Methoxypolyethylene glycol amine Chemical Properties

Melting point:

58-61 °C(lit.)

Flash point:

>110℃

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), MEtanol (Slightly)

form 

Granular Solid

color 

White to off-white

Water Solubility 

Soluble in water.

α-end

methoxy

Ω-end

amine

InChI

InChI=1S/C5H13NO2/c1-7-4-5-8-3-2-6/h2-6H2,1H3

InChIKey

QWCGXANSAOXRFE-UHFFFAOYSA-N

SMILES

C(N)COCCOC

EPA Substance Registry System

Poly(oxy-1,2-ethanediyl), .alpha.-(2-aminoethyl)-.omega.-methoxy- (80506-64-5)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

2-9

TSCA 

TSCA listed

HS Code 

39072090

Storage Class

10 - Combustible liquids

MSDS

• Language:English Provider:SigmaAldrich

Methoxypolyethylene glycol amine Usage And Synthesis

Description

m-PEG15-amine is a PEG linker containing an amino group and 15 PEG units. It is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The hydrophilic PEG spacer increases solubility in aqueous media.

Uses

MPEG-NH2 is a reactant in synthesis of pH-sensitive polymeric micelles for intracellular drug delivery.

Uses

Methoxypolyethylene glycol amine is generally used for the chemical modification of biologically active compounds and therapeutic agents. It has been used to increase the aqueous solubility of long-wavelength voltage-sensitive dyes and to prepare the PEG-coated fluorescent beads in studying large-scale rotational cytoplasmic flow.

Uses

PEG functionalized with amine for ligation and coupling reactions.

Application

Methoxypolyethylene glycol amine is used in the reduction of immunogenicity and increasing serum half life.Methoxypolyethylene glycol amine can:
Form dendritic micelles to enhance the solubility of hydrophobic compounds.
Conjugate with an anticancer drug methotrexate (MTX) to form MTX-PEG with potential application as drug carriers.
Couple with polyethylenimine (PEI) to form graft copolymers which can be used as nonviral gene vectors.
PEG functionalized with amine for ligation and coupling reactions.

reaction suitability

reagent type: chemical modification reagent
reactivity: carboxyl reactive

Synthesis

1. Preparation of methoxy polyethylene glycol amine 2000

2g of monomethoxy polyethylene glycol azide 2000 was dissolved in 20mL of dry tetrahydrofuran, followed by the addition of 10% palladium carbon 0.2g, the air in the reaction flask was replaced with hydrogen, and the reaction was complete at 25??C for 24 hours. Filtering to remove the palladium carbon, evaporate the solvent under reduced pressure, anhydrous ether pulping for purification, yielding 1.8 g of product in 90.14% yield.

2. Preparation of methoxy polyethylene glycol azide 1000

Under the protection of nitrogen, 1.0g of monomethoxypolyethylene glycol 1000, 0.53g of triphenylphosphine, 0.56g of diphenyl azidophosphate were dissolved in 10mL of dry dichloromethane, and the reaction flask was placed in a low-temperature environment at 0??C with stirring for a certain period of time to wait for the temperature inside the reaction flask to be lower than 5??C, and then 0.4g of diisopropyl azodicarboxylate was added slowly by dropwise addition, and the temperature of the reaction flask was kept at 15??C or lower during the dropwise addition. The temperature was kept below 15 ?? during the addition. After the addition, the reaction system gradually changed from turbid to clear, and the color changed from light yellow to golden yellow. After 3 hours of reaction, the reaction was complete, and the volume was evaporated under reduced pressure to obtain a yellow oil, which was purified by pulping with anhydrous ether to obtain a product of 0.86g with a yield of 83.25%.

Methoxypolyethylene glycol amine(80506-64-5)Related Product Information

• CATECHOL BIS(TRIFLUOROMETHANESULFONATE)
• mPEG-COOH
• MPEG-ALD
• mPEG-SH
• MAC-PEG-MAC
• Ethyl isocyanoacetate
• TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III)
• 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
• COBALT(II) ACETYLACETONATE
• N-BUTYLISOCYANIDE
• Tris(2,4-pentanedionato)chroMiuM(III)
• Aluminum acetylacetonate
• PHENYLSELENOL
• DICHLORO(ETHYLENEDIAMINE)PLATINUM(II)
• Benzyl isocyanide
• 2,4-PENTANEDIONE, SILVER DERIVATIVE
• TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III)
• Ferric acetylacetonate