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H6771

Sigma-Aldrich

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:
2507-55-3
Molecular Weight:
244.37
Beilstein:
1725369
EC Number:
219-714-0
MDL number:
MFCD00014342
UNSPSC Code:
12352106
PubChem Substance ID:
24895765
NACRES:
NA.77

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

Certificates of Analysis (COA)

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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
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
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
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