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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

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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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
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
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
Paul J Brett et al.
Molecular microbiology, 63(2), 379-390 (2006-12-14)
Burkholderia mallei, the aetiologic agent of glanders, causes a variety of illnesses in animals and humans ranging from occult infections to acute fulminating septicaemias. To better understand the role of lipopolysaccharide (LPS) in the pathogenesis of these diseases, studies were
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

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