Methods and compositions for bleaching a dye in solution

Details Methods and compositions for bleaching a dye in solution Methods and compositions for bleaching a dye in solution

1999-05-05

2002-06-04

Gupta, Yogendra N. (Department: 1751)

Cleaning compositions for solid surfaces, auxiliary compositions

Cleaning compositions or processes of preparing

Enzyme component of specific activity or source

C510S393000, C510S226000, C510S276000, C510S312000, C510S320000, C510S374000, C510S375000, C510S321000, C510S530000, C008S101000, C008S111000, C008S401000

Reexamination Certificate

active

06399561

ABSTRACT:

FIELD OF INVENTION
The invention relates to a very effective method of bleaching a dye with a laccase enzyme and an enhancing agent. The invention also relates to a detergent composition.
BACKGROUND ART
It has earlier been found that colored substances leached from dyed fabrics could be bleached by means of a phenol oxidizing enzyme. The use of peroxidases or oxidases for inhibiting dye transfer in this way is described in WO 91/05839. It has also been shown that certain oxidizable substances, described as accelerators, enhancing agents or mediators, e.g., metal ions, phenolic compounds such as 7-hydroxycoumarin, vanillin, and p-hydroxybenzenesulfonate, are able to enhance the enzymatic bleaching reactions (see WO 91/05839).
Other types of enhancing agents have also been disclosed, e.g., phenothiazines, phenoxazines, methylsyringate and acetosyringone (see WO 94/12621, WO 95/01426 and WO 95/01426).
Yet other types of enhancing agents are the aliphatic, cycloaliphatic, heterocyclic and aromatic compounds containing NO, NOH or H—N(R)—OH disclosed in WO 94/29425 and WO 97/48786. In WO 94/29425 and WO 97/48786 benzotriazoles are preferred as enhancing agents for bleaching dyes.
It is the object of this invention to provide a selected group of —NOH compounds which, together with laccases, are very effective for bleaching dyes in solution.
SUMMARY OF THE INVENTION
It has now surprisingly been found that a selected group of —NOH compounds performs excellently as enhancing agents when used together with laccases for bleaching dyes in solution.
Accordingly, the invention provides a method for bleaching a dye in solution comprising contacting, in an aqueous solution, the dye with a laccase and an enhancing agent of the following formula:
in which A is:
and B is H, or C1-C4 unbranched alkyl wherein said alkyl may contain ether groups, and R2, R3, R4, R5 and R6 are H, NH2, COOH, CN, SO3H, CH3, COCH3, NO2, OCH3, NR7R8, COOR9, or NOH—CO—R10, wherein R7, R8, R9 and R10 are C1-C2 unbranched alkyl.
DETAILED DESCRIPTION OF THE INVENTION
Enhancing Agents
The present invention relates to a method for bleaching a dye in solution comprising contacting, in an aqueous solution, the dye with a laccase and an enhancing agent of the following formula:
in which A is:
and B is H, or C1-C4 unbranched alkyl wherein said alkyl may contain ether groups, and R2, R3, R4, R5 and R6 are H, NH2, COOH, SO3H, CN, CH3, COCH3, NO2, OCH3, NR7R8, COOR9, or NOH—CO—R10, wherein R7, R8, R9, and R10 are C1-C2 unbranched alkyl; in particular R2, R3, R4, R5 and R6 are H, COOH, SO3H, CH3, COCH3, OCH3, NR7R8, or NOH—CO—R9, wherein R7, R8, and R9 are C1-C2 unbranched alkyl; especially at least three of R2, R3, R4, R5 and R6 should be H.
In a preferred embodiment B is H, or C1-C2 unbranched alkyl, and R2, R3, R4, R5 and R6 are H, NH2, COOH, SO3H, CN, CH3, COCH3, NO2, OCH3, NR7R8, COOR9, or NOH—CO—R10, wherein R7, R8, R9, and R10 are C1-C2 unbranched alkyl; in particular R2, R3, R4, R5 and R6 are H, COOH, SO3H, CH3, COCH3, OCH3, NR7R8, or NOH—CO—R9, wherein R7, R8, and R9 are C1-C2 unbranched alkyl; especially at least three of R2, R3, R4, R5 and R6 should be H.
In another preferred embodiment B is H, or CH3, and R2, R3, R4, R5 and R6 are H, NH2, COOH, SO3H, CN, CH3, COCH3, NO2, OCH3, NR7R8, COOR9, or NOH—CO—R10, wherein R7, R8, R9, and R10 are C1-C2 unbranched alkyl; in particular R2, R3, R4, R5 and R6 are H, COOH, SO3H, CH3, COCH3, OCH3, NR7R8, or NOH—CO—R9, wherein R7, R8, and R9 are C1-C2 unbranched alkyl; especially at least three of R2, R3, R4, R5 and R6 should be H.
In a particular preferred embodiment, the enhancing agent is N-hydroxyacetanilide.
The enhancing agent of the invention may be present in concentrations of from 1 to 1000 &mgr;M, preferably of from 5 to 500 &mgr;M, and more preferably of from 10 to 200 &mgr;M.
