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803464

Sigma-Aldrich

BS(PEG)9

Synonym(s):

1,31-Bis(2,5-dioxo-1-pyrrolidinyl) 4,7,10,13,16,19,22,25,28-nonaoxahentriacontanedioate

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About This Item

Empirical Formula (Hill Notation):
C30H48N2O17
CAS Number:
1008402-79-6
Molecular Weight:
708.71
MDL number:
MFCD11041131
UNSPSC Code:
12352200
NACRES:
NA.22

form

oil

Quality Level

100

mol wt

708.71

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

solubility

water: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

N2(C(=O)CCC2=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O

InChI

1S/C30H48N2O17/c33-25-1-2-26(34)31(25)48-29(37)5-7-39-9-11-41-13-15-43-17-19-45-21-23-47-24-22-46-20-18-44-16-14-42-12-10-40-8-6-30(38)49-32-27(35)3-4-28(32)36/h1-24H2

InChI key

CQWLSZJYTZVHMU-UHFFFAOYSA-N

General description

By contrast to typical PEG reagents that contain heterogeneous mixtures of different PEG chain lengths, this PEG reagent is a homogeneous compound of defined molecular weight and spacer arm length, providing greater precision in optimization and characterization of crosslinking applications.

Application

BS(PEG)9 can be used as a cross-linker


  • To study the domain structure of BfmR, a regulator of biofilm formation in Acinetobacter baumannii.
  • In the study of the mechanism of visual excitation.

Features and Benefits

  • Reactive groups: sulfo-NHS ester (both ends)
  • Reactive towards: amino groups (primary amines)
  • NHS esters react with—NH2 groups at pH 7-9, forming stable amide bonds
  • Water-soluble; compare to non-pegylated BS3 (also soluble) and DSS (water-insoluble)
  • Membrane-impermeable, allowing for cell surface labeling
  • Irreversibly crosslink proteins or peptides by flexible PEG spacer arms
  • Polyethylene glycol spacer arms help maintain conjugate solubility
  • Pure compound with defined structure and molecular weight, ensuring reproducible protein-modification effects
  • PEG spacer provides unique advantages, including increased stability, reduced tendency toward aggregation and reduced immunogenicity
  • Ideal for small molecule or peptide conjugations

Caution

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
RB230882A
RB230882

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The structure of the biofilm-controlling response regulator BfmR from Acinetobacter baumannii reveals details of its DNA-binding mechanism
Draughn GL, et al.
Journal of molecular biology, 430(6), 806-821 (2018)
The molecular architecture of photoreceptor phosphodiesterase 6 (PDE6) with activated G protein elucidates the mechanism of visual excitation
Irwin MJ, et al.
Test, 294(51), 19486-19497 (2019)
S Knoller et al.
The Journal of biological chemistry, 266(5), 2795-2804 (1991-02-15)
The superoxide (O2-) forming NADPH oxidase complex of resting phagocytes can be activated in a cell-free system by certain anionic amphiphiles, such as sodium dodecyl sulfate (SDS). For O2- production to occur, the participation of both membrane-associated and cytosol-derived components
G W Cox et al.
Journal of immunology (Baltimore, Md. : 1950), 145(6), 1719-1726 (1990-09-15)
This study was designed to examine the expression and function of IL-2R on murine macrophages. We used a model system of murine macrophage cell lines (ANA-1 and GG2EE) that was established by infecting normal murine bone marrow-derived cells with the
G Mattson et al.
Molecular biology reports, 17(3), 167-183 (1993-04-01)
The various aspects of chemical crosslinking are addressed. Crosslinker reactivity, specificity, spacer arm length and solubility characteristics are detailed. Considerations for choosing one of these crosslinkers for a particular application are given as well as reaction conditions and practical tips
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