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Synonym(s):
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
Empirical Formula (Hill Notation):
C25H32N2O12S2
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Assay
≥95%
form
powder
availability
available only in USA
storage temp.
2-8°C
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.
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
Legal Information
Subject to US Patent Application #15/275,001 of the Regents of the University of California
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Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Self-react. C
WGK
WGK 3
Certificates of Analysis (COA)
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Anthony M Burke et al.
Organic & biomolecular chemistry, 13(17), 5030-5037 (2015-04-01)
The cross-linking Mass Spectrometry (XL-MS) technique extracts structural information from protein complexes without requiring highly purified samples, crystallinity, or large amounts of material. However, there are challenges to applying the technique to protein complexes in vitro, and those challenges become
Articles
Sulfoxide-containing MS-cleavable cross-linkers capture protein-protein interactions in native cellular environments, aiding PPI identification.
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