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909610

Sigma-Aldrich

BMSO crosslinker

≥95%

Synonym(s):

3,3′-Sulfinylbis(N-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)propanamide), Mass spectrometry-cleavable crosslinker for studying protein-protein interations

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About This Item

Empirical Formula (Hill Notation):
C18H22N4O7S
CAS Number:
2231640-10-9
Molecular Weight:
438.45
UNSPSC Code:
12352200
NACRES:
NA.22

assay

≥95%

form

powder

storage temp.

2-8°C

Application

BMSO (bismaleimide sulfoxide) crosslinker is a homobifunctional, cysteine residue-targeting, sulfoxide-containing crosslinker for analysis of protein-protein interactions (PPIs) through crosslinking mass spectrometry (XL-MS). BMSO possesses two maleimide reactive groups for targeting Cys, a 24.2 Å spacer arm, and two symmetrical C-S cleavable bonds adjacent to the central sulfoxide. While similar reagents react with lysine (Lys) and acidic residues, targeting Cys provides further opportunity to characterize protein interaction surfaces. Additionally, the post-cleavage spacer yields tagged peptides for unambiguous identification by collision-induced dissociation in tandem MS.

BMSO crosslinker provides complementary data to amine-reactive and acidic residue-targeting reagents and will find wide utility in the elucidation of PPIs, study of proteins that function as complexes, quantification of structural dynamics, and the quest for targeting "undruggable" protein targets.

Other Notes

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

Development of a Novel Sulfoxide-Containing MS-Cleavable Homobifunctional Cysteine-Reactive Cross-Linker for Studying Protein–Protein Interactions

Structural dynamics of the human COP9 signalosome revealed by cross-linking mass spectrometry and integrative modeling

Legal Information

Subject to US provisional patent application #62/845,240 of the Regents of the University of California

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Craig B Gutierrez et al.
Analytical chemistry, 90(12), 7600-7607 (2018-05-25)
Cross-linking mass spectrometry (XL-MS) has become an emerging technology for defining protein-protein interactions (PPIs) and elucidating architectures of large protein complexes. Up to now, the most widely used cross-linking reagents target lysines. Although such reagents have been successfully applied to

Articles

Sulfoxide-Containing Mass Spectrometry (MS)-Cleavable Cross-Linkers

Learn about homobifunctional sulfoxide-containing MS-cleavable cross-linkers that enables the capture of protein-protein interactions (PPIs) in native cellular environments, and the identification of cross-linked peptides permits the determination of both identity and connectivity of PPIs.

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