909610
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:
Molecular Weight:
438.45
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22
Assay:
≥95%
Form:
powder
assay
≥95%
form
powder
storage temp.
2-8°C
SMILES string
[S](=O)(CCC(=O)NCCN2C(=O)C=CC2=O)CCC(=O)NCCN1C(=O)C=CC1=O
InChI key
PUNDHDZIOGBGHG-UHFFFAOYSA-N
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.
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
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Sulfoxide-containing MS-cleavable cross-linkers capture protein-protein interactions in native cellular environments, aiding PPI identification.
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
Craig Gutierrez et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(8), 4088-4098 (2020-02-09)
The COP9 signalosome (CSN) is an evolutionarily conserved eight-subunit (CSN1-8) protein complex that controls protein ubiquitination by deneddylating Cullin-RING E3 ligases (CRLs). The activation and function of CSN hinges on its structural dynamics, which has been challenging to decipher by