909688

Alkyne-A-DSBSO crosslinker

≥95%

• Synonym(e): Alkyne-tagged acid-cleavable disuccinimidyl bissulfoxide, Bis(2,5-dioxopyrrolidin-1-yl) 3,3′-((2-(but-3-yn-1-yl)-2-methyl-1,3-dioxane-5,5-diyl)bis(methylenesulfinyl))dipropionate, Mass spectrometry-cleavable crosslinker for studying protein-protein interactions
• Empirische Formel (Hill-System): C₂₅H₃₂N₂O₁₂S₂
• CAS-Nummer: 1704097-05-1
• Molekulargewicht: 616.66
• MDL number: MFCD32851665
• UNSPSC Code: 12161502

Eigenschaften

• assay: ≥95%
• form: powder
• availability: available only in USA
• storage temp.: 2-8°C
• SMILES string: [S](=O)(CC3(COC(OC3)(CCC#C)C)C[S](=O)CCC(=O)ON2C(=O)CCC2=O)CCC(=O)ON1C(=O)CCC1=O
• InChI key: CWQIIUMERHZYNI-UHFFFAOYSA-N

Beschreibung

Application

Alkyne-A-DSBSO (alkyne-tagged, acid-cleavable disuccinimidyl bissulfoxide) Crosslinker is a homobifunctional, membrane-permeable, enrichable disulfoxide-containing crosslinker for analysis of protein-protein interactions (PPIs) through crosslinking mass spectrometry (XL-MS).
Alkyne-A-DSBSO possesses two N-hydroxysuccinimide (NHS) ester groups for targeting amines, a ∼14 Å spacer length, two symmetrical acid-cleavable C-S bonds, and a central bioorthogonal azide tag. After reacting with lysine (Lys) residues, the alkyne tag permits selective enrichment of crosslinked proteins or peptides with a biotin-conjugated azide probe to enhance their detection. Additionally, the post-cleavage spacer yields tagged peptides for unambiguous identification by collision-induced dissociation in tandem MS.
Alkyne-A-DSBSO Crosslinker has mapped in vivo PPIs for target protein complexes and whole proteomes from living cells. It will also be a useful proteomics tool in the quest for targeting ″undruggable″ protein targets.

Other Notes

Technology Spotlight: Cross-Linkers for Elucidation of Protein-Protein Interactions

Synthesis of two new enrichable and MS-cleavable cross-linkers to define protein–protein interactions by mass spectrometry

Legal Information

Subject to US Patent Application #15/275,001 of the Regents of the University of California

Sicherheitshinweise

• pictograms: GHS02
• signalword: Danger
• hcodes: H242
• pcodes: P210 - P234 - P235 - P240 - P370 + P378 - P403
• Hazard Classifications: Self-react. C
• Lagerklasse: 5.2 - Organic peroxides and self-reacting hazardous materials
• wgk: WGK 3