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)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29189900

MSDS

• Language:English Provider:SigmaAldrich

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

Uses

[2-[2-(Fmoc-amino)ethoxy]ethoxy]acetic acid is a hydrophilic, heterobifunctional spacer.

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.

Fmoc-8-amino-3,6-dioxaoctanoic acid(166108-71-0)Related Product Information

• 6-Aminocaproic acid
• 2-Aminothiazole-4-acetic acid
• 4-Aminophenylacetic acid
• Nitrilotriacetic acid
• DIETHOXYMETHANE
• Ethoxyethyne
• Glycine
• N-(9-Fluorenylmethoxycarbonyloxy)succinimide
• Ethoxyquin
• Ethyl 2-(Chlorosulfonyl)acetate
• 9-Fluorenylmethyl chloroformate
• Fmoc-Phe-OH
• Iminodiacetic acid
• Fmoc-Lys(Boc)-OH
• METHOXYCARBONYLSULFENYL CHLORIDE
• Ethoxyamine hydrochloride
• FMOC-THR(TBU)-OL
• 17-Amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic Acid