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H3398

Sigma-Aldrich

DL-β-Hydroxy-laurinsäure

≥99% (GC)

Synonym(e):

3-Hydroxy-dodecansäure

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About This Item

Empirische Formel (Hill-System):
C12H24O3
CAS-Nummer:
1883-13-2
Molekulargewicht:
216.32
MDL-Nummer:
MFCD00133279
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24895574
NACRES:
NA.25

Assay

≥99% (GC)

Form

solid

Funktionelle Gruppe

carboxylic acid

Lipid-Typ

saturated FAs

Versandbedingung

ambient

Lagertemp.

2-8°C

SMILES String

CCCCCCCCCC(O)CC(O)=O

InChI

1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)

InChIKey

MUCMKTPAZLSKTL-UHFFFAOYSA-N

Biochem./physiol. Wirkung

DL-3-Hydroxydodecanoic acid (3HDD) is a racemic mixture of D- and L-3HDD. 3-hydroxydodecanoic acid is found as a monomer in the construction of polyhydroxyalkanoates. 3HDD is used to study the roles of β-hydroxy fatty acids in chronic inflammation and insulin resistance and the biosynthesis of diffusible signal factors involved in quorum sensing.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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I MacArthur et al.
Journal of bacteriology, 193(18), 4726-4735 (2011-07-19)
PagL and LpxO are enzymes that modify lipid A. PagL is a 3-O deacylase that removes the primary acyl chain from the 3 position, and LpxO is an oxygenase that 2-hydroxylates specific acyl chains in the lipid A. pagL and
Hongkai Bi et al.
Molecular microbiology, 83(4), 840-855 (2012-01-10)
Signal molecules of the diffusible signal factor (DSF) family have been shown recently to be involved in regulation of pathogenesis and biofilm formation in diverse Gram-negative bacteria. DSF signals are reported to be active not only on their cognate bacteria
Lina Yue et al.
Se pu = Chinese journal of chromatography, 24(1), 10-13 (2006-07-11)
To analyse the impurity of bacterium source of standard endotoxin, 3-hydroxy fatty acid species in different endotoxin standards was determined by gas chromatography/mass spectrometry (GC/MS) using N, O-bis (trimethylsilyl) trifluoroacetamide as the silanizing reagent. GC/MS analysis was performed using a
Lori I Robins et al.
Biochemistry, 48(26), 6191-6201 (2009-05-22)
The first step of lipid A biosynthesis is catalyzed by LpxA in Escherichia coli (EcLpxA), an acyltransferase selective for UDP-GlcNAc and R-3-hydroxymyristoyl-acyl carrier protein (ACP). Leptospira interrogans LpxA (LiLpxA) is extremely selective for R-3-hydroxylauroyl-ACP and an analogue of UDP-GlcNAc, designated
Ahleum Chung et al.
Applied microbiology and biotechnology, 83(3), 513-519 (2009-03-10)
To produce extracellular chiral 3-hydroxyacyl acids (3HA) by fermentation, a novel pathway was constructed by expressing tesB gene encoding thioesterase II into Pseudomonas putida KTOY01, which was a polyhydroxyalkanoate (PHA) synthesis operon knockout mutant. 3HA mixtures of 0.35 g/l consisting
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