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803391

Sigma-Aldrich

SM(PEG)24 (PEGylated, long-chain SMCC crosslinker)

Synonym(s):

PEGylated SM(PEG)24

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About This Item

Empirical Formula (Hill Notation):
C62H111N3O31
UNSPSC Code:
12161502
NACRES:
NA.22

form

powder

Quality Level

mol wt

1394.55

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

shipped in

ambient

storage temp.

−20°C

SMILES string

O=C(N1OC(CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(CCN2C(C=CC2=O)=O)=O)=O)CCC1=O

General description

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

Application

SM(PEG)24 can be used as a crosslinker in:
  • The study of chemical cross-linking of glyceraldehyde-3-phosphate dehydrogenase (GAPDH) and RNAses using the high-mass MALDI-MS technique.
  • Preparation of protein G-liposomal nanovesicles applicable as sensors in the detection of gentamycin in the milk sample.
  • Conjugation of catalase to streptavidin, which is helpful in the detection of analytes at very low concentrations using ELISA technique.

Features and Benefits

  • 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)

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Understanding chemical reactivity for homo-and heterobifunctional protein cross-linking agents
Chen F, et al.
Journal of Mass Spectrometry : Jms, 48(7), 807-812 (2013)
Plasmonic ELISA for the detection of analytes at ultralow concentrations with the naked eye
De La Rica R and Stevens MM
Nature Protocols, 8(9), 1759-1759 (2013)
Development of a novel bead-based 96-well filtration plate competitive immunoassay for the detection of Gentamycin
Ho TYJ, et al.
Biosensors And Bioelectronics, 49(7), 126-132 (2013)

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