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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Kunii et al.
Microbios, 105(412), 153-161 (2001-06-21)
The Gram-negative bacterium Acinetobacter species ODB-L2 produces lipopolysaccharide (LPS) in culture broth. The LPS could not be purified by conventional extraction methods using 90% phenol/water or 90% phenol/chloroform/petroleum ether mixed solvent. Extraction was achieved employing an admixture of chloroform, ethanol
Anelise M Tonin et al.
Life sciences, 86(21-22), 825-831 (2010-04-20)
We investigated the in vitro effects of 3-hydroxydodecanoic (3HDA), 3-hydroxytetradecanoic (3HTA) and 3-hydroxypalmitic (3HPA) acids, which accumulate in tissues of patients affected by mitochondrial trifunctional protein (MTP) and isolated long-chain 3-hydroxyacyl-CoA dehydrogenase (LCHAD) deficiencies, on various parameters of energy homeostasis
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

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