173043-38-4

Basic information

• Product Name: 2-amino-3-carboxy-1,4-naphthoquinone
• Synonyms: 2-amino-3-carboxy-1,4-naphthoquinone
• CAS NO: 173043-38-4
• Molecular Formula: C11H7NO4
• Molecular Weight: 217.17758
• Mol File: 173043-38-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 380.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.569±0.06 g/cm3(Predicted)
• PKA: -0.53±0.20(Predicted)
• CAS DataBase Reference: 2-amino-3-carboxy-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-3-carboxy-1,4-naphthoquinone(173043-38-4)
• EPA Substance Registry System: 2-amino-3-carboxy-1,4-naphthoquinone(173043-38-4)

Safety Data

• Hazardous Substances Data: 173043-38-4(Hazardous Substances Data)

Usage

General Description

2-amino-3-carboxy-1,4-naphthoquinone, also known as 1,4-dihydroxy-2-aminonaphthalene-3-carboxylic acid, is a synthetic chemical compound that belongs to the class of naphthoquinone derivatives. It is a yellow to orange powder with potential application as a drug for the treatment of various diseases, including cancer and infectious diseases. 2-amino-3-carboxy-1,4-naphthoquinone exhibits a strong electron affinity, making it a potent electron acceptor in redox reactions. Its chemical structure allows for the formation of stable complexes with metal ions, which can be useful for various industrial applications. Additionally, its substituted amine and carboxylic acid groups make it a potential building block for the synthesis of other complex organic molecules.

Upstream product

• 31519-22-9 1,4-dihydroxy-2-naphthoic acid 

Relevant articles and documents

An elusive electron shuttle from a facultative anaerobe

Some anaerobic bacteria use insoluble minerals as terminal electron acceptors and discovering the ways in which electrons move through the membrane barrier to the exterior acceptor forms an active field of research with implications for both bacterial physiology and bioenergy. A previous study suggested that Shewanella oneidensis MR-1 utilizes a small, polar, redox active molecule that serves as an electron shuttle between the bacteria and insoluble acceptors, but the shuttle itself has never been identified. Through isolation and synthesis, we identify it as ACNQ (2-amino-3-carboxy-1,4-naphthoquinone), a soluble analog of menaquinone. ACNQ is derived from DHNA (1,4-dihydroxy-2-naphthoic acid) in a non-enzymatic process that frustrated genetic approaches to identify the shuttle. Both ACNQ and DHNA restore reduction of AQDS under anaerobic growth in menaquinone-deficient mutants. Bioelectrochemistry analyses reveal that ACNQ (-0.32 VAg/AgCl) contributes to the extracellular electron transfer (EET) as an electron shuttle, without altering menaquinone generation or EET related cytochrome c expression.