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D4506 Sigma-Aldrich

4-(Dimethylamino)cinnamaldehyde

chromogenic reagent for indoles and flavanols

Synonym: DMAC, DMACA

  • CAS Number 6203-18-5

  • Linear Formula (CH3)2NC6H4CH=CHCHO

  • Molecular Weight 175.23

  •  Beilstein/REAXYS Number 972369

  •  EC Number 228-267-0

  •  MDL number MFCD00007002

  •  PubChem Substance ID 24893878

  •  NACRES NA.47

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Properties

Related Categories Aldehydes, Building Blocks, C10-C12, Carbonyl Compounds, Cell Biology,
Quality Level   200
assay   ≥98% (HPLC)
form   powder
application(s)   hematology: suitable
  histology: suitable
mp   138-140 °C (lit.)
solubility   chloroform/ethanol (1:1): 50 mg/mL
Featured Industry   Diagnostic Assay Manufacturing
storage temp.   −20°C
SMILES string   CN(C)c1ccc(\C=C\C=O)cc1
InChI   1S/C11H13NO/c1-12(2)11-7-5-10(6-8-11)4-3-9-13/h3-9H,1-2H3/b4-3+
InChI key   RUKJCCIJLIMGEP-ONEGZZNKSA-N

Description

Application

• 4-(Dimethylamino)cinnamaldehyde (DMAC) has been used in the serine protease inhibition assay.
• It has been used for the detection of (epi)-flavan-3-ols and proanthocyanidin polymers in Brassica napus seeds.
• It has been used for the determination of phenolic compounds in leaf samples.
• It has been used for the staining of flavan-3-ols in plant samples.

Biochem/physiol Actions

Reagent for assay of indole product of apotryptophanase and tryptophanase. DMAC produces colored adducts with flavanols for subsequent HPLC. It has been used in a chromogenic method for quantifying proanthocyandines in cranberry powder.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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