الصفحة الرئيسية>>2-Amino-3-carboxy-1,4-naphthoquinone

2-Amino-3-carboxy-1,4-naphthoquinone

رقم الكتالوجGC64277

2-Amino-3-carboxy-1،4-naphthoquinone هو وسيط نقل الإلكترون

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2-Amino-3-carboxy-1,4-naphthoquinone التركيب الكيميائي

Cas No.: 173043-38-4

الحجم السعر المخزون الكميّة
5 mg
612٫00
متوفر

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Protocol

Cell experiment [1]:

Cell lines

B. longum

Preparation Method

Measurement of the native and ACNQ-enhanced NADPH oxidase activity in the cell-free extract of B. longum. The concentrations of NADPH, NADH,and 2-Amino-3-carboxy-1,4-naphthoquinone (ACNQ)were fixed at 1.02 mM, 1.38 mM and 11.2 µM, respectively.

Reaction Conditions

Add 1.02 mM NADPH at 200 sec and 11.2 µM ACNQ at 600 sec, respectively.

Applications

the ACNQ-enhanced NADH oxidase activity was one third of the ACNQ-enhanced NADPH oxidase activity

References:

[1]: Yamazaki S, Kano K, Ikeda T, et al. Role of 2-amino-3-carboxy-1, 4-naphthoquinone, a strong growth stimulator for bifidobacteria, as an electron transfer mediator for NAD (P)+ regeneration in Bifidobacterium longum[J]. Biochimica et Biophysica Acta (BBA)-General Subjects, 1999, 1428(2-3): 241-250.

Background

2-amino-3-carboxy-1,4-naphthoquinone (ACNQ) is a growth stimulator for bifidobacteria that is excreted by propionic acid bacteria [1,2,3].

2-amino-3-carboxy-1,4-naphthoquinone is produced and excreted by Propionibacterium freundenreichii, and plays a role as an electron transfer mediator from NAD(P)H to oxygen and hydrogen peroxide in the cytoplasm of the obligate naerobe Bifidobacterium longum. B. longum does not have a respiratory chain and normally regenerates NAD(P)+ by a lactate dehydrogenase-catalyzed reaction, consuming pyruvate and excreting lactate. This process consumes an important intracellular metabolite (e.g., pyruvate), and becomes thermodynamically unfavorable if actate accumulates in the environment. 2-amino-3-carboxy-1,4-naphthoquinone offers an alternative pathway catalyzed by cytosolic diaphorase and peroxidase. By coupling the regeneration of NAD(P)+ to the reduction of O2 and H2O2, 2-amino-3-carboxy-1,4-naphthoquinone stimulates growth and is thought to protect B. longum from oxygen toxicity. The hydrophilicity of 2-amino-3-carboxy-1,4-naphthoquinone increases upon reduction, promoting its accumulation inside the cell. Therefore, only very low concentrations of extracellular ACNQ (i.e., 0.5 nM) are required for it to stimulate the growth of B. longum [4].

References:
[1]. Yamazaki S, Kaneko T, Taketomo N, et al. Glucose metabolism of lactic acid bacteria changed by quinone-mediated extracellular electron transfer[J]. Bioscience, biotechnology, and biochemistry, 2002, 66(10): 2100-2106.
[2]. Yamazaki S, Kano K, Ikeda T, et al. Role of 2-amino-3-carboxy-1, 4-naphthoquinone, a strong growth stimulator for bifidobacteria, as an electron transfer mediator for NAD (P)+ regeneration in Bifidobacterium longum[J]. Biochimica et Biophysica Acta (BBA)-General Subjects, 1999, 1428(2-3): 241-250.
[3]. Mori H, Sato Y, Taketomo N, et al. Isolation and structural identification of bifidogenic growth stimulator produced by Propionibacterium freudenreichii[J]. Journal of Dairy Science, 1997, 80(9): 1959-1964.
[4]. Hernandez M E, Newman D K. Extracellular electron transfer[J]. Cellular and Molecular Life Sciences CMLS, 2001, 58(11): 1562-1571.

Chemical Properties

Cas No. 173043-38-4 SDF Download SDF
Formula C11H7NO4 M.Wt 217.18
الذوبان Storage 4°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 4.6045 mL 23.0224 mL 46.0448 mL
5 mM 0.9209 mL 4.6045 mL 9.209 mL
10 mM 0.4604 mL 2.3022 mL 4.6045 mL
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