Record Information
Version1.0
Creation date2015-10-09 22:32:13 UTC
Update date2017-01-19 02:36:34 UTC
FoodComEx IDPC000721
FoodDB RecordNot Available
Chemical Information
NameHydrogen sulfite
DescriptionThe bisulfite ion is the HSO3- ion. It is the conjugate base of sulfurous acid, H2SO3. Bisulfite has long been recognized as a reagent to react with organic compounds in various ways; prominent among them are additions to carbonyl groups and to carbon-carbon double bonds, and free radical reactions in the presence of oxygen. Bisulfite reacts with pyrimidine nucleosides, undergoing additions to the 5,6-double bond to form pyrimidine- 5,6-dihydro-6-sulfonates. The addition across the 5,6-double bond is reversible. All these adducts are unstable in alkali. Bisulfite modification has been used to probe secondary or higher structures of polynucleotides as it reacts with pyrimidines in single-stranded regions specifically. In animal DNA, a portion of the pyrimidine base cytosine is methylated at position 5. 5-Methylcytosine in DNA is now an intensive focus of attention for its roles in gene functions. The methylation occurs by postreplication modification, and is a heritable event. 5-Methylcytosine sites are known to be mutation hot spots. 5-Methylcytosine spontaneously deaminates into thymine, while cytosine does so only more slowly. Determination of the position of 5-methylcytosine in a given DNA requires some means to distinguish 5- methylcytosine from cytosine. Chemical modification can be used as one such means. Treatment of DNA with bisulfite converts cytosine into uracil by deamination, while 5-methylcytosine remains mostly unaltered. The majority of recent research on 5-methylcytosine in DNA employs bisulfite treatment in the analytical procedure. The principle of this procedure is as follows. As uracil is a thymine-analog (5-methyluracil is thymine), it behaves toward DNA polymerases as thymine. When the bisulfite-modified DNA is subjected to PCR (Polymerase Chain Reaction), a process necessary to amplify tiny samples of DNA, the uracil residues will become thymine residues in the amplified products. As 5-methylcytosine residues in the original DNA sample remain unaltered during the bisulfite treatment, the amplification will produce polynucleotides in which cytosine residues represent the 5-methylcytosine residues of the original. (Genes and Environment (2006), 28(1), 1-8.) [HMDB]. Hydrogen sulfite is found in many foods, some of which are walnut, pomes, acerola, and spelt.
CAS Number15181-46-1
Structure
Thumb
Synonyms
SynonymSource
[SO2(OH)](-)ChEBI
Bisulphitehmdb
HSO3(-)ChEBI
Hydridohydroxidodioxidosulfurhmdb
Hydrogen sulfite(1-)hmdb
Hydrogen sulphiteGenerator
Hydrogen sulphite(1-)Generator
Hydrogen(trioxidosulfate)(1-)hmdb
Hydrogen(trioxidosulphate)(1-)HMDB
Hydrogensulfitehmdb
Hydrogensulfite(1-)hmdb
Hydrosulfite anionhmdb
hydroSulphite anionGenerator
Monohydrogentrioxosulfatehmdb
MonohydrogentrioxosulphateHMDB
Sulfite (HSO3 1-)hmdb
Sulfite hydrogenhmdb
Sulfonic acidhmdb
SulfonsaeureHMDB
Sulfurous acidHMDB
Sulphonic acidhmdb
Chemical FormulaNot Available
IUPAC nameNot Available
InChI IdentifierInChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1
InChI KeyLSNNMFCWUKXFEE-UHFFFAOYSA-M
Isomeric SMILESOS([O-])=O
Average Molecular Weight81.071
Monoisotopic Molecular Weight80.964639588
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available