130087

Sigma-Aldrich

Myristic acid

95%

Synonym(s):
Tetradecanoic acid, 1-Tridecanecarboxylic acid, NSC 5028, C14:0
Linear Formula:
CH3(CH2)12COOH
CAS Number:
Molecular Weight:
228.37
Beilstein/REAXYS Number:
508624
EC Number:
MDL number:
PubChem Substance ID:

assay

95%

bp

250 °C/100 mmHg (lit.)

mp

52-54 °C (lit.)

functional group

carboxylic acid

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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Packaging

5 g in glass bottle

Biochem/physiol Actions

Myristic acid is commonly added via a covalent linkage to the N-terminal glycine of many eukaryotic and viral proteins, a process called myristoylation. Myristoylation enables proteins to bind to cell membranes and facilitates protein-protein interactions. Myristolyation of proteins affect many cellular functions and thus has implications in health and disease .

Certificate of Analysis

Certificate of Origin

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...
Sheen X Lu et al.
Plant molecular biology, 82(3), 267-278 (2013-04-24)
Calcium-dependent protein kinases (CDPK) are a major group of calcium-stimulated kinases found in plants and some protists. Many CDPKs are membrane-associated, presumably because of lipid modifications at their amino termini. We investigated the subcellular location and myristoylation of AtCPK5, a...
S Curry et al.
Biochimica et biophysica acta, 1441(2-3), 131-140 (1999-11-26)
Human serum albumin possesses multiple fatty acid binding sites of varying affinities, but the precise locations of these sites have remained elusive. The determination of the crystal structure of human serum albumin complexed with myristic acid recently revealed the positions...
Anja Meier et al.
Hepatology (Baltimore, Md.), 58(1), 31-42 (2012-12-06)
Chronic infection with the human hepatitis B virus (HBV) is a global health problem and a main cause of progressive liver diseases. HBV exhibits a narrow host range, replicating primarily in hepatocytes. Both host and hepatocyte specificity presumably involve specific...

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