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HomeProduct name listFmoc-8-amino-3,6-dioxaoctanoic acid

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

Synonym(s):8-(Fmoc-amino)-3,6-dioxaoctanoic acid;Fmoc-8-amino-3,6-dioxaoctanoic acid;Fmoc-NH-(PEG)-COOH (9 atoms)

  • CAS NO.:166108-71-0
  • Empirical Formula: C21H23NO6
  • Molecular Weight: 385.41
  • MDL number: MFCD01321015
  • EINECS: 200-111-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-18 08:51:57
Fmoc-8-amino-3,6-dioxaoctanoic acid Structural

What is Fmoc-8-amino-3,6-dioxaoctanoic acid?

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

The Uses of Fmoc-8-amino-3,6-dioxaoctanoic acid

Hydrophillic spacer group.

The Uses of Fmoc-8-amino-3,6-dioxaoctanoic acid

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

What are the applications of 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.

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

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)
form  Crystalline Powder
pka 3.40±0.10(Predicted)
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)
CAS DataBase Reference 166108-71-0(CAS DataBase Reference)

Safety information for Fmoc-8-amino-3,6-dioxaoctanoic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Fmoc-8-amino-3,6-dioxaoctanoic acid

InChIKey XQPYRJIMPDBGRW-UHFFFAOYSA-N
SMILES C(O)(=O)COCCOCCNC(=O)OCC1C2=C(C=CC=C2)C2=C1C=CC=C2

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