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SM(PEG)n NHS-PEG-Maleimide Crosslinkers


Medium to very long amine-to-sulfhydryl crosslinkers with hydrophilic polyethylene glycol (PEG) spacer arms.

Pierce SM(PEG)n

Thermo Scientific Pierce SM(PEG)n is a series of amine-to-sulfhydryl crosslinkers that differ in length from 17.6 to 95.2 angstroms as a result of polyethylene glycol spacer arms containing n equals 2 to 24 ethylene glycol units.

SM(PEG)n NHS- and maleimide-activated PEG compounds for crosslinking between primary amines (NH2) and sulfhydryl (SH) groups in proteins and other molecules. A complete set of compounds are offered, each having the same heterobifunctional structure (NHS-PEGn-Maleimide) but differing in the number of discrete ethylene glycol units ( n = 2, 4, 6, 8, 12 or 24). The N-hydroxysuccinimide ester (NHS) group reacts specifically and efficiently with lysine and N-terminal amino groups at pH 7-9 to form stable amide bonds. The maleimide group reacts with reduced sulfhydryls at pH 6.5-7.5 to form stable thioether bonds.

Highlights:

  • Reactive groups: NHS ester and maleimide
  • Reactive toward: amino and sulfhydryl groups
  • 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 performing controlled, two-step protein conjugations (see Sulfo-SMCC)

Alternative Names for SM(PEG)n:

  • NHS-dPEG-Mal
  • Mal-PEG NHS ester
  • NHS-PEO-Maleimide
  • Succinimidyl-dPEG-maleimide
  • Succinimide-Maleimide PEG

Product Details:

Succinimidyl-([N-maleimidopropionamido]-#ethyleneglycol) ester; SM(PEG)n
 
Chemical structures of SM(PEG)n crosslinking reagents.

 

Properties of SM(PEG)n reagents.
  SM(PEG)2 SM(PEG)4 SM(PEG)6 SM(PEG)8 SM(PEG)12 SM(PEG)24
Molecular weight 425.39 513.50 601.60 689.71 865.92 1394.55
Spacer arm length 17.6 Å 24.6 Å 32.5 Å 39.2 Å 53.4 Å 95.2 Å

Why use crosslinkers with polyethylene glycol (PEG) spacer arms?

PEG-containing reagents have been used to modify proteins to provide specific advantages. Protein PEGylation can improve the stability of the modified protein, protect it from proteolytic digestion, increase its half life in a biological application, mask it from causing an immunogenic response, decrease its antigenicity or potential toxicity, improve its solubility, diminish the potential for aggregation, and minimize interference for both in vitro and in vivo applications. Polyethylene glycol has these effects because it is nontoxic, nonimmunogenic, hydrophilic, water soluble and highly flexible.

Advantages of discrete-length polyethylene glycol compounds

These reagents are specially synthesized, resulting in homogeneous compounds of defined molecular weight, characterized by discrete chain lengths, providing a greater ability to optimize and characterize surface protein modifications. Typical preparations of PEG compounds are a heterogeneous mixtures composed of a distribution of chain lengths with a specified average molecular weight or approximate number of PEG subunits.

Product References:

Crosslinker Application Guide -- search for recent literature references for this product

Related Resources:

Overview of crosslinking
Chemistry of crosslinking
PEGylation technical guide

Related Products:

Crosslinkers at a glance (selection guide)
Sulfo-SMCC (most popular non-pegylated equivalent)
Bioconjugate Techniques (book)
PEGylation Reagents


Ordering Information
 
Product # Description Pkg. Size Instructions MSDS CofA Price
22102 SM(PEG)2
Formulation: 2-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; solid
Sufficient For: 235mL of typical 1X (1mM) reaction solution, or approx. 50 uses at 2mg reagent per use
100mg Product Instructions for product #22102 SM(PEG)2 MSDS for product #22102 SM(PEG)2 Certificate of Analysis for product #22102 SM(PEG)2 $271.00

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22103 SM(PEG)2
Formulation: 2-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; solid
Sufficient For: 2351mL of typical 1X (1mM) reaction solution, or approx. 500 uses at 2mg reagent per use
1g Product Instructions for product #22103 SM(PEG)2 MSDS for product #22103 SM(PEG)2 Certificate of Analysis for product #22103 SM(PEG)2 $960.00

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22104 SM(PEG)4
Formulation: 4-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil or solid
Sufficient For: 195mL of typical 1X (1mM) reaction solution, or approx. 50 uses at 2mg reagent per use
100mg Product Instructions for product #22104 SM(PEG)4 MSDS for product #22104 SM(PEG)4 Certificate of Analysis for product #22104 SM(PEG)4 $277.00

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22105 SM(PEG)6
Formulation: 6-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil or solid
Sufficient For: 166mL of typical 1X (1mM) reaction solution, or approx. 50 uses at 2mg reagent per use
100mg Product Instructions for product #22105 SM(PEG)6 MSDS for product #22105 SM(PEG)6 Certificate of Analysis for product #22105 SM(PEG)6 $279.00

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22105B SM(PEG)6
Formulation: 6-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil or solid
Custom MSDS for product #22105B SM(PEG)6 Certificate of Analysis for product #22105B SM(PEG)6
22107 SM(PEG)4
Formulation: 4-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil or solid
Sufficient For: 1947mL of typical 1X (1mM) reaction solution, or approx. 500 uses at 2mg reagent per use
1g Product Instructions for product #22107 SM(PEG)4 MSDS for product #22107 SM(PEG)4 Certificate of Analysis for product #22107 SM(PEG)4 $1,150.00

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22108 SM(PEG)8
Formulation: 8-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil liquid
Sufficient For: 145mL of typical 1X (1mM) reaction solution, or approx. 50 uses at 2mg reagent per use
100mg Product Instructions for product #22108 SM(PEG)8 MSDS for product #22108 SM(PEG)8 Certificate of Analysis for product #22108 SM(PEG)8 $287.00

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22108B SM(PEG)8
Formulation: 8-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil liquid
Custom MSDS for product #22108B SM(PEG)8
22112 SM(PEG)12
Formulation: 12-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil liquid
Sufficient For: 115mL of typical 1X (1mM) reaction solution, or approx. 50 uses at 2mg reagent per use
100mg Product Instructions for product #22112 SM(PEG)12 MSDS for product #22112 SM(PEG)12 Certificate of Analysis for product #22112 SM(PEG)12 $291.00

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22113 SM(PEG)12
Formulation: 12-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil liquid
Sufficient For: 1155mL of typical 1X (1mM) reaction solution, or approx. 500 uses at 2mg reagent per use
1g Product Instructions for product #22113 SM(PEG)12 MSDS for product #22113 SM(PEG)12 Certificate of Analysis for product #22113 SM(PEG)12 $1,250.00

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22112B SM(PEG)12
Formulation: 12-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; amber oil liquid
Custom MSDS for product #22112B SM(PEG)12 Certificate of Analysis for product #22112B SM(PEG)12
22114 SM(PEG)24
Formulation: 24-unit ethyleneglycol functionalized with succinimidyl and maleimido ends; waxy solid
Sufficient For: 72mL of typical 1X (1mM) reaction solution, or approx. 50 uses at 2mg reagent per use
100mg Product Instructions for product #22114 SM(PEG)24 MSDS for product #22114 SM(PEG)24 Certificate of Analysis for product #22114 SM(PEG)24 $374.00

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Instructions | MSDS | CofA
Product Instructions | MSDS | CofA  

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