MilliporeSigma
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D4506

Sigma-Aldrich

4-(Dimethylamino)cinnamaldehyde

chromogenic reagent for indoles and flavanols

Synonym(s):
DMAC, DMACA
Linear Formula:
(CH3)2NC6H4CH=CHCHO
CAS Number:
Molecular Weight:
175.23
Beilstein:
972369
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

≥98% (HPLC)

form

powder

mp

138-140 °C (lit.)

solubility

chloroform/ethanol (1:1): 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

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

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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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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