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909688

Sigma-Aldrich

Alkyne-A-DSBSO crosslinker

≥95%

Sinônimo(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

Fórmula empírica (Notação de Hill):
C25H32N2O12S2
Número CAS:
1704097-05-1
Peso molecular:
616.66
Número MDL:
MFCD32851665
Código UNSPSC:
12161502

Ensaio

≥95%

Formulário

powder

disponibilidade

available only in USA

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[S](=O)(CC3(COC(OC3)(CCC#C)C)C[S](=O)CCC(=O)ON2C(=O)CCC2=O)CCC(=O)ON1C(=O)CCC1=O

chave InChI

CWQIIUMERHZYNI-UHFFFAOYSA-N

Aplicação

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.

Outras notas

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

Synthesis of two new enrichable and MS-cleavable cross-linkers to define protein–protein interactions by mass spectrometry

Informações legais

Subject to US Patent Application #15/275,001 of the Regents of the University of California

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Pictogramas

Flame
GHS02

Palavra indicadora

Danger

Frases de perigo

H242

Classificações de perigo

Self-react. C

Código de classe de armazenamento

5.2 - Organic peroxides and self-reacting hazardous materials

Classe de risco de água (WGK)

WGK 3

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Artigos

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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