Chromogenic acridinone enzyme substrates

Chemistry: molecular biology and microbiology – Measuring or testing process involving enzymes or... – Involving glucose or galactose

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435 18, 435 19, 435 21, 435 22, 435 23, 435 25, 435805, 546 15, 546 18, 546102, 546103, C12Q 154, C12Q 138, C07D21100, C07D21900

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active

048106364

ABSTRACT:
Chromogenic acridinone enzyme substrate compounds comprising 7-hydroxy-9H-acridin-2-one chromogens derivatized at the 7-hydroxy-position with an enzymatically-cleavable group and disubstituted at the 9-position with alkyl or aryl groups, which can be the same or different, preferably lower alkyl or phenyl, respectively, or together form a cyclohexa-2,5-diene-4-one residue or a 4-hydroxycycloxhexyl residue, and 7-hydroxy-1,3-dihalo-9,9-dimethyl-acridin-2-one intermediates useful for the preparation of the novel chromogenic acridinone enzyme substrate compounds and methods therefor. The enzymatically-cleavable group is a radical of a compound Y-OH comprising an enzyme-specific moiety which is capable of being cleaved by a specific enzyme wherein a deprotonated form of the chromogen is liberated having an absorbance maximum in basic solution which is substantially greater than the absorbance maximum of the chromogenic acridinone enzyme substrate compound to provide a distinct change in absorbance which can be accurately measured and correlated to the amount of enzyme present in a liquid test sample.

REFERENCES:
patent: 4279992 (1981-07-01), Boguslaski et al.
patent: 4649108 (1987-05-01), Blair
patent: 4657855 (1987-04-01), Corey et al.
BMBiochemia, vol. 2, No. 6, (1985), p. 8, "New Chromogenic and Fluorogenic Substrates for .beta.-Galactosidase".
Hill et al., J. Chem. Soc., (1970), pp. 2462-2466.
Tietz (ed), Fundamentals of Clinical Chemistry, 1976, p. 411.

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