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P2870

Sigma-Aldrich

Pristane

synthetic, ≥98% (GC)

Synonym(s):

Norphytane, 2,6,10,14-Tetramethylpentadecane

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About This Item

Linear Formula:
(CH3)2CH(CH2)3CH(CH3)(CH2)3CH(CH3)(CH2)3CH(CH3)2
CAS Number:
1921-70-6
Molecular Weight:
268.52
Beilstein/REAXYS Number:
1720538
EC Number:
217-650-8
MDL number:
MFCD00008952
UNSPSC Code:
12352001
PubChem Substance ID:
24898367
NACRES:
NA.25

biological source

synthetic

Quality Level

200

assay

≥98% (GC)

form

liquid

mol wt

268.5

storage condition

(tightly closed)

color

colorless

refractive index

n20/D 1.438 (lit.)

bp

68 °C/0.001 mmHg (lit.)

solubility

hexane: miscible 10 % (v/v)

density

0.783 g/mL at 20 °C (lit.)

storage temp.

room temp

SMILES string

CC(C)CCCC(C)CCCC(C)CCCC(C)C

InChI

1S/C19H40/c1-16(2)10-7-12-18(5)14-9-15-19(6)13-8-11-17(3)4/h16-19H,7-15H2,1-6H3

InChI key

XOJVVFBFDXDTEG-UHFFFAOYSA-N

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General description

Pristane, also known as norphytane, is a saturated norterpenoid alkane derived from phytane. Its immunological properties are valuable for various applications, serving as an inflammation-inducing agent in tumorigenesis and autoimmune disease induction, facilitating research on conditions like rheumatoid arthritis and lupus. Pristane′s diverse applications span acting as an immunological adjuvant, inducing autoimmune diseases, facilitating monoclonal antibody production, and serving as an energy source, making it a valuable asset in biochemical research, cell culture, and molecular biology.

Application

Pristane also acts as an immunological adjuvant for generating monoclonal antibodies in mouse ascites and finds use as a biological marker. Additionally, pristane can also be used as the primary carbon and energy source for the growth of a bacterial strain, coryneform soil isolate. Its distinctive ability to induce plasmacytomas is particularly valuable for studying B-cell tumors like Burkitt′s lymphoma.
It is commonly used for priming animals, leading to granulomatous inflammation and disruption of local lymphatic drainage, resulting in increased ascitic yields. It has been used to induce systemic lupus in mice
Pristane has been used as an inflammation-inducing agent, leading to myeloma development in BALB/c strain mice. It has been used as a rheumatoid arthritis-inducing agent in rats.

Features and Benefits

High quality compound suitable for multiple research applications

Other Notes

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

>230.0 °F - closed cup

flash_point_c

> 110 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Animal Models of Rheumatoid Arthritis (I): Pristane-Induced Arthritis in the Rat.
Tuncel J
PLoS ONE, 11, e0155936-e0155936 (2016)
Marli L Moraes et al.
Journal of nanoscience and nanotechnology, 19(7), 3772-3776 (2019-02-16)
The diagnostics of the autoimmune hemolytic anemia (AIHA), a rare disease caused by autoantibody-induced hemolysis, is still prone to false positives for it is based on visual observation in the so-called Direct Coombs test. In this study, we developed a
Neutrophil-Derived IL-6 Potentially Drives Ferroptosis Resistance in B Cells in Lupus Kidney
Wang Z
Mediators of Inflammation, 2023, 9810733-9810733 (2023)
Acid-mediated reactions under microfluidic conditions: a new strategy for practical synthesis of biofunctional natural products.
Tanaka K and Fukase K
Beilstein Journal of Organic Chemistry, 5, 40-40 (2009)
Zhenlu Chong et al.
Cellular & molecular immunology, 15(12), 1057-1070 (2018-10-03)
Systemic lupus erythematosus (SLE) is a systemic autoimmune disease, and the pathogenesis of SLE has not been fully elucidated. The E3 ubiquitin ligase FBXW7 has been well characterized in cancer as a tumor suppressor that can promote the ubiquitination and
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