803537
Bis(NHS)PEG5
Synonym(s):
Bis-N-succinimidyl-(pentaethylene glycol) ester, Bis-succinimide ester-activated PEG compound
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About This Item
Empirical Formula (Hill Notation):
C22H32N2O13
CAS Number:
Molecular Weight:
532.50
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22
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![O,O′-Bis[2-(N-Succinimidyl-succinylamino)ethyl]polyethylene glycol 2,000](/deepweb/assets/sigmaaldrich/product/structures/161/408/20f7ade0-3e2e-4861-ae89-3d81c050059a/640/20f7ade0-3e2e-4861-ae89-3d81c050059a.png)
form
liquid
Quality Level
mol wt
532.5
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)CCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O
InChI key
FTYUGLBWKRXQBD-UHFFFAOYSA-N
Related Categories
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. Homobifunctional crosslinkers containing N-hydroxysuccinimide (NHS) esters are often used for low-resolution 3-D studies of protein structure and protein interaction analysis.
Features and Benefits
- Reactive groups: 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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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
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
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
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