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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

Quality Level

100

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Abdulla S Kazim et al.
Biochemical and biophysical research communications, 491(3), 740-746 (2017-07-26)
High blood glucose triggers the release of insulin from pancreatic beta cells, but if chronic, causes cellular stress, partly due to impaired Ca
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
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