| Identification | More | [Name]
[2-[2-(Fmoc-amino)ethoxy]ethoxy]acetic acid | [CAS]
166108-71-0 | [Synonyms]
1-(9H-FUOREN-9-YL)-3-OXO-2,7,10-TRIOXA-4-AZADODECAN-12-OIC ACID (2-[2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-ETHOXY]-ETHOXY)-ACETIC ACID (2-[2-(FMOC-AMINO)-ETHOXY]-ETHOXY)-ACETIC ACID 8-(9-FLUORENYLMETHOXYCARBONYL-AMINO)-3,6-DIOXA-OCTANOIC ACID 8-(9-FLUORENYLMETHYLOXYCARBONYL-AMINO)-3,6-DIOXAOCTANOIC ACID 8-FLUORENYLMETHOXYCARBONYLAMINO-3,6-DIOXAOCTANOIC ACID 8-(FMOC-AMINO)-3,6-DIOXA-OCTANOIC ACID 9-FLUORENYLMETHOXYCARBONYL-8-AMINO-3,6-DIOXAOCTANOIC ACID FMOC-[2-(2-AMINO-ETHOXY)-ETHOXY]-ACETIC ACID FMOC-8-AMINO-3,6-DIOXAOCTANOIC ACID FMOC-AEEA FMOC-AEEAC-OH FMOC-MINI-PEG(TM) FMOC-O2OC-OH RARECHEM EM WB 0032 8-(9-Fluorenylmethyloxycarbonyl-amino)-3,6-dioxaoctanoicacid,{2-[2-(Fmoc-amino)ethoxy]ethoxy}aceticacid,1-(9H-Fuoren 8-(9-FLUOROENYLMETHYLOXYCARBONYL-AMINO)-3,6-DIOXAOCTANOIC ACID 8-(9-Fluorenylmethyloxycarbonyl-amino)-3,6-dioxaoctanoic acid, {2-[2-(Fmoc-amino)ethoxy]ethoxy}acetic acid, 1-(9H-Fuoren-9-yl)-3-oxo-2,7,10-trioxa-4-azadodecan-12-oic acid, Fmoc-Ado, Fmoc-AEEA 8-[(9H-Fluoren-9-ylmethoxy)carbonylamino]-3,6-dioxa-n-octanoic Acid | [EINECS(EC#)]
200-111-8 | [Molecular Formula]
C21H23NO6 | [MDL Number]
MFCD01321015 | [Molecular Weight]
385.41 | [MOL File]
166108-71-0.mol |
| Questions And Answer | Back Directory | [Preparation]
Nitrogen atom protection is achieved by reacting benzaldehyde with diethylene glycolamine to form an imine, which then reacts with tert-butyl bromoacetate to form an ether. Subsequent deaminoprotection and ester hydrolysis are accomplished through a one-pot reaction in acidic water with stirring overnight. Finally, Fmoc is added to the amino group to yield Fmoc-8-amino-3,6-dioxaoctanoic acid. |
| Chemical Properties | Back Directory | [Melting point ]
90-92℃ | [Boiling point ]
631.4±45.0 °C(Predicted) | [density ]
1.265±0.06 g/cm3(Predicted) | [storage temp. ]
-15°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder | [pka]
3.40±0.10(Predicted) | [color ]
White | [Detection Methods]
HPLC | [InChI]
InChI=1S/C21H23NO6/c23-20(24)14-27-12-11-26-10-9-22-21(25)28-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-8,19H,9-14H2,(H,22,25)(H,23,24) | [InChIKey]
XQPYRJIMPDBGRW-UHFFFAOYSA-N | [SMILES]
C(O)(=O)COCCOCCNC(=O)OCC1C2=C(C=CC=C2)C2=C1C=CC=C2 | [CAS DataBase Reference]
166108-71-0(CAS DataBase Reference) | [Storage Precautions]
Heat sensitive;Air sensitive |
| Hazard Information | Back Directory | [Description]
Fmoc-NH-PEG2-CH2COOH(166108-71-0) is a PEG linker containing an Fmoc-protected amine and a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The Fmoc group can be deprotected under basic condition to obtain the free amine which can be used for further conjugations. 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]
White solid | [Uses]
8-(Fmoc-amino)-3,6-dioxaoctanoic Acid is a hydrophilic, heterobifunctional spacer. | [Uses]
Hydrophillic spacer group. | [Application]
Fmoc-8-amino-3,6-dioxaoctanoic acid(166108-71-0) is a cleavable ADC linker for the synthesis of antibody-drug couplings (ADCs). It is also a PEG linker for the synthesis of PROTAC. It is widely used in drug delivery systems as it is mainly used to enhance the solubility or targeting of drugs and improve their bioavailability.
| [reaction suitability]
reagent type: cross-linking reagent |
|
| Company Name: |
Binhai gill polypeptide co. LTD Gold
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021-61263389 13524856427 |
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https://www.chemicalbook.com/ShowSupplierProductsList326362/0_EN.htm |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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