| Identification | Back Directory | [Name]
15-Azido-4,7,10,13-tetraoxapentadecanoic acid | [CAS]
1257063-35-6 | [Synonyms]
N3-Peg(4)-cooh
Azido-PEG4-acid
Azido-PEG5-acid
N3-PEG4-CH2CH2COOH
Azido-PEG4-C2-acid
Azido-dPEG(R)4-acid
Azido-PEG4-propionic acid
Azido-PEG4-C2-carboxylic Acid
15-Azido-4,7,10,13-tetraoxapentadecanoic acid
1-Azido-3,6,9,12-tetraoxapentadecan-15-oic Acid
15-Azido-4,7,10,13-tetraoxapentadecanoic acid≥ 97% (NMR)
3-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethoxy]propanoic acid | [Molecular Formula]
C11H21N3O6 | [MDL Number]
MFCD12406155 | [MOL File]
1257063-35-6.mol | [Molecular Weight]
291.301 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
DMSO : 100 mg/mL (343.29 mM; Need ultrasonic) | [form ]
Liquid | [color ]
Colorless to Pale Yellow | [Appearance]
yellowy liquid | [InChI]
InChI=1S/C11H21N3O6/c12-14-13-2-4-18-6-8-20-10-9-19-7-5-17-3-1-11(15)16/h1-10H2,(H,15,16) | [InChIKey]
BODPHGOBXPGJKO-UHFFFAOYSA-N | [SMILES]
O(CCOCCC(=O)O)CCOCCOCCN=[N+]=[N-] |
| Hazard Information | Back Directory | [Description]
Azido-PEG4-acid is a very popular PEG reagent containing an azide group with a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. | [Chemical Properties]
Light yellow to colorless thick liquid | [Uses]
Azido-PEG4-Acid is amine- or phosphine-reactive building block used to derivative primary amines for ligation to alkyne-tagged molecules. | [reaction suitability]
reaction type: click chemistry
reagent type: cross-linking reagent
reaction type: click chemistry | [Synthesis]
Tert-butyl 15-azido-4,7,10,13-tetraoxopentadecanoate (0.22 g; 0.63 mmol) was dissolved in pure DCM (5 mL) and TFA (5 mL) was added. The solution was stirred at room temperature for 1.5 hours. Next, the volatile compounds were removed in vacuo, the residue |
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