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Key Documents

H4398

Sigma-Aldrich

DL-β-Hydroxypalmitic acid

≥98%

Synonym(s):

3-Hydroxyhexadecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C16H32O3
CAS Number:
Molecular Weight:
272.42
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98%

form

powder

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCC(O)CC(O)=O

InChI

1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)

InChI key

CBWALJHXHCJYTE-UHFFFAOYSA-N

Biochem/physiol Actions

DL-β-Hydroxypalmitic acid is a mixture of D- and L-β-hydroxypalmitic (3-hydroxyhexadecanoic) acids. 3-hydroxyhexadecanoic [C16:0(3-OH)] may be used in studies that involve the lipid structures of endotoxin lipid A molecules.

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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A B Flavier et al.
Molecular microbiology, 26(2), 251-259 (1998-02-12)
Expression of virulence genes in Ralstonia solanacearum, a phytopathogenic bacterium, is controlled by a complex regulatory network that integrates multiple signal inputs. Production of several virulence determinants is coordinately reduced by inactivation of phcB, but is restored by growth in
A Fjellbirkeland et al.
Archives of microbiology, 168(2), 128-135 (1997-08-01)
Membranes obtained from whole-cell lysates of Methylococcus capsulatus (Bath) were separated by Triton X-100 extraction. The resulting insoluble fraction was enriched in outer membranes as assessed by electron microscopy and by the content of beta-hydroxy palmitic acid and particulate methane
R P Garg et al.
Molecular microbiology, 38(2), 359-367 (2000-11-09)
In the phytopathogen Ralstonia (Pseudomonas) solanacearum, control of many virulence genes is partly mediated by the Phc cell density sensing system. Phc uses a novel self-produced signal molecule [3-hydroxypalmitic acid methyl ester (3-OH PAME)], an atypical two-component system (PhcS/PhcR), and
Nina Wiedmaier-Czerny et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1162, 122454-122454 (2020-12-30)
Bacteria show distinct and characteristic fatty acid (FA) patterns which can be modified by environmental conditions. In this study, we cultivated six plant-pathogenic bacteria of agricultural concern and performed a detailed analysis of the fatty acid composition. The study covered
M Shinohara et al.
Journal of applied microbiology, 103(1), 152-162 (2007-06-23)
To screen novel micro-organisms and enzymes capable of degrading 3-hydroxypalmitic acid methyl ester (3-OH PAME), the quorum-sensing signal molecule (quormone), which regulates the virulence of Ralstonia solanacearum. Ideonella sp. 0-0013, a betaproteobacterium isolated from soil using the selective-enrichment culture method

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