, Methoxatin, PQQ Pyrroloquinoline quinone ,98% Coenzime PQQ Coenzyme PQQ Methoxatine 4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid Pyrroloquinoline quinone 72909-34-3 Pyrroloquinoline quinone (Coenzyme PQQ) Pyrroloquinoline quinone fiona Pyrroloquinoline quinone acid 4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid Pyrroloquinoline quinone(PQQ) 4,5-dioxo-1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid 1H-Pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylicacid, 4,5-dihydro-4,5-dioxo- PYRROLOQUINOLINE QUINONE, >=95.0% (H 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinolin-2,7,9-tricarboxylic acid PQQ COFACTOR PYRROLOQUINOLINE PYRROLOQUINOLINE QUINONE Methoxatin, Pyrroloquinoline, PQQ Pyrroloquinoline Quinone Acid(PQQ) 4,5-DIHYDRO-4,5-DIOXO-1H-PYRROLO[2,3-F]QUINOLINE-2,7,9-TRICARBOXYLIC ACID PYRROLOQUINOLINE QUINONE, BIOCHEMIKA 2-((allyloxy)carbonyl)-4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-7,9-dicarboxylic acid Pyrroloquinoline quinone ISO 9001:2015 REACH Pyrroloquinoline Quinone Powder Pyrroloquinolinequinone,4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricChemicalbookarboxylicacid,Methoxatin,PQQ pyrroloquinoline quineone, PQQ PQQ Cofactor, Pyrroloquinoline quinone 4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarbo PQQ CAS PQQ Acid PQQ98% PPQ PQQ METHOXATIN 72909-34-3 2909-34-3 C14H6N2O8 Cofactors Enzymes, Inhibitors, and Substrates Oxidation-Reduction BioChemical Biochemicals and Reagents All Inhibitors Inhibitors PQQ 72909-34-3 nutrition supplement