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Thiol-PEG6-acid

Catalog Number ACM1347750779-1
Product Name Thiol-PEG6-acid
CAS Number 1347750-77-9
Synonyms SH-PEG6-COOH
IUPAC Name 3-[2-[2-[2-[2-[2-(2-Sulfanylethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Molecular Weight 370.5
Molecular Formula C15H30O8S
Canonical SMILES C(COCCOCCOCCOCCOCCOCCS)C(=O)O
InChI InChI=1S/C15H30O8S/c16-15(17)1-2-18-3-4-19-5-6-20-7-8-21-9-10-22-11-12-23-13-14-24/h24H,1-14H2,(H,16,17)
InChI Key RSFZNXGXOCUHLT-UHFFFAOYSA-N
Boiling Point 495.1±45.0 °C at 760 mmHg
Flash Point 253.2±28.7 °C
Purity >90%
Density 1.1±0.1 g/cm3
Appearance Liquid
Storage -20±5 ºC
Complexity 268
Covalently-Bonded Unit Count 1
Exact Mass 370.16613908
Heavy Atom Count 24
Monoisotopic Mass 370.16613908
Type Heterobifunctional PEG Linkers
Refractive Index n20/D 1.478(lit.)
Topological Polar Surface Area 93.7 Ų
Case Study

Surface Modified Nanoshells With Thiol-Peg6-Acid

XPS spectra of C 1s, N 1s, and S 2p regions for SAMs derived from Cys-b and OEG-thiol. Huang, Chun-Jen, et al. Colloids and Surfaces B: Biointerfaces 145 (2016): 291-300.

For targeted hyperthermia applications of nanoshells, anti-HER2 mouse monoclonal antibody was used to conjugate to nanoshells for delivery to HER2-positive MDA-MB-453 cell lines. MDA-MB-453 cells were maintained in DMEM supplemented with 10% FBS at 37°C in a humidified CO incubator. Initially, nanoshells were modified to terminate carboxyl groups by mixing Thiol-PEG6-acid with Cys-b or OEG-thiol at a molar ratio of 1:4, respectively. Nanoshells prepared in DI H2O at a concentration of approximately 2x10 nanoshells/mL were treated with mixed thiol solutions at a total concentration of 5 μM for 48 hours at room temperature. After ligand exchange, COOH-functionalized nanoshells were collected by centrifugation at 20,000 rpm for 10 minutes and then redispersed in PBS. The carboxyl groups were chemically activated by EDC/NHS amine coupling. The activation solution was prepared by dissolving 18 mg EDC and 1.2 mg NHS in 1 mL PBS. A 1 mL aliquot of the activation solution was transferred to a solution of modified nanoshells at a concentration of approximately 2x10 nanoshells/mL in PBS at 4°C for 2 hours. Afterwards, the activated nanoshells were collected by centrifugation at 20,000 rpm for 10 min and removed by washing 3 times with fresh PBS.

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