DSP (Dithiobis(succinimidyl propionate)), Pierce™
Supplier: Thermo Fisher Scientific
Synonyms:
DTSSP, 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester), DSP Crosslinker, Lomant’s reagent, 3,3'-Dithiodipropionic acid bis(N-succinimidyl Ester), Di(N-succinimidyl)-3,3'-dithiodipropionate, Sulfo-DSP, DTSP, 3,3'-Dithiodipropionic acid di(N-succinimidyl Ester)
Thermo Scientific Pierce DSP (Lomant's Reagent) is a water-insoluble, homo-bifunctional N-hydroxysuccimide ester (NHS ester) crosslinker that is thiol-cleavable, primary amine-reactive, and useful for many applications. DSP contains an amine-reactive 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 and releasing N-hydroxy-succinimide. 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. DSP is non-sulfonated and insoluble in water, so it must first be dissolved in an organic solvent and then added to the aqueous reaction mixture. Because DSP does not possess a charged group, it is lipophilic and membrane-permeable and so useful for intracellular and intramembrane conjugation. A sulfonated analog of DSP (DTTSP) is water soluble. DSS, the non-cleavable analog of the DSP crosslinker is also available for applications that require a stable spacer arm that cannot be cleaved in the presence of reducing agents.
- 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 10-50 mM 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
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.
Caution: For Research Use Only. Not for use in diagnostic procedures.
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Formula:
C₁₄H₁₆N₂O₈S₂ MW: 404,41 g/mol Storage Temperature: Refrigerator |
MDL Number:
MFCD00042045 CAS Number: 57757-57-0 |
Specification Test Results
| Product Line | Pierce™ |
| Labeling Method | Chemical Labeling |
| Crosslinker Type | Homobifunctional |
| Reactive Moiety | NHS Ester |
| Spacer | Cleavable, Long |
| Form | Powder |
| Quantity | 50 mg / 1 g |
| Type | Crosslinker |
| Solubility | DMF, DMSO |
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