DSS (Disuccinimidyl suberate), Pierce™
Supplier: LIFE TECHNOLOGIES MS
Synonyms:
Bis(2,5-dioxopyrrolidin-1-yl) octanedioate, Suberic acid bis(N-hydroxysuccinimide ester), Disuccinimidyl octanedioate, DSS
Thermo Scientific Pierce DSS, also called disuccinimidyl suberate, is noncleavable and membrane permeable crosslinker that contains an amine-reactive N-hydroxysuccinimide (NHS) ester at each end of an 8-carbon spacer arm.
- Reactive groups: NHS ester (both ends)
- Reactive towards: amino groups (primary amines)
- Amine reactive sulfo-NHS ester reacts rapidly with any primary amine-containing molecule
- Membrane-permeable, allowing for intracellular crosslinking
- High purity, crystalline reagent can be used to create high-purity conjugates
- Non-cleavable
- Water-insoluble (dissolve first in DMF or DMSO); compare to BS3 (Sulfo-DSS)
NHS esters react with primary amines at pH 7-9 to form stable amide bonds, along with release of the N-hydroxysuccinimide 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 is first dissolved in an organic solvent such as DMF or DMSO, then added to the aqueous crosslinking reaction. BS3, the water soluble analog of DSS is also available for applications that require a hydrophilic crosslinker (e.g. to effect cell-surface crosslinking). DSS and BS3 have essentially identical crosslinking activity toward primary amines.
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Formula:
C₁₆H₂₀N₂O₈ MW: 368.34 g/mol Storage Temperature: Refrigerator |
MDL Number:
MFCD00049059 CAS Number: 68528-80-3 |
Specification Test Results
| Product Line | Pierce™ |
| Labeling Method | Chemical Labeling |
| Crosslinker Type | Homobifunctional |
| Reactive Moiety | NHS Ester |
| Spacer | Mid-Length |
| Form | Powder |
| Quantity | 10 x 2 mg/50 mg/1 g |
| Type | Crosslinker |
| Solubility | DMF, DMSO |
| Spacer Arm | 11.4 Å |
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