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D5318

Sigma-Aldrich

DCP-LA

≥95% (HPLC), oil

Synonym(s):

2-[(2-pentylcyclopropyl)methyl]cyclopropaneoctanoic acid, 8-[2-(2-pentyl-cyclopropylmethyl)-cyclopropyl]-octanoic acid, FR 236924

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About This Item

Empirical Formula (Hill Notation):
C20H36O2
CAS Number:
28399-31-7
Molecular Weight:
308.50
MDL number:
MFCD09265251
UNSPSC Code:
12352200
PubChem Substance ID:
24724463
NACRES:
NA.77

Assay

≥95% (HPLC)

form

oil

color

clear

solubility

DMSO: >2 mg/mL

storage temp.

2-8°C

SMILES string

CCCCCC1CC1CC2CC2CCCCCCCC(O)=O

InChI

1S/C20H36O2/c1-2-3-7-10-16-13-18(16)15-19-14-17(19)11-8-5-4-6-9-12-20(21)22/h16-19H,2-15H2,1H3,(H,21,22)

InChI key

CONYTTFKIUJZOF-UHFFFAOYSA-N

Biochem/physiol Actions

DCP-LA is a selective PKC-epsilon (PKC-ε) activator. In the in situ PKC assay with a reversed phase high-performance liquid chromatography, DCP-LA significantly activated PKC in PC-12 cells in a concentration (10 nM-100 μM)-dependent manner, with the maximal effect at 100 nM. DCP-LA has over a 7-fold greater potency for activation of PKC-ε over other PKC isozymes.

Features and Benefits

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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Takahiro Yaguchi et al.
Neuroreport, 17(1), 105-108 (2005-12-20)
In the water-maze test, the linoleic acid derivative, 8-[2-(2-pentyl-cyclopropylmethyl)-cyclopropyl]-octanoic acid (DCP-LA) (1 mg/kg, intraperitoneally), significantly shortened the prolonged latency for accelerated-senescence-prone mice 8 (SAMP8), reaching a level similar to the latency for accelerated-senescence-resistant mice 1 (SAMR1) as control. In the
Takeshi Kanno et al.
Journal of lipid research, 47(6), 1146-1156 (2006-03-08)
This study examined the effect of 8-[2-(2-pentyl-cyclopropylmethyl)-cyclopropyl]-octanoic acid (DCP-LA), a newly synthesized linoleic acid derivative with cyclopropane rings instead of cis-double bonds, on protein kinase C (PKC) activity. In the in situ PKC assay with reverse-phase high-performance liquid chromatography, DCP-LA
Ling-Yu Qiu et al.
Molecular medicine reports, 16(3), 2953-2961 (2017-07-06)
Anion exchanger 3 (AE3) is known to serve crucial roles in maintaining intracellular chloride homeostasis by facilitating the reversible electroneutral exchange of Cl‑ for HCO3‑ across the plasma membrane. Our previous studies reported that sasanquasaponin (SQS) can inhibit hypoxia/reoxygenation (H/R)‑induced
Joshua H K Tam et al.
PloS one, 11(10), e0161445-e0161445 (2016-10-25)
The amyloid hypothesis posits that the production of β-amyloid (Aβ) aggregates leads to neurodegeneration and cognitive decline associated with AD. Aβ is produced by sequential cleavage of the amyloid precursor protein (APP) by β- and γ-secretase. While nascent APP is

Articles

Protein Kinase C (PKC)

Protein kinase C (PKC) is an AGC kinase that phosphorylates serine and threonine residues in many target proteins.

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