ChemicalBook--->CAS DataBase List--->663921-15-1

663921-15-1

663921-15-1 Structure

663921-15-1 Structure
IdentificationBack Directory
[Name]

α-amine-ω-propionic acid tetraethylene glycol
[CAS]

663921-15-1
[Synonyms]

NH2-PEG4-COOH
Amino-PEG4-COOH
AMINE-PEG4-COOH
Amino-PEG4-acid
Amino-dPEGx-acid
amino-dPEG4-acid
H2N-PEG4-CH2CH2COOH
NH2-PEG4-CH2CH2COOH
Amino-PEG4-propionic acid
3-Amino(peg4)propionic acid
Α-AMINE-Ω-PROPIONIC ACID TETRAETHYLENE GLYCOL
α-amine-ω-propionic acid tetraethylene glycol
1-AMino-3,6,9,12-tetraoxapentadecan-15-oic acid
1-Amino-3,6,9,12-tetraoxa-15-pentadecanoic Acid
alpha-aMine-oMega-propionic acid tetraethylene glycol
3-[2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethoxy]propionic acid
α-Amine-ω-propionic acid tetraethylene glycol,Amino-PEG4-acid
3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoic acid
1-Amino-3,6,9,12-tetraoxapentadecan-15-oic acid hydrochloride
Propanoic acid, 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]-
3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid
[EINECS(EC#)]

828-940-4
[Molecular Formula]

C11H23NO6
[MDL Number]

MFCD11041129
[MOL File]

663921-15-1.mol
[Molecular Weight]

265.3
Chemical PropertiesBack Directory
[Boiling point ]

409.6±40.0 °C(Predicted)
[density ]

1.134±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

soluble in water
[form ]

powder
[pka]

4.28±0.10(Predicted)
[color ]

White
[Appearance]

white powder
[InChI]

InChI=1S/C11H23NO6/c12-2-4-16-6-8-18-10-9-17-7-5-15-3-1-11(13)14/h1-10,12H2,(H,13,14)
[InChIKey]

DKUZHSDZSMQOGQ-UHFFFAOYSA-N
[SMILES]

C(O)(=O)CCOCCOCCOCCOCCN
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P280-P301+P312-P261
[HS Code ]

2942000090
Hazard InformationBack Directory
[Description]

Amino-PEG4-acid is a very popular PEG linker. The amino group (NH2) is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The terminal carboxylic acid can react with primary amine groups of activated NHS ester to form a stable amide bond, long PEG spacer increases reagent's solubility in aqueous media.
[Uses]

H2N-Dpeg(4)-COOH, can be used in optical imaging of integrin αvβ3 expression with near-infrared fluorescent RGD dimer with tetra(ethylene glycol) linkers. Integrin αvβ3 plays great roles in tumor angiogenesis, invasion, and metastasis.
[benefits]

Amino-dPEG4-acid has a primary amine and propionic acid terminating opposite ends of a 16-atoms long (18.0 ?) polyethylene glycol (PEG) spacer. The single molecular weight PEG spacer is discrete (D = 1). Moreover, it is highly hydrophilic, and it imparts hydrophilicity to conjugates that incorporate it. Amino-dPEG4-acid is useful in many different applications, including peptide synthesis, surface modification, dendrimer construction, and small molecule modification.
[reaction suitability]

reaction type: Pegylations
[Synthesis]

H2N-PEG4-tBu

581065-95-4

Amino-PEG4-acid

663921-15-1

General procedure for the synthesis of 1-amino-3,6,9,12-tetraoxapentadecan-15-oic acid tert-butyl ester from 1-amino-3,6,9,12-tetraoxapentadecan-15-oic acid: (4) 50 g of the amino end-product obtained in step (3) was dissolved in 100 mL of 3 M hydrochloric acid solution, heated to 60 °C and stirred continuously for 8 hours. Upon completion of the reaction, the pH of the reaction solution was adjusted to neutral with alkali. Subsequently, the solvent was removed by rotary evaporator and the solid obtained was separated by filtration. The filtrate was dried with anhydrous sodium sulfate and concentrated again using a rotary evaporator to finally obtain 35 g of pure product.The NMR data are shown below:

[IC 50]

Cleavable Linker; PEGs
[References]

1. Improving tumor-targeting capability and pharmacokinetics of (99m)Tc-labeled cyclic RGD dimers with PEG(4) linkers. DOI:10.1021/mp800150r
2. Short PEG-linkers improve the performance of targeted, activatable monoclonal antibody-indocyanine green optical imaging probes. DOI:10.1021/bc400050k
3. Microwave-mediated synthesis of labeled nucleotides with utility in the synthesis of DNA probes. DOI:10.1021/bc100013b
4. Improving tumor uptake and pharmacokinetics of (64)Cu-labeled cyclic RGD peptide dimers with Gly(3) and PEG(4) linkers. DOI:10.1021/bc800455p
Spectrum DetailBack Directory
[Spectrum Detail]

Amino-PEG4-acid(663921-15-1)1HNMR
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