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Key Documents

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:
Molecular Weight:
244.37
Beilstein:
1725369
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

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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M S Trent et al.
The Journal of biological chemistry, 276(46), 43122-43131 (2001-09-06)
Attachment of the cationic sugar 4-amino-4-deoxy-l-arabinose (l-Ara4N) to lipid A is required for the maintenance of polymyxin resistance in Escherichia coli and Salmonella typhimurium. The enzymes that synthesize l-Ara4N and transfer it to lipid A have not been identified. We
R Misasi et al.
Clinical immunology and immunopathology, 67(3 Pt 1), 216-223 (1993-06-01)
IgG antibodies reacting with the GM3-comigrating band extracted from pooled AIDS lymphocytes were detected in 33.3% of AIDS patients sera, in 8% of asymptomatic anti-HIV-positive subjects, in none of the sera obtained from asymptomatic anti-HIV-negative drug abusers, from patients with
E B Denner et al.
International journal of systematic and evolutionary microbiology, 51(Pt 3), 827-841 (2001-06-20)
Strain EDIVT, an exopolysaccharide-producing bacterium, was subjected to polyphasic characterization. The bacterium produced copious amounts of an extracellular polysaccharide, forming slimy, viscous, intensely yellow-pigmented colonies on Czapek-Dox (CZD) agar. The culture fluids of the liquid version of CZD medium were
Hong Chen et al.
International journal of systematic and evolutionary microbiology, 63(Pt 2), 735-743 (2012-05-09)
Two novel chemo-organoheterotrophic members of the Sphingomonadaceae were isolated from alpine and pre-alpine lakes. Cells stained gram-negative, were motile and rod-shaped, and formed yellow, circular, convex colonies on different agar media. Strains 301(T) and 469(T) were strictly aerobic, catalase- and
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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