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
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) |
 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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