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73361

Sigma-Aldrich

Bis[2-(N-succinimidyl-oxycarbonyloxy)ethyl] sulfone

≥97.0% (CHN)

Synonym(s):

BSOCOES

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O12S
CAS Number:
57683-72-4
Molecular Weight:
436.35
Beilstein:
1521053
EC Number:
260-904-8
MDL number:
MFCD00047123
UNSPSC Code:
12352200
PubChem Substance ID:
57652476

Assay

≥97.0% (CHN)

reaction suitability

reagent type: cross-linking reagent

mp

169-173 °C

storage temp.

−20°C

SMILES string

O=C1CCC(=O)N1OC(=O)OCCS(=O)(=O)CCOC(=O)ON2C(=O)CCC2=O

InChI

1S/C14H16N2O12S/c17-9-1-2-10(18)15(9)27-13(21)25-5-7-29(23,24)8-6-26-14(22)28-16-11(19)3-4-12(16)20/h1-8H2

InChI key

XUDGDVPXDYGCTG-UHFFFAOYSA-N

Other Notes

Homobifunctional crosslinking reagent for proteins; cross-linking reagents used as molecular rulers

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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E Antonian et al.
European journal of biochemistry, 145(3), 511-517 (1984-12-17)
Calf brain plain synaptic vesicle proteins have been cross-linked with bis[2-(succinimidooxycarbonyloxy)ethyl] sulfone, a homobifunctional, cleavable reagent, as well as with N-hydroxysuccinimidyl 4-azidobenzoate, a photosensitive, heterobifunctional reagent. These results demonstrate the generality of a recent report that synaptic vesicle proteins can
R A Smith et al.
The Journal of biological chemistry, 261(21), 9850-9853 (1986-07-25)
The quaternary structural relationships between subunits of the follitropin (FSH) receptor were determined through the use of the reversible, homobifunctional, chemical cross-linking reagent bis[2-(succinimidooxycarbonyloxy)ethyl]sulfone (BSOCOES) after formation of covalent 125I-azidobenzoyl-FSH-receptor subunit complexes by photoaffinity labeling. This experimental approach resulted in
J Herreros et al.
The Biochemical journal, 347 Pt 1, 199-204 (2000-03-23)
Tetanus neurotoxin (TeNT) is a powerful bacterial protein toxin that cleaves VAMP/synaptobrevin, an essential protein of the synaptic vesicle fusion machinery, and consequently blocks neurotransmission. The extreme neurospecificity of TeNT is determined by the binding of its C-terminal domain (fragment
M B Brenner et al.
Cell, 40(1), 183-190 (1985-01-01)
Bifunctional cross-linking reagents DSP, DSS, and BSOCOES were used to cross-link 125I-surface-labeled viable T lymphocytes. The cross-linked cells were solubilized in Nonidet-P40, immunoprecipitated with anti-Ti (monoclonal antibody T40/25) or anti-T3 (monoclonal antibodies UCHT-1 or OKT3), and analyzed by SDS-PAGE. With
J Shin et al.
The Journal of biological chemistry, 260(23), 12822-12827 (1985-10-15)
Both of the alpha and beta subunits of intact human follitropin (FSH) were radioiodinated with 125I-sodium iodide and chloramine-T and could be resolved on sodium dodecyl sulfate-polyacrylamide gels. Radioiodinated FSH was affinity-cross-linked with a cleavable (nondisulfide) homobifunctional reagent to its
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