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/REAXYS Number:
1725369
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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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
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
M S Trent et al.
The Journal of biological chemistry, 276(46), 43132-43144 (2001-09-06)
Polymyxin-resistant mutants of Escherichia coli and Salmonella typhimurium accumulate a novel minor lipid that can donate 4-amino-4-deoxy-l-arabinose units (l-Ara4N) to lipid A. We now report the purification of this lipid from a pss(-) pmrA(C) mutant of E. coli and assign
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
D R Harper et al.
The Journal of general virology, 74 ( Pt 6), 1181-1184 (1993-06-01)
Inhibitors of myristoylation and analogues of myristic acid inhibit the replication of some retroviruses including human immunodeficiency virus, but no studies with other virus families have been reported. We have shown that replication of varicella-zoster virus (VZV) in tissue is
Abdulla S Kazim et al.
Biochemical and biophysical research communications, 491(3), 740-746 (2017-07-26)
High blood glucose triggers the release of insulin from pancreatic beta cells, but if chronic, causes cellular stress, partly due to impaired Ca
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