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P9417

Sigma-Aldrich

Palmitoleic acid

≥98.5% (GC), liquid

Sinonimo/i:

cis-9-Palmitoleic acid, cis-9-Hexadecenoic acid

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About This Item

Formula condensata:
CH3(CH2)5CH=CH(CH2)7COOH
Numero CAS:
Peso molecolare:
254.41
Beilstein:
1725389
Numero CE:
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:
NACRES:
NA.25

Origine biologica

Macadamia integrifolia

Saggio

≥98.5% (GC)

Forma fisica

liquid

Indice di rifrazione

n20/D 1.457 (lit.)

P. eboll.

162 °C/0.6 mmHg (lit.)

Punto di fusione

0.5 °C (lit.)

Densità

0.895 g/mL at 20 °C (lit.)

Gruppo funzionale

carboxylic acid
oleic acid

Tipo di lipide

unsaturated FAs

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

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

InChI

1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-
SECPZKHBENQXJG-FPLPWBNLSA-N

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Applicazioni

Palmitoleic acid has been used:
  • to supplement Minimum Essential Media alpha (MEMα) to culture mouse spermatogonial stem cells (SSCs)
  • as a component of a defined serum-free medium for the long-term propagation of SSCs
  • in Dulbecco′s Modified Eagle Medium (DMEM) in the media for fatty acid treatment to assure a physiologic ratio between bound and unbound free fatty acid (FFA)

Azioni biochim/fisiol

Palmitoleic acid is a 16-carbon, omega-7, monounsaturated fatty acid that is enriched in the triglycerides of human adipose tissue and in liver.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

143.6 °F - closed cup

Punto d’infiammabilità (°C)

62 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificati d'analisi (COA)

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Yuko Akazawa et al.
Journal of hepatology, 52(4), 586-593 (2010-03-09)
Saturated free fatty acids induce hepatocyte lipoapoptosis. This lipotoxicity involves an endoplasmic reticulum stress response, activation of JNK, and altered expression and function of Bcl-2 proteins. The mono-unsaturated free fatty acid palmitoleate is an adipose-derived lipokine which suppresses free fatty
Katherine E Pinnick et al.
Diabetes, 61(6), 1399-1403 (2012-04-12)
The expansion of lower-body adipose tissue (AT) is paradoxically associated with reduced cardiovascular disease and diabetes risk. We examined whether the beneficial metabolic properties of lower-body AT are related to the production and release of the insulin-sensitizing lipokine palmitoleate (16:1n-7).
Andreas Koeberle et al.
The Journal of biological chemistry, 287(32), 27244-27254 (2012-06-16)
Controversial correlations between biological activity and concentration of the novel lipokine palmitoleate (9Z-hexadecenoate, 16:1) might depend on the formation of an active 16:1 metabolite. For its identification, we analyzed the glycerophospholipid composition of mouse Swiss 3T3 fibroblasts in response to
Tahira Fatima et al.
PloS one, 7(4), e34099-e34099 (2012-05-05)
Sea buckthorn (Hippophae rhamnoides L.) is a hardy, fruit-producing plant known historically for its medicinal and nutraceutical properties. The most recognized product of sea buckthorn is its fruit oil, composed of seed oil that is rich in essential fatty acids
Geng Zong et al.
The American journal of clinical nutrition, 96(5), 970-976 (2012-09-28)
Palmitoleic acid has been shown to regulate adipokine expression and systemic metabolic homeostasis in animal studies. However, its association with human metabolic diseases remains controversial. We aimed to investigate associations of erythrocyte palmitoleic acid with adipokines, inflammatory markers, and metabolic

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