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M3525

Sigma-Aldrich

Myristoleinsäure

≥99% (capillary GC)

Synonym(e):

cis-9-Tetradecenoic acid

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About This Item

Lineare Formel:
CH3(CH2)3CH=CH(CH2)7CO2H
CAS-Nummer:
544-64-9
Molekulargewicht:
226.36
EG-Nummer:
208-876-8
MDL-Nummer:
MFCD00004436
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24896849
NACRES:
NA.25

Biologische Quelle

plant

Assay

≥99% (capillary GC)

Form

liquid

Brechungsindex

n20/D 1.4562 (lit.)

bp

144 °C/0.6 mmHg (lit.)

mp (Schmelzpunkt)

−4.5-−4 °C (lit.)

Dichte

0.9 g/mL at 25 °C (lit.)

Funktionelle Gruppe

carboxylic acid

Lipid-Typ

unsaturated FAs

Versandbedingung

ambient

Lagertemp.

−20°C

SMILES String

CCCC\C=C/CCCCCCCC(O)=O

InChI

1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-

InChIKey

YWWVWXASSLXJHU-WAYWQWQTSA-N

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Anwendung

Myristoleic acid (C14:1) is a mono-unsaturated medium-chain fatty acid used as a model substrate for enzymes such as the cytochrome P450 enzyme CYP102D1; the aromatic peroxygenase from Agrocybe aegerita and oleate hydratase from Lysinibacillus fusiformis.

Verpackung

Verschweisste Ampulle

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

143.6 °F - closed cup

Flammpunkt (°C)

62 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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Bi-Na Kim et al.
Applied microbiology and biotechnology, 95(4), 929-937 (2011-12-23)
A recombinant enzyme from Lysinibacillus fusiformis was expressed, purified, and identified as an oleate hydratase because the hydration activity of the enzyme was the highest for oleic acid (with a k (cat) of 850 min(-1) and a K (m) of 540 μM)
Stuart W Hicks et al.
Nature reviews. Microbiology, 11(5), 316-326 (2013-04-17)
Several bacterial species have evolved specialized secretion systems to deliver bacterial effector proteins into eukaryotic cells. These effectors have the capacity to modulate host cell pathways in order to promote bacterial survival and replication. The spatial and temporal context in
S Lecat et al.
Journal of cell science, 113 ( Pt 14), 2607-2618 (2000-06-23)
Annexins form a family of proteins that are widely expressed and known to bind membranes in the presence of calcium. Two isoforms of the annexin XIII subfamily are expressed in epithelia. We previously reported that annexin XIIIb is apically localized
Ana Gutiérrez et al.
Archives of biochemistry and biophysics, 514(1-2), 33-43 (2011-08-26)
Reaction of fatty acids, fatty alcohols, alkanes, sterols, sterol esters and triglycerides with the so-called aromatic peroxygenase from Agrocybe aegerita was investigated using GC-MS. Regioselective hydroxylation of C(12)-C(20) saturated/unsaturated fatty acids was observed at the ω-1 and ω-2 positions (except
Karina Krotova et al.
British journal of pharmacology, 148(5), 732-740 (2006-05-23)
1. Myristoylated pseudosubstrate of PKCzeta (mPS) - a synthetic myristoylated peptide with a sequence (13 amino acids) mimicking the endogenous PKCzeta pseudosubstrate region -- is considered a selective cell-permeable inhibitor of PKCzeta. We present strong evidence that in endothelial cells
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