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Merck

S7896

Syringaldazine

indicator for laccase and peroxidase activity, ≥98% (TLC), powder or crystals

Synonym(s):

4-Hydroxy-3,5-dimethoxybenzaldehyde azine

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About This Item

Linear Formula:
[HOC6H2(OCH3)2CH=N-]2
CAS Number:
14414-32-5
Molecular Weight:
360.36
NACRES:
NA.83
PubChem Substance ID:
24899766
UNSPSC Code:
12352204
EC Number:
238-390-1
MDL number:
MFCD00008363

Key Documents

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Product Name

Syringaldazine, indicator for laccase and peroxidase activity

InChI key

YARKTHNUMGKMGS-LQGKIZFRSA-N

InChI

1S/C18H20N2O6/c1-23-13-5-11(6-14(24-2)17(13)21)9-19-20-10-12-7-15(25-3)18(22)16(8-12)26-4/h5-10,21-22H,1-4H3/b19-9+,20-10+

SMILES string

COc1cc(\C=N\N=C\c2cc(OC)c(O)c(OC)c2)cc(OC)c1O

assay

≥98% (TLC)

form

powder or crystals

mp

209-210 °C (lit.)

solubility

DMF: soluble, slightly hazy

storage temp.

2-8°C

Quality Level

100

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Application

Syringaldazine has been used as a substrate to determine the enzymatic activity of the cuticular laccase.

Biochem/physiol Actions

Syringaldazine is a dimer of two molecules of 2,6-dimethoxyphenol linked by an azide bridge. It is a phenolic non-autooxidizable laccase-specific compound, that facilitates the detection of fungal laccase in some varieties of fungi. In addition, it also acts as an indicator for peroxidase activity in fungi.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H228

pcodes

P210

Hazard Classifications

Flam. Sol. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ8501
BCCG4241
STBJ7683
MKCM7591
STBJ3050

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Quantitative estimation of laccase forms in some white-rot fungi using syringaldazine as a substrate
Leonowicz A and Grzywnowicz K
Enzyme and Microbial Technology, 3(1), 55-58 (1981)
Syringaldazine, an effective reagent for detecting laccase and peroxidase in fungi
Harkin JM and Obst JR
Experientia, 29(4), 381-387 (1973)
Aptitude of Oxidative Enzymes for Treatment of Wastewater Pollutants: A Laccase Perspective
Unuofin JO, et al.
Molecules (Basel), 24(11), 2064-2064 (2019)
Characterization of endogenous and recombinant forms of laccase-2, a multicopper oxidase from the tobacco hornworm, Manduca sexta
Dittmer NT, et al.
Insect Biochemistry and Molecular Biology, 39(9), 596-606 (2009)
Use of syringaldazine for detection of laccase in sporophores of wood rotting fungi
Harkin JM, et al.
Mycologia, 66(3), 469-476 (1974)
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