1-AMINO-3,6,9-TRIOXAUNDECANYL-11-OL Chemical Properties

Boiling point:

301.6±27.0 °C(Predicted)

Density 

1.068±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

14.36±0.10(Predicted)

form 

solid or viscous liquid

color 

Colourless to Dark Brown

Appearance

colorless to yellowish oil

Water Solubility 

Water: 50 mg/mL (258.75 mM)

Water Solubility 

Water: 50 mg/mL (258.75 mM)

InChI

InChI=1S/C8H19NO4/c9-1-3-11-5-7-13-8-6-12-4-2-10/h10H,1-9H2

InChIKey

ANOJXMUSDYSKET-UHFFFAOYSA-N

SMILES

C(O)COCCOCCOCCN

CAS DataBase Reference

86770-74-3

EPA Substance Registry System

Ethanol, 2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]- (86770-74-3)

Safety Information

HS Code 

2922190090

1-AMINO-3,6,9-TRIOXAUNDECANYL-11-OL Usage And Synthesis

Description

Amino-PEG4-alcohol is a very popular PEG reagent containing an amino group (NH2) with a hydroxyl group (OH). The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The hydroxyl group enables further derivatization or replacement with other reactive functional groups.

Chemical Properties

Pale Yellow Oil

Uses

1-Amino-3,6,9-trioxaundecanyl-11-ol can be used in a test kit to detect progesterone.

reaction suitability

reagent type: cross-linking reagent
reactivity: carboxyl reactive

Synthesis

General procedure for the synthesis of 1-amino-3,6,9-trioxa-11-undecanol from 11-azido-3,6,9-trioxa-11-undecanol: the azide was mixed with Pd/C catalyst (150 mg) in methanol (7.0 mL) and the reaction was stirred for 12 h under hydrogen atmosphere (1 atm). Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to afford the target product 1-amino-3,6,9-trioxa-11-undecanol in quantitative yield (0.520 g, 2.7 mmol). Ref: Xie, H. Z.; Braha, O.; Gu, L. Q.; Cheley, S.; Bayley, H. Chem. Biol. 2005, 12, 109-120.

IC 50

PEGs; Non-cleavable Linker

References

[1] Helvetica Chimica Acta, 1991, vol. 74, # 8, p. 1697 - 1706
[2] Organic Letters, 2009, vol. 11, # 1, p. 193 - 196
[3] Angewandte Chemie - International Edition, 2015, vol. 54, # 35, p. 10327 - 10330
[4] Angew. Chem., 2015, vol. 35, # 37, p. 10467 - 10471,5
[5] Chemistry - A European Journal, 2018, vol. 24, # 4, p. 813 - 817

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