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48660

Sigma-Aldrich

Lauryl gallate

antioxidant, ≥99.0% (HPLC)

Synonym(s):

Dodecyl gallate

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About This Item

Empirical Formula (Hill Notation):
C19H30O5
CAS Number:
Molecular Weight:
338.44
Beilstein:
2701981
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (HPLC)

form

solid

mp

94-97 °C (lit.)

functional group

ester

SMILES string

CCCCCCCCCCCCOC(=O)c1cc(O)c(O)c(O)c1

InChI

1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3

InChI key

RPWFJAMTCNSJKK-UHFFFAOYSA-N

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Application

  • Properties of artificial phospholipid membranes containing lauryl gallate or cholesterol: This study explores how lauryl gallate affects membrane structure, impacting its biological functions (Jurak et al., 2018).
  • Potential of Lauryl Gallate as Stability and Recyclability Improver of Poly (Butylene succinate-co-adipate): Lauryl gallate enhances the stability and recyclability of polyesters, important for sustainable materials (Rossi et al., 2024).
  • Lauryl Gallate Activity and Streptococcus mutans: The study evaluates the antibacterial effects of lauryl gallate against Streptococcus mutans, showing significant biofilm reduction and gene expression impact (Gabe et al., 2020).
  • Dodecyl gallate as a pro-ecological antioxidant for food packing materials: This research investigates the use of lauryl gallate as a green antioxidant, enhancing the age-resistance of food packaging (Masek et al., 2014).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Isao Kubo et al.
Journal of agricultural and food chemistry, 50(12), 3533-3539 (2002-05-30)
Dodecyl (C12) gallate exhibits both potent chain-breaking and preventive antioxidant activity. The pyrogallol moiety is responsible for both activities. Dodecyl (lauryl) gallate prevents generation of superoxide radicals by xanthine oxidase, and this activity comes from its ability to inhibit the
Tae Joung Ha et al.
Journal of agricultural and food chemistry, 55(2), 446-451 (2007-01-18)
Dodecyl gallate inhibited the soybean lipoxygenase-1 (EC 1.13.11.12, type-1) catalyzed peroxidation of linoleic acid with an IC50 of 0.007 microM without being oxidized. The progress curves for enzyme reactions were recorded by both spectrophotometric and polarographic methods, and the inhibition
Kh M Gaffar Hossain et al.
Journal of biotechnology, 141(1-2), 58-63 (2009-05-12)
An enzymatic method using laccases for grafting the water insoluble phenolic compound lauryl gallate on wool fabric was developed. To find the compromise conditions at which the substrate is soluble while the enzyme remains active, the reaction was carried out
Edith M Cadena et al.
Bioresource technology, 102(4), 3911-3917 (2011-01-05)
Flax soda/AQ pulps were treated with different fungal laccase-mediator combinations followed by physical and chemical characterization of the pulps to obtain a thorough understanding of the laccase/mediator effects on hexenuronic acid (HexA) removal and the coupling of mediator onto pulps
C Palacios et al.
Journal of enzyme inhibition, 16(6), 527-533 (2002-08-08)
The inhibitory effect of gallic acid (3,4,5-trihydroxybenzoic acid), and its ester derivatives methyl, propyl, octyl and lauryl has been tested on the tyrosine kinase activity of affinity purified c-Src from human platelets, using the artificial substrate Poly (Glu,Na,Tyr) 4:1. When

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