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177490

Sigma-Aldrich

16-Hydroxyhexadecanoic acid

98%

Synonym(s):

16-Hydroxypalmitic acid, Juniperic acid

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About This Item

Linear Formula:
HO(CH2)15CO2H
CAS Number:
506-13-8
Molecular Weight:
272.42
Beilstein:
1783998
EC Number:
208-028-7
MDL number:
MFCD00002750
UNSPSC Code:
12352100
PubChem Substance ID:
24850642
NACRES:
NA.22

Assay

98%

form

solid

mp

94-98 °C (lit.)

SMILES string

OCCCCCCCCCCCCCCCC(O)=O

InChI

1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)

InChI key

UGAGPNKCDRTDHP-UHFFFAOYSA-N

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Application

16-Hydroxyhexadecanoic acid was used in the synthesis of dihydroxypalmitic acids. It was also used to induce the expression of two GRP genes of Arabidopsis thaliana, AtGRP5 and AtGRP23.

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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Sapa Hima Rani et al.
The Journal of biological chemistry, 285(49), 38337-38347 (2010-10-06)
A key step in the triacylglycerol (TAG) biosynthetic pathway is the final acylation of diacylglycerol (DAG) by DAG acyltransferase. In silico analysis has revealed that the DCR (defective in cuticular ridges) (At5g23940) gene has a typical HX(4)D acyltransferase motif at
Jong Ho Park et al.
Plant physiology and biochemistry : PPB, 46(11), 1015-1018 (2008-07-29)
Glycine-rich proteins (GRPs) belong to a large family of heterogenous proteins that are enriched in glycine residues. The expression of two GRP genes of Arabidopsis thaliana, AtGRP5 and AtGRP23, was induced by 16-hydroxypalmitic acid (HPA), a major component of cutin.
G D Rees et al.
Biochimica et biophysica acta, 1257(3), 239-248 (1995-08-03)
Five microbial lipases from Chromobacterium viscosum, Candida cylindracea, Pseudomonas (source Fluka), Pseudomonas (source Genzyme) and lipoprotein lipase ex Microbial (Genzyme) have been screened for lactonisation activity towards 16-hydroxyhexadecanoic acid (HHA) in a variety of different w/o microemulsion systems. With the
Akihisa Abe et al.
Journal of biochemistry, molecular biology, and biophysics : JBMBB : the official journal of the Federation of Asian and Oceanian Biochemists and Molecular Biologists (FAOBMB), 6(1), 37-43 (2002-08-21)
We have found that omega-hydroxy palmitic acid (16-hydroxy palmitic acid, omega-HPA) has both cell growth inhibiting and cell death inducing actions on human lung adenosquamous carcinoma cell line H596 and adenocarcinoma cell line A549. Further, these effects were dose- and
B Grausem et al.
Plant, cell & environment, 37(9), 2102-2115 (2014-02-14)
Cutin and suberin represent lipophilic polymers forming plant/environment interfaces in leaves and roots. Despite recent progress in Arabidopsis, there is still a lack on information concerning cutin and suberin synthesis, especially in crops. Based on sequence homology, we isolated two
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