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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Quality Level
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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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
L I Sly et al.
International journal of systematic bacteriology, 47(1), 211-213 (1997-01-01)
Determination of the 16S rRNA gene sequence of Caulobacter subvibrioides ATCC 15264T (T = type strain) confirmed that this species is a member of the alpha subclass of the Proteobacteria and showed that it is phylogenetically most closely related to
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
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
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
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