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70082

Sigma-Aldrich

Myristic acid

≥98.0% (GC)

Synonym(s):

1-Tridecanecarboxylic acid, C14:0, NSC 5028, Tetradecanoic acid

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About This Item

Linear Formula:
CH3(CH2)12COOH
CAS Number:
Molecular Weight:
228.37
Beilstein:
508624
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98.0% (GC)

form

powder

bp

250 °C/100 mmHg (lit.)

mp

52-54 °C (lit.)
53-56 °C

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

room temp

SMILES string

CCCCCCCCCCCCCC(O)=O

InChI

1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)

InChI key

TUNFSRHWOTWDNC-UHFFFAOYSA-N

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Application

<ul>
<li><strong>Safety assessment of myristic acid as a food ingredient.</strong> Myristic acid was evaluated for its safety as a food ingredient, demonstrating its compliance with health and safety standards and supporting its use in food manufacturing (Burdock and Carabin, 2007).</li>
<li><strong>Example of fatty acid-loaded lipoplex in enhancing in vitro gene transfer efficacies of cationic amphiphile.</strong> This research outlines how myristic acid can be used to improve the efficiency of gene delivery systems in medical research, suggesting a pivotal role in enhancing transfection efficiencies (Majeti et al., 2005).</li>
</ul>

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Dale D O Martin et al.
Biochimie, 93(1), 18-31 (2010-11-09)
Myristoylation corresponds to the irreversible covalent linkage of the 14-carbon saturated fatty acid, myristic acid, to the N-terminal glycine of many eukaryotic and viral proteins. It is catalyzed by N-myristoyltransferase. Typically, the myristate moiety participates in protein subcellular localization by
Katarzyna Reczyńska et al.
Lipids, 55(2), 117-126 (2020-01-24)
The impact of saturated fatty acids (FA) on viability and properties of malignant and nonmalignant cells has not been studied in detail so far. The present study was aimed at evaluation of the influence of saturated FA (10:0-18:0) on malignant
Geok-Lin Chua et al.
PloS one, 7(7), e41924-e41924 (2012-07-31)
Integrins are signal transducer proteins involved in a number of vital physiological processes including cell adhesion, proliferation and migration. Integrin molecules are hetero-dimers composed of two distinct subunits, α and β. In humans, 18 α and 8 β subunits are
Alicja Kuban-Jankowska et al.
PloS one, 7(12), e52495-e52495 (2013-01-10)
Hydrogen peroxide induces oxidation and consequently inactivation of many protein tyrosine phosphatases. It was found that hydrogen peroxide, in the presence of carboxylic acids, was efficiently activated to form even more potent oxidant - peroxy acid. We have found that
Dalit Shental-Bechor et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(44), 17839-17844 (2012-08-01)
We present an integrated experimental and computational study of the molecular mechanisms by which myristoylation affects protein folding and function, which has been little characterized to date. Myristoylation, the covalent linkage of a hydrophobic C14 fatty acyl chain to the

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