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H3398

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥99% (GC)

form

solid

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

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)

InChI key

MUCMKTPAZLSKTL-UHFFFAOYSA-N

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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
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

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