Syringaldazine - ≥98%,indicator for laccase and peroxidase activity , CAS No.14414-32-5

CAS: 14414-32-5 Cat. No.: S755421 Molecular Weight: 360.36 EC Number: 238-390-1 PubChem CID: 135401234

GRADE & PURITY ≥98%, indicator for laccase and peroxidase activity

Synonyms

4-Hydroxy-3,5-dimethoxybenzaldehyde [(4-Hydroxy-3,5-dimethoxybenzylidene)hydrazone] | 4,4'-[Hydrazine-1,2-diylidenebis(methaneylylidene)]bis(2,6-dimethoxyphenol)

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

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

Specifications

Synonyms

4-Hydroxy-3, 5-dimethoxybenzaldehyde [(4-Hydroxy-3, 5-dimethoxybenzylidene)hydrazone] | 4, 4'-[Hydrazine-1, 2-diylidenebis(methaneylylidene)]bis(2, 6-dimethoxyphenol)

Specifications & Purity

≥98%, indicator for laccase and peroxidase activity

Biochemical and Physiological Mechanisms

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 a

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC1=CC(=CC(=C1O)OC)C=NN=CC2=CC(=C(C(=C2)OC)O)OC
• IUPAC Name: 4-[(E)-[(E)-(4-hydroxy-3,5-dimethoxyphenyl)methylidenehydrazinylidene]methyl]-2,6-dimethoxyphenol
• InChIKey: 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+
• Isomeric SMILES: COC1=CC(=CC(=C1O)OC)/C=N/N=C/C2=CC(=C(C(=C2)OC)O)OC
• WGK Germany: 3
• PubChem CID: 135401234
• Molecular Weight: 360.36

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Methoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Methoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Methoxyphenols
• Alternative Parents: Dimethoxybenzenes Phenoxy compounds Anisoles Alkyl aryl ethers Aldazines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Methoxyphenol - M-dimethoxybenzene - Dimethoxybenzene - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Alkyl aryl ether - Aldazine - Azine - Monocyclic benzene moiety - Ether - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMF: soluble, slightly hazy
• Sensitivity: Air sensitive；Light sensitive
• Melt Point(°C): 209-210°C
• Molecular Weight: 360.400 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 360.132 Da
• Monoisotopic Mass: 360.132 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 405.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

References

1. Kaifeng Xu, Ying Huo, Shiming Tang, Shuangyan Han, Ying Lin, Suiping Zheng.  (2024)  A novel laccase for alkaline medium temperature environments in the textile industry.  Biotechnology Journal,  19  (9): (2400383).  [PMID:39295545] [10.1002/biot.202400383]

2. Rui Wang, Yao Cheng, Yanan Xie, Jie Li, Yinliang Zhang, Zemin Fang, Wei Fang, Xuecheng Zhang, Yazhong Xiao.  (2019)  Statistical coupling analysis uncovers sites crucial for the proton transfer in laccase Lac15.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:31563321] [10.1016/j.bbrc.2019.09.088]