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DSP (Dithiobis[succinimidyl propionate])


A thiol-cleavable, homobifunctional and amine-reactive crosslinking agent.

Pierce DSP (Lomant's Reagent)

Thermo Scientific Pierce DSP (Lomant's Reagent) is an amine-reactive crosslinker having NHS-ester reactive ends and a cleavable disulfide bond in its spacer arm.

DSP contains an amine-reactive N-hydroxysuccinimide (NHS) ester at each end of an 8-carbon spacer arm. NHS esters react with primary amines at pH 7-9 to form stable amide bonds, along with release of the N-hydroxy-succinimide leaving group. Proteins, including antibodies, generally have several primary amines in the side chain of lysine (K) residues and the N-terminus of each polypeptide that are available as targets for NHS-ester crosslinking reagents. DSS, the non-cleavable analog of DSP crosslinker is also available for applications that require a stable spacer arm that cannot be cleaved in the presence of reducing agents.

Highlights:

  • Reactive groups: NHS ester (both ends)
  • Reactive towards: amino groups (primary amines)
  • Amine-reactive NHS ester reacts rapidly with any primary amine-containing molecule
  • Disulfide bond in the spacer arm is readily cleaved by 10-50mM DTT or TCEP at pH 8.5
  • Spacer arm also cleavable with reducing SDS-PAGE sample loading buffer
  • Cleavable crosslinker allows separation of crosslinked products
  • Water-insoluble (dissolve first in DMF or DMSO); compare to DTSSP (Sulfo-DSP)
  • Membrane-permeable, allowing for intracellular crosslinking

Applications:

  • Chemical crosslinking of intracellular proteins prior to cell lysis and immunoprecipitation
  • “Fix” protein interactions to allow identification of weak or transient protein interactions
  • Fix tissues for immunostaining without damaging RNA
  • Protein crosslinking to create bioconjugates via single-step reactions
  • Immobilize proteins onto amine-coated surfaces

Product Details:

Dithiobis(succinimidylpropionate); DSP
 
Chemical structure of DSP crosslinking reagent.

 

Properties of DSP.
Alternative names Lomant’s reagent, DTSP
Molecular formula C14H16N2O8S2
Molecular weight 404.42
Spacer arm length 12.0 Å (8 atoms)
CAS number 57757-57-0
Storage conditions 4°C, protect from moisture, use only fresh solutions
Reactive groups NHS esters, react with primary amines at pH 7.0-9.0

DSP Specifications:

We manufacture DSP to the highest specifications to produce the most specific bioconjugates, ensure the integrity of your data and to provide you with the highest degree of consistency. Each lot of DSP is tested to meet the following minimum specifications.

  • Identity: IR scan shows only peaks characteristic of the structure and functional groups of DSP
  • Purity: > 95% by quantitative NMR (the highest standard for crosslinker purity)

References:

  1. Adir, N. and Ohad, I. (1986). Biochim. Biophys. Acta 850(2), 264-274.
  2. Appenzeller-Herzog, C., et al. (2005) Carbohydrate- and Conformation-dependent Cargo Capture for ER-Exit Mol. Biol. Cell. 16, 1258-1267.
  3. Joshi, S. and Burrows, R. (1990). AT synthase complex from bovine heart mitochondria. J. Biol. Chem. 265, 14518-14525.
  4. Leduc, M., et al. (1989). Microbiol. Lett. 51(1), 11-14.
  5. Mattson, G., et al. (1993). A practical approach to crosslinking. Molecular Biology Reports 17, 167-183.
  6. Partis, M.D., et al. (1983). Crosslinking of proteins by omega-maleimido alkanoyl
    N-hydroxysuccinimide esters. J. Protein. Chem. 2, 263-277.
  7. Xiang, C.C., et al. (2004) Using DSP, a reversible crosslinker, to fix tissue sections for immunostaining, microdissection and expression profiling. Nucleic Acids Res.32, e185.

Product References:

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

Related Resources:

Overview of crosslinking
Chemistry of crosslinking

Related Products:

Crosslinkers at a glance (selection guide)
DSS (non-cleavable equivalent)
DTSSP (water-soluble equivalent)
Bioconjugate Techniques (book)


Ordering Information
 
Product # Description Pkg. Size Instructions MSDS CofA Price
22585 DSP (Lomant's Reagent)
Formulation: Dithiobis(succinimidylpropionate); powder solid
Sufficient For: 2473mL of typical 1X (1mM) reaction solution, or approx. 500 uses at 2mg reagent per use
1g Product Instructions for product #22585 DSP (Lomant's Reagent) MSDS for product #22585 DSP (Lomant's Reagent) Certificate of Analysis for product #22585 DSP (Lomant's Reagent) $198.00

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22586 DSP (Lomant's Reagent)
Formulation: Dithiobis(succinimidylpropionate); powder solid
Sufficient For: 124mL of typical 1X (1mM) reaction solution, or approx. 25 uses at 2mg reagent per use
50mg Product Instructions for product #22586 DSP (Lomant's Reagent) MSDS for product #22586 DSP (Lomant's Reagent) Certificate of Analysis for product #22586 DSP (Lomant's Reagent) $83.00

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Instructions | MSDS | CofA
Product Instructions | MSDS | CofA  

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