2-Deoxyribonic acid

2-Deoxyribonic acid Description

2-Deoxyribonic acid is the acid form of deoxyribonate (interconvertible with 2-Deoxyribonolactone), produced as part of bistranded lesions by DNA damaging agents, including the antitumor agents bleomycin and the neocarzinostatin chromophore (PMID 2523732 ). This lesion is also produced by ionizing radiation, organometallic oxidants, and is a metastable intermediate in DNA damage mediated by copper phenanthroline nucleases, and is also formed under anaerobic conditions in the presence of the radiosensitizing agent tirapazamine. (PMID 12600212 ), and it has been found in normal human biofluids (PMID 2925825 , 3829393 , 6725493 , 7228943 ). Structure

Synonyms

Chemical Formlia

C₅H₁₀O₅ Average Molecliar Weight

150.1299 Monoisotopic Molecliar Weight

150.05282343 IUPAC Name

(3S,4R)-3,4,5-trihydroxypentanoic acid Traditional Name

(3S,4R)-3,4,5-trihydroxypentanoic acid CAS Registry Number

29625-75-0 SMILES

InChI Identifier

InChI Key

VBUWJOHKCBQXNU-IUYQGCFVSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Kingdom

Chemical entities Super Class

Organic compounds Class

Organic acids and derivatives Sub Class

Hydroxy acids and derivatives Direct Parent

Beta hydroxy acids and derivatives Alternative Parents

Substituents

Molecliar Framework

Aliphatic acyclic compounds External Descriptors

Ontology Status

Expected but not Quantified Origin

Biofunction

Not Available Application

Not Available Cellliar locations

Not Available Physical Properties State

Solid Experimental Properties

Predicted Properties

Spectra Spectra

Not Available Biological Properties Cellliar Locations

Not Available Biofluid Locations

Not Available Tissue Location

Not Available Pathways

Not Available Normal Concentrations Not Available Abnormal Concentrations

Not Available Associated Disorders and Diseases Disease References

None Associated OMIM IDs

None External Links DrugBank ID

Not Available DrugBank Metabolite ID

Not Available Phenol Explorer Compound ID

Not Available Phenol Explorer Metabolite ID

Not Available FoodDB ID

FDB021985 KNApSAcK ID

Not Available Chemspider ID

9703151 KEGG Compound ID

Not Available BioCyc ID

Not Available BiGG ID

Not Available Wikipedia Link

Not Available NuGOwiki Link

HMDB00366 Metagene Link

HMDB00366 METLIN ID

5355 PubChem Compound

11528367 PDB ID

Not Available ChEBI ID

Not Available

Product: Piperine

1. Davies M, Adams PH, Berry JL, Lumb GA, Klimiuk PS, Mawer EB, Wain D: Familial hypocalciuric hypercalcaemia: observations on vitamin D metabolism and parathyroid function. Acta Endocrinol (Copenh). 1983 Oct;104(2):210-5. [PubMed:6314724 ]
2. Lefevere MF, Verhaeghe BJ, Declerck DH, Van Bocxlaer JF, De Leenheer AP, De Sagher RM: Metabolic profiling of urinary organic acids by single and multicolumn capillary gas chromatography. J Chromatogr Sci. 1989 Jan;27(1):23-9. [PubMed:2925825 ]
3. Chamberlin BA, Sweeley CC: Metabolic profiles of urinary organic acids recovered from absorbent filter paper. Clin Chem. 1987 Apr;33(4):572-6. [PubMed:3829393 ]
4. Kappen LS, Goldberg IH: Identification of 2-deoxyribonolactone at the site of neocarzinostatin-induced cytosine release in the sequence d(AGC). Biochemistry. 1989 Feb 7;28(3):1027-32. [PubMed:2523732 ]
5. Kroeger KM, Hashimoto M, Kow YW, Greenberg MM: Cross-linking of 2-deoxyribonolactone and its beta-elimination product by base excision repair enzymes. Biochemistry. 2003 Mar 4;42(8):2449-55. [PubMed:12600212 ]
6. Tuchman M, Bowers LD, Fregien KD, Crippin PJ, Krivit W: Capillary gas chromatographic separation of urinary organic acids. Retention indices of 101 urinary acids on a 5% phenylmethyl silicone capillary column. J Chromatogr Sci. 1984 May;22(5):198-202. [PubMed:6725493 ]
7. Sims P, Truscott R, Halpern B: Improved procedure for the anion-exchange isolation of urinary organic acids. J Chromatogr. 1981 Mar 13;222(3):337-44. [PubMed:7228943 ]

PMID: 7874447