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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
B D Beaumelle et al.
Molecular and biochemical parasitology, 28(1), 39-42 (1988-02-01)
The intraerythrocytic malaria parasite depends on the surrounding medium for a supply of phospholipid precursors. Efficient inhibition (IC50 7-90 microM) of Plasmodium falciparum growth in vitro was achieved using modified fatty acids. The fatty acid analogues most effective in suppressing
Y Kitano et al.
Japanese journal of cancer research : Gann, 87(5), 437-441 (1996-05-01)
The sphingomyelin cycle is activated to accumulate ceramides in the process of epidermal differentiation. We found that sphingomyelin in the epidermis of 4 different murine strains gave three bands on TLC, the lower band containing alpha-hydroxypalmitic acid (C16h:0(alpha)). However, in
N Takakuwa et al.
Bioresource technology, 96(9), 1089-1092 (2005-01-26)
Glucosylceramides were surveyed in crop tissues and by-products from their processing. Apple pulp contained the highest amount (0.94 mg g(-1)) of glucosylceramide and relatively less sterylglucoside, which is the major contaminant of partially purified glucosylceramide. Glucosylceramide from apple pulp was

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