FMOC-15-AMINO-4,7,10,13-TETRAOXAPENTADECANOIC ACID Chemical Properties

Boiling point:

682.1±55.0 °C(Predicted)

Density 

1.219

storage temp. 

-20°C

solubility 

Soluble in DMSO, DCM, DMF

form 

solid or viscous liquid

pka

4.28±0.10(Predicted)

color 

Colorless to light yellow

InChI

InChI=1S/C26H33NO8/c28-25(29)9-11-31-13-15-33-17-18-34-16-14-32-12-10-27-26(30)35-19-24-22-7-3-1-5-20(22)21-6-2-4-8-23(21)24/h1-8,24H,9-19H2,(H,27,30)(H,28,29)

InChIKey

NUHRPLKTAAVHCZ-UHFFFAOYSA-N

SMILES

C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)(=O)NCCOCCOCCOCCOCCC(O)=O

Safety Information

Safety Statements 

24/25

HS Code 

29225090

FMOC-15-AMINO-4,7,10,13-TETRAOXAPENTADECANOIC ACID Usage And Synthesis

Description

Fmoc-N-amido-PEG4-acid 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

Yellow oil

Uses

Fmoc-NH-PEG4-CH2CH2COOH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Fmoc-NH-PEG4-CH2CH2COOH is also a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1].

reaction suitability

reaction type: Pegylations
reagent type: cross-linking reagent

IC 50

Cleavable Linker; PEGs

References

[1] Cai P, et al. Synthesis of C3-Alkylated Indoles on DNA via Indolyl Alcohol Formation Followed by Metal-FreeTransfer Hydrogenation. Org Lett. 2019 Aug 14. DOI:10.1021/acs.orglett.9b02132

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