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H6771

Sigma-Aldrich

2-Hydroxy-tetradecansäure

≥98% (capillary GC)

Synonym(e):

2-Hydroxy-myristinsäure

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About This Item

Empirische Formel (Hill-System):
C14H28O3
CAS-Nummer:
2507-55-3
Molekulargewicht:
244.37
Beilstein:
1725369
EG-Nummer:
219-714-0
MDL-Nummer:
MFCD00014342
UNSPSC-Code:
12352106
PubChem Substanz-ID:
24895765
NACRES:
NA.77

Assay

≥98% (capillary GC)

Lipid-Typ

saturated FAs

Lagertemp.

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)

InChIKey

JYZJYKOZGGEXSX-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

An analog of myristic acid that becomes metabolically activated in cells to form 2-hydroxymyristoyl-CoA. Inhibitor of protein myristoylation.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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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
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
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
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
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
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