H3398
DL-β-Hydroxylauric acid
≥99% (GC)
Synonym(s):
3-Hydroxydodecanoic acid
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About This Item
Empirical Formula (Hill Notation):
C12H24O3
CAS Number:
Molecular Weight:
216.32
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Product Name
DL-β-Hydroxylauric acid, ≥99% (GC)
InChI key
MUCMKTPAZLSKTL-UHFFFAOYSA-N
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)
assay
≥99% (GC)
form
solid
functional group
carboxylic acid
lipid type
saturated FAs
shipped in
ambient
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Structural basis for the sugar nucleotide and acyl-chain selectivity of Leptospira interrogans LpxA.
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
N Ravenscroft et al.
Journal of bacteriology, 174(23), 7595-7605 (1992-12-01)
The lipopolysaccharide (LPS) of the outer membrane of Caulobacter crescentus was purified and analyzed. Two distinct strains of the species, NA 1000 and CB2A, were examined; despite differences in other membrane-related polysaccharides, the two gave similar LPS composition profiles. The
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
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
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