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Fmoc-8-amino-3,6-dioxaoctanoic acid

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Fmoc-8-amino-3,6-dioxaoctanoic acid Basic information

Product Name:
Fmoc-8-amino-3,6-dioxaoctanoic acid
Synonyms:
  • Fmoc-8-amino-3,6-dioxaoctanoic acid, Fmoc-AEEA
  • Fmoc-PEG2-acetic acid
  • {2-[2-(Fmoc-amino)ethoxy]ethoxy}acetic acid≥ 99% (HPLC)
  • Fmoc-NH-(PEG)-COOH (9 atoms) Novabiochem
  • 1-(9H-Fluoren-9-yl)-3-oxo-2,7,1-trioxa-4-azadodecan-12-oic acid
  • 9-FLUORENYLMETHOXYCARBONYL-8-AMINO-3,6-DIOXAOCTANOIC ACID
  • 8-(FMOC-AMINO)-3,6-DIOXA-OCTANOIC ACID
  • 8-FLUORENYLMETHOXYCARBONYLAMINO-3,6-DIOXAOCTANOIC ACID
CAS:
166108-71-0
MF:
C21H23NO6
MW:
385.41
EINECS:
200-111-8
Product Categories:
  • peg
  • 166108-71-0
  • ADC Linker
Mol File:
166108-71-0.mol
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Fmoc-8-amino-3,6-dioxaoctanoic acid Chemical Properties

Melting point:
90-92℃
Boiling point:
631.4±45.0 °C(Predicted)
Density 
1.265±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
3.40±0.10(Predicted)
form 
Crystalline Powder
color 
White
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)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29189900

MSDS

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Fmoc-8-amino-3,6-dioxaoctanoic acid Usage And Synthesis

Description

Fmoc-NH-PEG2-CH2COOH 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

Hydrophillic spacer group.

Uses

8-(Fmoc-amino)-3,6-dioxaoctanoic Acid is a hydrophilic, heterobifunctional spacer.

Application

Fmoc-8-amino-3,6-dioxaoctanoic acid 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.

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