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D4506

Sigma-Aldrich

4-(Dimethylamino)cinnamaldehyde

>97.5% purity (HPLC), powder

Synonym(s):

DMAC, DMACA

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About This Item

Linear Formula:
(CH3)2NC6H4CH=CHCHO
CAS Number:
6203-18-5
Molecular Weight:
175.23
Beilstein:
972369
EC Number:
228-267-0
MDL number:
MFCD00007002
UNSPSC Code:
12171500
PubChem Substance ID:
24893878
NACRES:
NA.47

Product Name

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

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

SMILES string

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

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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
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H335,H411

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

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCL1545
    BCCJ1129
    BCCG6619
    BCCD6638
    BCCD0035

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    A new reagent for the assay of indole in the tryptophanase reaction.
    J M TURNER
    The Biochemical journal, 78, 790-792 (1961-04-01)
    Exploring plant defense theory in tall goldenrod, Solidago altissima.
    Heath JJ, et al.
    The New phytologist, 202, 1357-1357 (2014)
    Co-occurrence of tannin and tannin-less vacuoles in sensitive plants.
    Fleurat-Lessard P, et al.
    Protoplasma, 253, 821-821 (2016)
    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)
    Reactive oxygen species and cellular interactions between Mycosphaerella fijiensis and banana.
    Jesus M de, et al.
    Tropical Plant Biology, 4, 134-134 (2011)
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