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
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
EC Number:
219-714-0
Beilstein/REAXYS Number:
1725369
MDL number:
Product Name
2-Hydroxytetradecanoic acid, ≥98% (capillary GC)
InChI key
JYZJYKOZGGEXSX-UHFFFAOYSA-N
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)
SMILES string
CCCCCCCCCCCCC(O)C(O)=O
assay
≥98% (capillary GC)
lipid type
saturated FAs
storage temp.
2-8°C
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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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Z Zhou et al.
The Journal of biological chemistry, 276(46), 43111-43121 (2001-09-06)
Lipid A of Salmonella typhimurium can be resolved into multiple molecular species. Many of these substances are more polar than the predominant hexa-acylated lipid A 1,4'-bisphosphate of Escherichia coli K-12. By using new isolation methods, we have purified six lipid
F Galbiati et al.
The Biochemical journal, 313 ( Pt 3), 717-720 (1996-02-01)
The alpha-subunit of the G-protein Gi1 alpha is normally dually acylated at its N-terminus with the saturated fatty acids myristate and palmitate. Inhibition of protein myristoylation by treatment with 2-hydroxymyristate prevented neither the incorporation of [3H]palmitate nor the membrane association
C R Raetz
Journal of endotoxin research, 7(1), 73-78 (2001-08-25)
Regulated covalent modifications of lipid A are implicated in virulence of pathogenic Gram-negative bacteria. The Salmonella PhoP/PhoQ-activated gene pagP is required for resistance to cationic antimicrobial peptides and for biosynthesis of hepta-acylated lipid A species containing palmitate. Interestingly, pagP encodes
D B Kantor et al.
Science (New York, N.Y.), 274(5293), 1744-1748 (1996-12-06)
Pharmacological studies support the idea that nitric oxide (NO) serves as a retrograde messenger during long-term potentiation (LTP) in area CA1 of the hippocampus. Mice with a defective form of the gene for neuronal NO synthase (nNOS), however, exhibit normal
M Ishitani et al.
The Plant cell, 12(9), 1667-1678 (2000-09-28)
The salt tolerance gene SOS3 (for salt overly sensitive3) of Arabidopsis is predicted to encode a calcium binding protein with an N-myristoylation signature sequence. Here, we examine the myristoylation and calcium binding properties of SOS3 and their functional significance in
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