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M1890

Sigma-Aldrich

rac-Glycerol 1-myristate

≥99%

Synonyme(s) :

1-Monotetradecanoyl-rac-glycerol, rac-1-Myristoylglycerol, DL-α-Myristin, Monomyristin

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About This Item

Formule linéaire :
H3C(CH2)12COOCH2CH(OH)CH2OH
Numéro CAS:
589-68-4
Poids moléculaire :
302.45
Numéro Beilstein :
1727502
Numéro MDL:
MFCD00046760
Code UNSPSC :
12352211
ID de substance PubChem :
24896704
Nomenclature NACRES :
NA.25

Source biologique

synthetic (organic)

Pureté

≥99%

Forme

powder

Groupe fonctionnel

ester
hydroxyl

Type de lipide

neutral glycerides

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

CCCCCCCCCCCCCC(=O)OCC(O)CO

InChI

1S/C17H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h16,18-19H,2-15H2,1H3

Clé InChI

DCBSHORRWZKAKO-UHFFFAOYSA-N

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Catégories apparentées

Description générale

rac-Glycerol 1-myristate is present in the saw palmetto palm and is less soluble in water.

Application

rac-Glycerol 1-myristate has been used:
  • as a standard in liquid chromatography/atmospheric-pressure chemical ionization mass spectrometry (LC–APCI-MS) studies
  • as a representative monoacylglycerol to test its matrix effects in gas chromatography-mass spectrometry (GC-MS) studies
  • to test its antifungal activity against Fusarium spp.

Rac-glycerol 1-myristate (glycerol α-monomyristate) is used in colloidal chemistry as a nonionic surfactant in the development of micelles.

Actions biochimiques/physiologiques

rac-Glycerol 1-myristate also elicits antifungal activity. It exhibits an anti-proliferative effect in HeLa cervical cancer cells when delivered as a polymeric nanoparticle-based conjugate.
rac-Glycerol 1-myristate, a 1-monoglyceride of myristic acid, has antibacterial activity against several Gram-positive bacterial strains.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

M Suman et al.
Journal of chromatography. A, 1216(18), 3758-3766 (2009-03-17)
A new, reliable liquid chromatography/atmospheric-pressure chemical ionisation mass spectrometry (LC-APCI-MS) method was developed for the quantitative determination of food emulsifiers composed of mono- and diacylglycerols of fatty acids (E471 series) in complex food matrices. These additives are extremely interesting for
Wakako Tsuzuki
Lipids, 42(7), 613-619 (2007-06-22)
To elucidate the absorption characteristics of dietary lipids in the human intestine, we investigated the cellular uptake of lipid metabolites using a differential monolayer of the Caco2 cells. As lipid metabolites, several free fatty acids and 2-monoacylglycerols, were formed a
Hayami et al.
Journal of colloid and interface science, 220(2), 374-379 (1999-12-23)
The interfacial tension of a hexane solution of 1-monolaurin against water was measured as a function of temperature and concentration under atmospheric pressure. The thermodynamic quantity changes associated with the adsorption of 1-monolaurin were evaluated and compared with those of
Asma Nurmala et al.
Molecules (Basel, Switzerland), 23(12) (2018-12-07)
In the present work, monoacylglycerol derivatives, i.e., 1-monomyristin, 2-monomyristin, and 2-monopalmitin were successfully prepared from commercially available myristic acid and palmitic acid. The 1-monomyristin compound was prepared through a transesterification reaction between ethyl myristate and 1,2-O-isopropylidene glycerol, which was obtained
Lok Kumar Shrestha et al.
The journal of physical chemistry. B, 113(18), 6290-6298 (2009-04-11)
In this paper we present the study of reverse micellar aggregates formed by glycerol alpha-monomyristate (C(14)G(1)) in different organic solvents. We have investigated the structure (mainly shape and size) of the monomyristin reverse micelles depending on alkyl chain length of
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