ChemicalBook > Product Catalog >Organic Chemistry >Quinones >Pyrroloquinoline quinone

Pyrroloquinoline quinone

Pyrroloquinoline quinone Structure
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;PQQ CAS;Methoxatine;Coenzime PQQ
CBNumber:
CB6140290
Molecular Formula:
C14H6N2O8
Molecular Weight:
330.21
MOL File:
72909-34-3.mol
MSDS File:
SDS
Modify Date:
2024/6/27 13:31:27

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
BRN 3596812
Stability Light and Temperature Sensitive
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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Safety Statements  22-24/25
WGK Germany  3
8
HS Code  29339900
NFPA 704
0
2 0

Pyrroloquinoline quinone price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D7783 Pyrroloquinoline quinone ≥95.0% (HPLC) 72909-34-3 1MG ₹9071.35 2022-06-14 Buy
Sigma-Aldrich(India) D7783 Pyrroloquinoline quinone ≥95.0% (HPLC) 72909-34-3 5MG ₹32355.93 2022-06-14 Buy
Sigma-Aldrich(India) D7783 Pyrroloquinoline quinone ≥95.0% (HPLC) 72909-34-3 10MG ₹44144.35 2022-06-14 Buy
Product number Packaging Price Buy
D7783 1MG ₹9071.35 Buy
D7783 5MG ₹32355.93 Buy
D7783 10MG ₹44144.35 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.

General Description

Pyrroloquinoline Quinone (PQQ), also referred as methoxatin, is a water soluble orthoquinone molecule with redox-cycling ability.

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

Global( 421)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Meteoric Biopharmaceuticals Pvt. Ltd. +91-8511121361 +91-8511121361 Mumbai, India 71 58 Inquiry
Fido Pharma +91-9876274767 +91-9167231289 Haryana, India 23 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Briyosis Soft Caps Pvt. Ltd. 09824027783 Vadodara, India 1 58 Inquiry
Meteoric Biopharmaceuticals Pvt. Ltd. (formerly Meteoric Life Sciences) 91-79-40080882 Gujarat, India 14 58 Inquiry
Oxsyns Biotech +86-86-18382622232 +8618382622232 China 9 58 Inquiry
Hangzhou Weitai Biological Pharmaceutical Co.,Ltd. +8613282012786 China 61 58 Inquiry
Maintain Biotech Co., Ltd. +86-75589664337 +86-15112661142 China 66 58 Inquiry
Biopole Pharmatech Co., Ltd. +8615151475053 China 37 58 Inquiry

Related articles

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 Methoxatine 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 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 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 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 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 PQQ Cofactor, Pyrroloquinoline quinone, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid Coenzyme PQQ 1H-Pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylicacid, 4,5-dihydro-4,5-dioxo- PPQ PQQ PYRROLOQUINOLINE METHOXATIN 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 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