
Nitrite (ECMDB02786) (M2MDB000465)
Record Information | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Version | 2.0 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Creation Date | 2012-05-31 13:57:05 -0600 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Update Date | 2015-09-17 15:41:16 -0600 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Secondary Accession Numbers |
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Identification | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Name: | Nitrite | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Description | A nitrite compound is either a salt or an ester of nitrous acid. Sodium nitrite is used for the curing of meat because it prevents bacterial growth and, in a reaction with the meat's myoglobin, gives the product a desirable dark red color. Nitrite can be reduced to nitric oxide or ammonia by many species of bacteria. Several mechanisms for nitrite conversion to NO have been described including enzymatic reduction by xanthine oxidoreductase and NO synthase (NOS), as well as nonenzymatic acidic disproportionation. -- Wikipedia | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Structure | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Synonyms: |
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Chemical Formula: | NO2 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Weight: | Average: 46.0055 Monoisotopic: 45.992903249 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
InChI Key: | IOVCWXUNBOPUCH-UHFFFAOYSA-M | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
InChI: | InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
CAS number: | 14797-65-0 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
IUPAC Name: | nitrous acid | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Traditional IUPAC Name: | nitrous acid | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
SMILES: | [O-]N=O | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Chemical Taxonomy | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Description | belongs to the class of inorganic compounds known as non-metal nitrites. These are inorganic non-metallic compounds containing a nitrite as its largest oxoanion. | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Kingdom | Inorganic compounds | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Super Class | Homogeneous non-metal compounds | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Class | Non-metal oxoanionic compounds | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Sub Class | Non-metal nitrites | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Direct Parent | Non-metal nitrites | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Alternative Parents | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Substituents |
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Molecular Framework | Not Available | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
External Descriptors |
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Physical Properties | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
State: | Solid | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Charge: | 0 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Melting point: | Not Available | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Experimental Properties: |
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Predicted Properties |
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Biological Properties | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Cellular Locations: | Cytoplasm | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Reactions: | 2 Hydrogen ion + Nitrate + Ubiquinol-8 > Water + Nitrite + Ubiquinone-8 +2 Hydrogen ion 2 Hydrogen ion + Menaquinol 8 + Nitrate > Water + Menaquinone 8 + Nitrite +2 Hydrogen ion Ubiquinol-8 + Nitrate > Ubiquinone-8 + Water + Nitrite Menaquinol 8 + Nitrate > Menaquinone 8 + Water + Nitrite 5 Hydrogen ion + 3 NADH + Nitrite >2 Water +3 NAD + Ammonium 3 Ubiquinol-8 + 2 Hydrogen ion + Nitrite >3 Ubiquinone-8 +2 Water + Ammonium 3 Menaquinol 8 + 2 Hydrogen ion + Nitrite >3 Menaquinone 8 +2 Water + Ammonium Ammonium hydroxide + 3 NAD + Water + Ammonia <> Nitrite +3 NADH +3 Hydrogen ion Ammonium hydroxide + 3 NADP + Water <> Nitrite +3 NADPH +3 Hydrogen ion Nitrite + Acceptor + Water + Acceptor <> Nitrate + Reduced acceptor + Reduced acceptor 2 Ferricytochrome c + Nitrite + Water <> Nitrate +2 Ferrocytochrome c +2 Hydrogen ion 4-Nitrocatechol + Oxygen + 3 Hydrogen ion <> Benzene-1,2,4-triol + Nitrite + Water Ammonia + 2 Water + 6 Ferricytochrome c + Ferricytochrome c <> Nitrite +6 Ferrocytochrome c +6 Hydrogen ion + Ferrocytochrome c Nitrobenzene + Oxygen <> Pyrocatechol + Nitrite Nitrite + Water + Cytochromes-C-Oxidized <> Nitrate + Cytochromes-C-Reduced a menaquinol + Nitrate + Hydrogen ion > a menaquinone + Nitrite + Water + Hydrogen ion Nitrate + a ubiquinol > Nitrite + Water + a ubiquinone Nitrate + Hydrogen ion > Nitrite + Water NAD(P)H + Nitrite + Hydrogen ion > NAD(P)<sup>+</sup> + Ammonium + Water Nitrite + acceptor > Nitrate + reduced acceptor Ammonium hydroxide + 3 NAD(P)(+) + Water > Nitrite +3 NAD(P)H Ammonia + 2 Water + 6 Ferricytochrome c > Nitrite +6 Ferrocytochrome c +7 Hydrogen ion Ammonia + NAD + 3 NADP + 2 Water <> Nitrite + NADH +3 NADPH +5 Hydrogen ion Nitrite + Nitrite > Nitrite Nitrate + cytochrome c nitrite reductase + Nitrate <> Nitrite + cytochrome c nitrite reductase + Water + Nitrite Nitrite + 3 NADH + 5 Hydrogen ion + Nitrite Ammonia +2 Water +3 NAD More...Nitrite + 6 ferrocytochrome c + 7 Hydrogen ion + Nitrite + 6 Ferrocytochrome c <> Ammonia +6 ferricytochrome c +2 Water +6 Ferricytochrome c Nitrate + 2 Hydrogen ion + a menaquinol > Nitrite + Water + a menaquinone Nitrite + Acceptor + Water <> Nitrate + Reduced acceptor Ammonia + NAD + 3 NADP + 2 Water <> Nitrite + NADH +3 NADPH +5 Hydrogen ion Nitrite + Acceptor + Water <> Nitrate + Reduced acceptor Ammonia + NAD + 3 NADP + 2 Water <> Nitrite + NADH +3 NADPH +5 Hydrogen ion Nitrite + Acceptor + Water <> Nitrate + Reduced acceptor Nitrite + Acceptor + Water <> Nitrate + Reduced acceptor | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
SMPDB Pathways: |
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KEGG Pathways: | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
EcoCyc Pathways: | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Concentrations | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Spectra | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Spectra: |
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References | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
References: |
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Synthesis Reference: | Nakata, Sumio; Eiki, Toshio; Tanaka, Norihiro; Koyama, Tadashi; Tsukui, Hiroto; Watanabe, Shizuo. Production of nitrite ions from trinitrophenyl myosin and from trinitrophenyl subfragment-1. Journal of Biochemistry (Tokyo, Japan) (1986), 99(1), 27- | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Material Safety Data Sheet (MSDS) | Download (PDF) | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Links | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
External Links: |
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Enzymes
- General function:
- Involved in oxidation-reduction process
- Specific function:
- Ammonium hydroxide + 3 NAD(P)(+) + H(2)O = nitrite + 3 NAD(P)H
- Gene Name:
- nirB
- Uniprot ID:
- P08201
- Molecular weight:
- 93121
Reactions
Ammonium hydroxide + 3 NAD(P)(+) + H(2)O = nitrite + 3 NAD(P)H. |
- General function:
- Involved in oxidoreductase activity
- Specific function:
- The nitrate reductase enzyme complex allows E.coli to use nitrate as an electron acceptor during anaerobic growth. The alpha chain is the actual site of nitrate reduction
- Gene Name:
- narG
- Uniprot ID:
- P09152
- Molecular weight:
- 140489
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in nitrite reductase [NAD(P)H] activity
- Specific function:
- Required for activity of the reductase
- Gene Name:
- nirD
- Uniprot ID:
- P0A9I8
- Molecular weight:
- 12284
Reactions
Ammonium hydroxide + 3 NAD(P)(+) + H(2)O = nitrite + 3 NAD(P)H. |
- General function:
- Involved in nitrogen compound metabolic process
- Specific function:
- Plays a role in nitrite reduction
- Gene Name:
- nrfA
- Uniprot ID:
- P0ABK9
- Molecular weight:
- 53703
Reactions
NH(3) + 2 H(2)O + 6 ferricytochrome c = nitrite + 6 ferrocytochrome c + 7 H(+). |
- General function:
- Involved in nitrate reductase activity
- Specific function:
- This is a second nitrate reductase enzyme which can substitute for the NRA enzyme and allows E.coli to use nitrate as an electron acceptor during anaerobic growth. The gamma chain is a membrane-embedded heme-iron unit resembling cytochrome b, which transfers electrons from quinones to the beta subunit
- Gene Name:
- narV
- Uniprot ID:
- P0AF32
- Molecular weight:
- 26018
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in iron-sulfur cluster binding
- Specific function:
- The nitrate reductase enzyme complex allows E.coli to use nitrate as an electron acceptor during anaerobic growth. The beta chain is an electron transfer unit containing four cysteine clusters involved in the formation of iron-sulfur centers. Electrons are transferred from the gamma chain to the molybdenum cofactor of the alpha subunit
- Gene Name:
- narH
- Uniprot ID:
- P11349
- Molecular weight:
- 58066
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in nitrate reductase activity
- Specific function:
- The nitrate reductase enzyme complex allows E.coli to use nitrate as an electron acceptor during anaerobic growth. The gamma chain is a membrane-embedded heme-iron unit resembling cytochrome b, which transfers electrons from quinones to the beta subunit
- Gene Name:
- narI
- Uniprot ID:
- P11350
- Molecular weight:
- 25497
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in unfolded protein binding
- Specific function:
- Chaperone required for proper molybdenum cofactor insertion and final assembly of the membrane-bound respiratory nitrate reductase 2
- Gene Name:
- narW
- Uniprot ID:
- P19317
- Molecular weight:
- 26160
- General function:
- Involved in iron-sulfur cluster binding
- Specific function:
- This is a second nitrate reductase enzyme which can substitute for the NRA enzyme and allows E.coli to use nitrate as an electron acceptor during anaerobic growth. The beta chain is an electron transfer unit containing four cysteine clusters involved in the formation of iron-sulfur centers. Electrons are transferred from the gamma chain to the molybdenum cofactor of the alpha subunit
