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Merck
CN

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:
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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

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.

pictograms

Exclamation mark

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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Daniel K Y Solaiman et al.
Biotechnology letters, 28(3), 157-162 (2006-02-21)
Pseudomonas corrugata was selected from a screening process for the bioconversion of inexpensive soy molasses into medium-chain-length poly(hydroxyalkanoates) (mcl-PHA). We obtained yields of 1.5 g cell dry weight (CDW)/l culture with growth medium supplemented with 2% (w/v) soy molasses, and
Shao-Ping Ouyang et al.
Biomacromolecules, 8(8), 2504-2511 (2007-07-31)
Pseudomonas putida KT2442 produces medium-chain-length (MCL) polyhydroxyalkanoates (PHA) consisting of 3-hydroxyhexanoate (HHx), 3-hydroxyoctanoate (HO), 3-hydroxydecanoate (HD), and 3-hydroxydodecanoate (HDD) from a wide-range of carbon sources. In this study, fadA and fadB genes encoding 3-ketoacyl-CoA thiolase and 3-hydroxyacyl-CoA dehydrogenase in P.
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
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

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