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Merck
모든 사진(1)

주요 문서

D7783

Sigma-Aldrich

Pyrroloquinoline quinone

≥95.0% (HPLC)

동의어(들):

4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, Methoxatin, PQQ

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About This Item

실험식(Hill 표기법):
C14H6N2O8
CAS Number:
Molecular Weight:
330.21
Beilstein:
3596812
MDL number:
UNSPSC 코드:
12352106
PubChem Substance ID:
NACRES:
NA.79

생물학적 소스

synthetic

Quality Level

분석

≥95.0% (HPLC)

양식

powder

기술

HPLC: suitable

색상

red to deep red

저장 온도

2-8°C

SMILES string

OC(=O)c1cc(C(O)=O)c-2c(n1)C(=O)C(=O)c3cc([nH]c-23)C(O)=O

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)

InChI key

MMXZSJMASHPLLR-UHFFFAOYSA-N

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일반 설명

Novel o-quinone coenzyme found in bacterial dehydrogenases and oxidases.
Pyrroloquinoline Quinone (PQQ), also referred as methoxatin, is a water soluble orthoquinone molecule with redox-cycling ability.

애플리케이션

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

생화학적/생리학적 작용

PQQ is present in nanomolar quantities in most foods and in most animal tissuse. It promotes growth, mitochondrial function, and development in vivo and stimulates cell proliferation and viability in culture. It is a potent antioxidant that scavenges superoxide and peroxinitrite. It is neuroprotectant against 6-hydroxydopamine-induced and hypoxia/ischemia-induced neurotoxicity. PQQ conjugates to α-synuclein in vitro, inhibiting the formation of amyloid fibrils.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

Nanocurcumin--pyrroloquinoline formulation prevents hypertrophy--induced pathological damage by relieving mitochondrial stress in cardiomyocytes under hypoxic conditions
Nehra S, et al.
Experimental & Molecular Medicine, 49(12), e404-e404 (2017)
Crystal structure of PqqB from Pseudomonas putida at 2.2
Metlitzky M, et al.
Journal of biophysical chemistry, 3(02), 206-206 (2012)
The life history of pyrroloquinoline quinone (PQQ): a versatile molecule with novel impacts on living systems
Naveed M, et al.
Molecular Biology, 1(10), 29-46 (2016)
E A Decker
Nutrition reviews, 53(3), 49-58 (1995-03-01)
Oxidative reactions have been implicated in the development of numerous diseases including atherosclerosis and cancer. Oxidation of lipids, proteins, and nucleic acids can result in loss of membrane integrity and function, inactivation of enzymes, modification of lipoproteins, and chemical alteration
The cofactor pyrroloquinoline quinone.
J A Duine et al.
Annual review of nutrition, 10, 297-318 (1990-01-01)

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