Hydroxyacetylaminofluorene

Hydroxyacetylaminofluorene
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
N-(9H-Fluoren-2-yl)-N-hydroxyacetamide
Other names
N-Hydroxy-2-acetamidofluorene; Hydroxyfluorenylacetamide
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C15H13NO2/c1-10(17)16(18)13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9,18H,8H2,1H3
    Key: SOKUIEGXJHVFDV-UHFFFAOYSA-N
  • CC(=O)N(C1=CC2=C(C=C1)C3=CC=CC=C3C2)O
Properties
C15H13NO2
Molar mass 239.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hydroxyacetylaminofluorene is a derivative of 2-acetylaminofluorene used as a biochemical tool in the study of carcinogenesis.

Biochemistry

N-hydroxy-2-acetamidofluorene reductase is an enzyme that catalyzes the conversion of the carcinogen, hydroxyacetylaminofluorene to 2-acetylaminofluorene. It uses reduced nicotinamide adenine dinucleotide (NADH) as its cofactor.[1][2]

2D representation of the chemical structure of hydroxyacetylaminofluorene .
hydroxyacetylaminofluorene
+ NADH
 
 
H+
H2O
Reversible left-right reaction arrow with minor forward substrate(s) from top left, minor forward product(s) to top right, minor reverse substrate(s) from bottom right and minor reverse product(s) to bottom left
H+
H2O
 
2D representation of the chemical structure of 2-Acetylaminofluorene.
2-acetylaminofluorene
+ NAD+
 

See also

References

  1. ^ Gutmann HR, Erickson RR (1969). "The conversion of the carcinogen N-hydroxy-2-fluorenylacetamide to o-amidophenols by rat liver in vitro. An inducible enzymatic reaction". J. Biol. Chem. 244 (7): 1729–40. doi:10.1016/S0021-9258(18)91744-8. PMID 5780838.
  2. ^ Kitamura S, Tatsumi K (1985). "Purification of N-hydroxy-2-acetylaminofluorene reductase from rabbit liver cytosol". Biochem. Biophys. Res. Commun. 133 (1): 67–74. Bibcode:1985BBRC..133...67K. doi:10.1016/0006-291X(85)91842-X. PMID 4074379.
allikas: https://en.wikipedia.org/wiki/Hydroxyacetylaminofluorene