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909629

Sigma-Aldrich

Azide-A-DSBSO crosslinker

≥95%

Synonym(s):

Azide-tagged acid-cleavable disuccinimidyl bissulfoxide, Bis(2,5-dioxopyrrolidin-1-yl) 3,3′-((2-(3-azidopropyl)-2-methyl-1,3-dioxane-5,5-diyl)bis(methylenesulfinyl))dipropionate, Mass spectrometry-cleavable crosslinker for studying protein-protein interations

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About This Item

Empirical Formula (Hill Notation):
C24H33N5O12S2
CAS Number:
1704097-02-8
Molecular Weight:
647.68
UNSPSC Code:
12161502

Quality Level

100

Assay

≥95%

form

powder

availability

available only in USA

storage temp.

2-8°C

Application

Azide-A-DSBSO (azide-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).
Azide-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 azide tag permits selective enrichment of crosslinked proteins or peptides with a biotin-conjugated alkyne probe to enhance their detection. Additionally, the post-cleavage spacer yields tagged peptides for unambiguous identification by collision-induced dissociation in tandem MS.
Azide-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

A New in Vivo Cross-linking Mass Spectrometry Platform to Define Protein-Protein Interactions in Living Cells

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

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Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

909629-100MG:
909629-BULK:
909629-VAR:

Certificates of Analysis (COA)

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Robyn M Kaake et al.
Molecular & cellular proteomics : MCP, 13(12), 3533-3543 (2014-09-26)
Protein-protein interactions (PPIs) are fundamental to the structure and function of protein complexes. Resolving the physical contacts between proteins as they occur in cells is critical to uncovering the molecular details underlying various cellular activities. To advance the study of
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

MS-Cleavable Cross-Linkers

Sulfoxide-containing MS-cleavable cross-linkers capture protein-protein interactions in native cellular environments, aiding PPI identification.

Crosslinkers Selection Guide

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