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Merck
CN

QBD10181

dPEG®4-SATA (S-acetyl-dPEG®4-NHS ester)

Synonym(s):

2,5-Dioxo-1-pyrrolidinyl 17-oxo-4,7,10,13-tetraoxa-16-thiaoctadecanoate, Acetyl-S-dPEG4-NHS ester, N-Succinimidyl S-acetyl(thiotetraethylene glycol), Polyethylene glycol

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About This Item

Empirical Formula (Hill Notation):
C17H27NO9S
CAS Number:
937025-17-7
Molecular Weight:
421.46
MDL number:
MFCD11041102
UNSPSC Code:
12352108
PubChem Substance ID:
329823884
NACRES:
NA.22

Key Documents

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Assay

>90%

form

solid or viscous liquid

reaction suitability

reagent type: chemical modification reagent
reagent type: cross-linking reagent
reactivity: amine reactive

polymer architecture

shape: linear
functionality: monofunctional

shipped in

ambient

storage temp.

−20°C

SMILES string

CC(SCCOCCOCCOCCOCCC(ON1C(CCC1=O)=O)=O)=O

InChI

1S/C17H27NO9S/c1-14(19)28-13-12-26-11-10-25-9-8-24-7-6-23-5-4-17(22)27-18-15(20)2-3-16(18)21/h2-13H2,1H3

InChI key

RIXCZLCOQODDNF-UHFFFAOYSA-N

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Features and Benefits

dPEG®4-SATA (S-acetyl-dPEG®4-NHS ester) contains an acetyl-protected thiol on one end of a single molecular weight dPEG® linker and an amine-reactive N-hydroxysuccinimide (NHS) ester on the other end. One or more free primary amines on the target molecule can be reacted with dPEG®4-SATA to install a protected thiol connected to the molecule via the dPEG® linker. Three different linker lengths provide precise distance control between the target molecule and the acetyl-protected thiol group. The dPEG® linker imparts water solubility and reduced immunogenicity to the target molecule. Compared to reagents containing only hydrocarbon spacers, dPEG®-containing reagents also reduce aggregation and precipitation of crosslinked proteins. The acetyl group is easily removed by mild chemical deprotection with hydroxylamine hydrochloride, exposing the free thiol, which can then be used to form a disulfide or thiol ether bond to another molecule. Although commonly used with proteins, these reagents are also suitable for any small molecules or peptides with suitable functionalities.

Legal Information

Products Protected under U.S. Patents # 7,888,536 B2
dPEG is a registered trademark of Quanta BioDesign

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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