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Key Documents

H7021

Sigma-Aldrich

2-Hydroxyhexadecanoic acid

≥98% (capillary GC)

Synonyme(s) :

2-Hydroxypalmitic acid, DL-α-Hydroxypalmitic acid

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About This Item

Formule linéaire :
CH3(CH2)13CH(OH)COOH
Numéro CAS:
Poids moléculaire :
272.42
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥98% (capillary GC)

Type de lipide

saturated FAs

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

JGHSBPIZNUXPLA-UHFFFAOYSA-N

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Actions biochimiques/physiologiques

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.

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)


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Consulter la Bibliothèque de documents

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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