H6771
2-Hydroxytetradecanoic acid
≥98% (capillary GC)
Synonym(s):
2-Hydroxymyristic acid, DL-α-Hydroxymyristic acid
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About This Item
Empirical Formula (Hill Notation):
C14H28O3
CAS Number:
Molecular Weight:
244.37
Beilstein:
1725369
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
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Assay
≥98% (capillary GC)
lipid type
saturated FAs
storage temp.
2-8°C
SMILES string
CCCCCCCCCCCCC(O)C(O)=O
InChI
1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13(15)14(16)17/h13,15H,2-12H2,1H3,(H,16,17)
InChI key
JYZJYKOZGGEXSX-UHFFFAOYSA-N
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Biochem/physiol Actions
An analog of myristic acid that becomes metabolically activated in cells to form 2-hydroxymyristoyl-CoA. Inhibitor of protein myristoylation.
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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J S Gunn et al.
Infection and immunity, 68(6), 3758-3762 (2000-05-19)
The PhoP-PhoQ two-component system is necessary for the virulence of Salmonella spp. and is responsible for regulating several modifications of the lipopolysaccharide (LPS). Mutagenesis of the transcriptional regulator phoP resulted in the identification of a mutant able to activate transcription
S M Cordo et al.
Microbes and infection, 1(8), 609-614 (1999-12-28)
The effects of two myristic acid analogs on Junin virus (JV) replication were investigated. The compounds chosen for the study were DL-2-hydroxymyristic acid (2OHM), an inhibitor of N-myristoyltransferase (NMT), which binds the enzyme and blocks protein myristoylation, and 13-oxamyristic acid
Abdulla S Kazim et al.
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High blood glucose triggers the release of insulin from pancreatic beta cells, but if chronic, causes cellular stress, partly due to impaired Ca
H S Gibbons et al.
The Journal of biological chemistry, 275(42), 32940-32949 (2000-07-21)
Lipid A molecules of certain Gram-negative bacteria, including Salmonella typhimurium and Pseudomonas aeruginosa, may contain secondary S-2-hydroxyacyl chains. S. typhimurium has recently been shown to synthesize its S-2-hydroxymyristate-modified lipid A in a PhoP/PhoQ-dependent manner, suggesting a possible role for the
L A Paige et al.
The Journal of biological chemistry, 268(12), 8669-8674 (1993-04-25)
The myristoylated protein-tyrosine kinase, p56lck, is expressed predominantly in T cells where it is believed to play a role in T cell activation. We observed a 56-kDa protein that became metabolically labeled in intact T lymphoid cells that were incubated
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