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42358

Sigma-Aldrich

Dioctadecylamine

≥99.0% (NT)

Synonym(s):

DODA, Distearylamine

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About This Item

Linear Formula:
[CH3(CH2)17]2NH
CAS Number:
Molecular Weight:
521.99
Beilstein/REAXYS Number:
1801688
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥99.0% (NT)

mp

71-73 °C

solubility

water: soluble(lit.)

SMILES string

CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC

InChI

1S/C36H75N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3

InChI key

HKUFIYBZNQSHQS-UHFFFAOYSA-N

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General description

Dioctadecylamine (DODA), a secondary amine, is a fatty amine derivative. Its biodegradation potential has been assessed. It has been observed that in aqueous medium DODA self organizes into plate like structures. Its partial charge distribution as a function of its conformation has been analyzed. The phase diagram of dioctadecylamine Langmuir monolayers has been determined and investigations show it does not form a monolayer above pH 3.9. DODA has been utilized in forming liposomes, cationic lipids or lipid chelating agents.

Application

Dioctadecylamine (DODA) is suitable reagent used in the synthesis of the following:
  • Dioctadecylamine-BCN (bicyclo[6.1.0]nonyne) conjugate.
  • Lipid derivatives of bisethylnorspermine (BSP).
  • Functional VP (N-vinylpyrrolidone ) polymers.
It may be used in the following studies:
  • As a reactant in the synthesis of 4,4′-azobis(4-cyano-N,N-dioctadecyl)pentanamide (DODA-501) by reacting with disuccinimidyl 4,4′-azobis(4-cyanovalerate).
  • As a reagent in the synthesis of dioctadecyl heptapeptides.
  • As a phase transfer and stabilizer agent for gold nanoparticles (AuNPs) in non-polar solvent.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Biomimetic lipoglycopolymer membranes: photochemical surface attachment of supramolecular architectures with defined orientation.
Stefan M Schiller et al.
Angewandte Chemie (International ed. in English), 48(37), 6896-6899 (2009-08-19)
Cong-Anh-Khanh Le et al.
International journal of biological macromolecules, 119, 555-564 (2018-07-31)
The crystallization of amylose from dilute solutions in the presence of a series of linear saturated fatty acids (C3 to C20) was investigated by varying the fatty acid concentration, crystallization temperature and solvent composition (DMSO:water in various ratios). The morphology
Stefan Bleher et al.
Small (Weinheim an der Bergstrasse, Germany), 15(50), e1904716-e1904716 (2019-11-14)
Circulation lifetime is a crucial parameter for a successful therapy with nanoparticles. Reduction and alteration of opsonization profiles by surface modification of nanoparticles is the main strategy to achieve this objective. In clinical settings, PEGylation is the most relevant strategy
The dioctadecylamine monolayer: Textures, phase transitions, and dendritic growth.
Flores A, et al.
J. Chem. Phys. , 119(11), 5644-5653 (2003)
Samuel F Brockington et al.
The New phytologist, 207(4), 1170-1180 (2015-05-15)
Betalain pigments are unique to the Caryophyllales and structurally and biosynthetically distinct from anthocyanins. Two key enzymes within the betalain synthesis pathway have been identified: 4,5-dioxygenase (DODA) that catalyzes the formation of betalamic acid and CYP76AD1, a cytochrome P450 gene

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