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Merck
CN

803391

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
MDL number:
MFCD11041160
UNSPSC Code:
12161502
NACRES:
NA.22

Key Documents

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InChI

1S/C62H111N3O31/c66-57(5-8-64-58(67)1-2-59(64)68)63-7-10-73-12-14-75-16-18-77-20-22-79-24-26-81-28-30-83-32-34-85-36-38-87-40-42-89-44-46-91-48-50-93-52-54-95-56-55-94-53-51-92-49-47-90-45-43-88-41-39-86-37-35-84-33-31-82-29-27-80-25-23-78-21-19-76-17-15-

InChI key

GRDUWUCYIIEBIS-UHFFFAOYSA-N

SMILES string

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

form

powder

mol wt

1394.55

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

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)

Disclaimer

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
RB230881A
RB230881

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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)
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)
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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