909688
Alkyne-A-DSBSO crosslinker
≥95%
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
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About This Item
Empirical Formula (Hill Notation):
C25H32N2O12S2
CAS Number:
Molecular Weight:
616.66
MDL number:
UNSPSC Code:
12161502
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
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
signalword
Danger
hcodes
Hazard Classifications
Self-react. C
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
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