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Merck
CN

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
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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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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
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
Jae Hak Sohn et al.
International journal of systematic and evolutionary microbiology, 54(Pt 5), 1483-1487 (2004-09-25)
A Gram-negative, yellow-pigmented, halophilic bacterial strain US6-1T, which degrades high-molecular-mass polycyclic aromatic hydrocarbons of two to five rings, was isolated from muddy sediment of Ulsan Bay, Republic of Korea. The 16S rRNA gene of the isolate showed high sequence similarity
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
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

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