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Merck

D4506

4-(Dimethylamino)cinnamaldehyde

>97.5% purity (HPLC), powder

4-(Dimethylamino)cinnamaldehyde

Synonym(s):

DMAC, DMACA

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About This Item

Linear Formula:
(CH3)2NC6H4CH=CHCHO
CAS Number:
Molecular Weight:
175.23
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
228-267-0
MDL number:
Beilstein/REAXYS Number:
972369

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Product Name

4-(Dimethylamino)cinnamaldehyde, chromogenic reagent for indoles and flavanols

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

SMILES string

CN(C)c1ccc(\C=C\C=O)cc1

assay

≥98% (HPLC)

form

powder

technique(s)

titration: suitable

color

yellow to very dark yellow

mp

138-140 °C (lit.)

solubility

chloroform/ethanol (1:1): 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

Quality Level

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This Item
M5760C504117308
technique(s)

titration: suitable

technique(s)

-

technique(s)

-

technique(s)

-

color

yellow to very dark yellow

color

orange to red

color

white to yellow

color

-

solubility

chloroform/ethanol (1:1): 50 mg/mL

solubility

DMSO:methanol (1:1): 50 mg/mL, clear, orange

solubility

chloroform/ethanol (1:1): 9.80-10.20 mg/mL, clear, colorless to light yellow

solubility

-

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

peptide synthesis

form

powder

form

powder

form

powder

form

liquid

Quality Level

200

Quality Level

100

Quality Level

100, 200

Quality Level

100

Application

  • 4-(Dimethylamino)cinnamaldehyde (DMAC) has been used in the serine protease inhibition assay.[1]
  • It has been used for the detection of (epi)-flavan-3-ols and proanthocyanidin polymers in Brassica napus seeds.[2]
  • It has been used for the determination of phenolic compounds in leaf samples.[3]
  • It has been used for the staining of flavan-3-ols in plant samples.[4]

Biochem/physiol Actions

Reagent for assay of indole product of apotryptophanase and tryptophanase.[5] DMAC produces colored adducts with flavanols for subsequent HPLC.[6][7] It has been used in a chromogenic method for quantifying proanthocyandines in cranberry powder.[8][9]

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

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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The promoter of the Arabidopsis thaliana BAN gene is active in proanthocyanidin-accumulating cells of the Brassica napus seed coat.
Nesi N, et al.
Plant Cell Reports, 28, 601-601 (2009)
Co-occurrence of tannin and tannin-less vacuoles in sensitive plants.
Fleurat-Lessard P, et al.
Protoplasma, 253, 821-821 (2016)
Exploring plant defense theory in tall goldenrod, Solidago altissima.
Heath JJ, et al.
The New phytologist, 202, 1357-1357 (2014)
A new reagent for the assay of indole in the tryptophanase reaction.
J M TURNER
The Biochemical journal, 78, 790-792 (1961-04-01)
Analysis of flavanols in beverages by high-performance liquid chromatography with chemical reaction detection.
de Pascual-Teresa, S., et al.
Journal of Agricultural and Food Chemistry, 46, 4209-4213 (1998)

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