- Gene Name:
- narY
- Uniprot ID:
- P19318
- Molecular weight:
- 58557
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in oxidoreductase activity
- Specific function:
- The alpha chain is the actual site of nitrate reduction
- Gene Name:
- narZ
- Uniprot ID:
- P19319
- Molecular weight:
- 140226
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in oxidoreductase activity
- Specific function:
- Catalytic subunit of the periplasmic nitrate reductase (NAP). Only expressed at high levels during aerobic growth. NapAB complex receives electrons from the membrane-anchored tetraheme protein napC, thus allowing electron flow between membrane and periplasm. Essential function for nitrate assimilation and may have a role in anaerobic metabolism
- Gene Name:
- napA
- Uniprot ID:
- P33937
- Molecular weight:
- 93041
Reactions
Nitrite + acceptor = nitrate + reduced acceptor. |
- General function:
- Involved in electron carrier activity
- Specific function:
- Involved in electron transfer (Probable)
- Gene Name:
- napG
- Uniprot ID:
- P0AAL3
- Molecular weight:
- 24924
- General function:
- Involved in electron carrier activity
- Specific function:
- Involved in electron transfer
- Gene Name:
- napH
- Uniprot ID:
- P33934
- Molecular weight:
- 31873
- General function:
- Inorganic ion transport and metabolism
- Specific function:
- Probably involved in the transfer of electrons from the quinone pool to the type-c cytochromes
- Gene Name:
- nrfD
- Uniprot ID:
- P32709
- Molecular weight:
- 35042
- General function:
- Involved in electron carrier activity
- Specific function:
- Probably involved in the transfer of electrons from the quinone pool to the type-c cytochromes
- Gene Name:
- nrfC
- Uniprot ID:
- P0AAK7
- Molecular weight:
- 24567
- General function:
- Involved in heme binding
- Specific function:
- Plays a role in nitrite reduction
- Gene Name:
- nrfB
- Uniprot ID:
- P0ABL1
- Molecular weight:
- 20714
- General function:
- Energy production and conversion
- Specific function:
- Small subunit of the periplasmic nitrate reductase (NAP). Only expressed at high levels during aerobic growth. NapAB complex receives electrons from the membrane-anchored tetraheme napC protein, thus allowing electron flow between membrane and periplasm. Essential function for nitrate assimilation and may have a role in anaerobic metabolism
- Gene Name:
- napB
- Uniprot ID:
- P0ABL3
- Molecular weight:
- 16297
- General function:
- Involved in heme binding
- Specific function:
- Mediates electron flow from quinones to the napAB complex
- Gene Name:
- napC
- Uniprot ID:
- P0ABL5
- Molecular weight:
- 23100
- General function:
- Involved in unfolded protein binding
- Specific function:
- Chaperone required for proper molybdenum cofactor insertion and final assembly of the membrane-bound respiratory nitrate reductase 1. Required for the insertion of the molybdenum into the apo-NarG subunit, maybe by keeping NarG in an appropriate competent-open conformation for the molybdenum cofactor insertion to occur. NarJ maintains the apoNarGH complex in a soluble state. Upon insertion of the molybdenum cofactor, NarJ seems to dissociate from the activated soluble NarGH complex, before its association with the NarI subunit on the membrane
- Gene Name:
- narJ
- Uniprot ID:
- P0AF26
- Molecular weight:
- 26449
- General function:
- Not Available
- Specific function:
- Not Available
- Gene Name:
- yeaW
- Uniprot ID:
- P0ABR7
- Molecular weight:
- Not Available
- General function:
- Not Available
- Specific function:
- Not Available
- Gene Name:
- nrfE
- Uniprot ID:
- P32710
- Molecular weight:
- Not Available
Transporters
- General function:
- Involved in transporter activity
- Specific function:
- May act as a nitrite transporter
- Gene Name:
- nirC
- Uniprot ID:
- P0AC26
- Molecular weight:
- 28562
- General function:
- Involved in transporter activity
- Specific function:
- Non-specific porin
- Gene Name:
- ompN
- Uniprot ID:
- P77747
- Molecular weight:
- 41220
- General function:
- Involved in transporter activity
- Specific function:
- Uptake of inorganic phosphate, phosphorylated compounds, and some other negatively charged solutes
- Gene Name:
- phoE
- Uniprot ID:
- P02932
- Molecular weight:
- 38922
- General function:
- Involved in transmembrane transport
- Specific function:
- Involved in excretion of nitrite produced by the dissimilatory reduction of nitrate
- Gene Name:
- narK
- Uniprot ID:
- P10903
- Molecular weight:
- 49693
- General function:
- Involved in transporter activity
- Specific function:
- OmpF is a porin that forms passive diffusion pores which allow small molecular weight hydrophilic materials across the outer membrane. It is also a receptor for the bacteriophage T2
- Gene Name:
- ompF
- Uniprot ID:
- P02931
- Molecular weight:
- 39333
- General function:
- Involved in transporter activity
- Specific function:
- Forms passive diffusion pores which allow small molecular weight hydrophilic materials across the outer membrane
- Gene Name:
- ompC
- Uniprot ID:
- P06996
- Molecular weight:
- 40368
- General function:
- Involved in transmembrane transport
- Specific function:
- Involved in excretion of nitrite produced by the dissimilatory reduction of nitrate
- Gene Name:
- narU
- Uniprot ID:
- P37758
- Molecular weight:
- 49890