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Merck

H7021

Sigma-Aldrich

2-Hydroxyhexadecansäure

≥98% (capillary GC)

Synonym(e):

2-Hydroxy-palmitinsäure

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About This Item

Lineare Formel:
CH3(CH2)13CH(OH)COOH
CAS-Nummer:
Molekulargewicht:
272.42
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.25

Qualitätsniveau

Assay

≥98% (capillary GC)

Lipid-Typ

saturated FAs

Lagertemp.

2-8°C

SMILES String

CCCCCCCCCCCCCCC(O)C(O)=O

InChI

1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15,17H,2-14H2,1H3,(H,18,19)

InChIKey

JGHSBPIZNUXPLA-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

2-Hydroxyhexadecanoic acid (2OH-HDA) is used as a representative of the saturated long-chain hydroxyl fatty acids group, members of which have potential roles in anti-inflammatory action, neuroprotection, and bactericide and anti-cancer defense.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Elena E Pohl et al.
Biochimica et biophysica acta, 1778(5), 1292-1297 (2008-03-04)
Hydroxyl group-containing fatty acids play an important role in anti-inflammatory action, neuroprotection, bactericide and anti-cancer defense. However, the mechanism of long-chain hydroxy fatty acids (HFA) transport across plasma membranes is still disputed. Two main hypotheses have been suggested: firstly, that
Tomotake Morita et al.
Bioscience, biotechnology, and biochemistry, 75(8), 1597-1599 (2011-08-09)
Cryptococcus humicola JCM 1461 efficiently produced cellobiose lipids (CLs), bolaform biosurfactants. The main product was identified as 16-O-(2″,3″,4″,6'-tetra-O-acetyl-β-cellobiosyl)-2-hydroxyhexadecanoic acid. The production yield of CLs reached 13.1 g/L under the intermittent feeding of glucose. The critical micelle concentrations (CMC) of the
J A Hamilton
Prostaglandins, leukotrienes, and essential fatty acids, 60(5-6), 291-297 (1999-09-02)
In early research on fatty acid transport, passive diffusion seemed to provide an adequate explanation for movement of fatty acids through the membrane bilayer. This simple hypothesis was later challenged by the discovery of several proteins that appeared to be
T Kaneshiro et al.
Lipids, 28(5), 397-401 (1993-05-01)
Fumonisin B1 is a sphingolipid-like compound that enhances the accumulation of yeast sphingolipids and 2-hydroxy fatty acids. These lipids occur both as freely extractable and cell bound components in yeast fermentations. Both free and bound 2-hydroxy fatty acids produced by
S Hamanaka et al.
Biochimica et biophysica acta, 961(3), 374-377 (1988-08-12)
Monoglycosylceramides were isolated from pig epidermal cells which had been prepared free from dermal elements. The most polar glycolipid among the five isolated monoglycosylceramides was galactosylceramide. The galactosylceramide was composed of alpha-hydroxypalmitic acid and 16- and 18-carbon chain sphingenine, being

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