Preparation of Enhancing Agents
The enhancing agents described in the present application may be prepared using methods well known to those skilled in the art; a general procedure is outlined in Organic Syntheses 67, 1989, p. 187-192. Some of the enhancing agents are also commercially available.
N-hydroxyacetanilide was produced as described in Organic Syntheses 67, 1989, p. 187-192.
Enzyme
The laccase enzyme of the invention may typically be present in concentrations of from 1 to 10000 &mgr;g enzyme protein per liter aqueous solution, in particular of from 5 to 2000 &mgr;g enzyme protein per liter aqueous solution, especially of from 5 to 1000 &mgr;g enzyme protein per liter aqueous solution.
Required molecular oxygen will usually be present in sufficient quantity from the atmosphere. If more O
2
is needed, additional oxygen may be added.
Laccase and Laccase Related Enzymes
According to the present invention laccase or laccase related enzymes are the preferred enzymes used together with the selected group of —NOH compounds described above—when a dye in solution is to be bleached.
In the context of this invention, laccases and laccase related enzymes comprise any laccase enzyme comprised by the enzyme classification (EC 1.10.3.2), any catechol oxidase enzyme comprised by the enzyme classification (EC 1.10.3.1), any bilirubin oxidase enzyme comprised by the enzyme classification (EC 1.3.3.5) or any monophenol monooxygenase enzyme comprised by the enzyme classification (EC 1.14.18.1).
The above mentioned enzymes may be derived from plants, bacteria or fungi (including filamentous fungi and yeasts) and suitable examples include a laccase derivable from a strain of Aspergillus, Neurospora, e.g.
N. crassa,
Podospora, Botrytis, Collybia, Fomes, Lentinus, Pleurotus, Trametes, e.g.
T. villosa
and
T. versicolor,
Rhizoctonia, e.g.
R. solani,
Coprinus, e.g.
C. cinereus, C. comatus, C. friesii,
and
C. plicatilis,
Psathyrella, e.g.
P. condelleana,
Panaeolus,, e.g.
P. papilionaceus,
Myceliophthora, e.g.
M. thermophila,
Schytalidium, e.g.
S. thermophilum,
Polyporus, e.g.
P. pinsitus,
Pycnoporus, e.g.
P. cinnabarinus,
Phlebia, e.g.
P. radita
(WO 92/01046), or Coriolus, e.g.
C. hirsutus
(JP 2-238885).
A laccase derived from Coprinus, Myceliophthora, Polyporus, Pycnoporus, Scytalidium or Rhizoctonia is preferred; in particular a laccase derived from
Coprinus cinereus, Myceliophthora thermophila, Polyporus pinsitus, Pycnoporus cinnabarinus, Scytalidium thermophilum
or
Rhizoctonia solani.
The laccase or the laccase related enzyme may furthermore be one which is producible by a method comprising cultivating a host cell transformed with a recombinant DNA vector which carries a DNA sequence encoding said laccase as well as DNA sequences encoding functions permitting the expression of the DNA sequence encoding the laccase, in a culture medium under conditions permitting the expression of the laccase enzyme, and recovering the laccase from the culture.
Determination of Laccase Activity (LACU)
Laccase activity is determined from the oxidation of syringaldazin under aerobic conditions. The violet color produced is photometered at 530 nm. The analytical conditions are 19 mM syringaldazin, 23 mM acetate buffer, pH 5.5, 30° C., 1 min. reaction time.
1 laccase unit (LACU) is the amount of enzyme that catalyses the conversion of 1.0 &mgr;mole syringaldazin per minute at these conditions.
Determination of Laccase Activity (LAMU)
Laccase activity is determined from the oxidation of syringaldazin under aerobic conditions. The violet color produced is photometered at 530 nm. The analytical conditions are 19 mM syringaldazin, 23 mM Tris/maleate buffer, pH 7.5, 30° C., 1 min. reaction time.
1 laccase unit (LAMU) is the amount of enzyme that catalyzes the conversion of 1.0 &mgr;mole syringaldazin per minute at these conditions.
Dyes or Colorants
In a preferred embodiment, the method of the invention finds application for bleaching of a textile dye or colorant or textile dyes or colorants in solution.
Colorants and dyes are broad classes of natural and synthetic compounds. The following description of dyes/colorants are not intended to be in any way limiting to the scope of the invention as claimed.
Syntheti

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