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61350

Sigma-Aldrich

TS-Link™ Bimane thiosulfate sodium salt

≥98.0% (HPCE)

Synonym(s):

Thiosulfuric acid S-{2-oxo-2-{[(2,5,6-trimethyl-1,7-dioxo-1H,7H-pyrazolo[1,2-a]pyrazol-3-yl)methyl]amino}ethyl}ester monosodium salt

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About This Item

Empirical Formula (Hill Notation):
C12H14N3NaO6S2
CAS Number:
852178-18-8
Molecular Weight:
383.38
MDL number:
MFCD12912387
UNSPSC Code:
12352200
PubChem Substance ID:
329759443
NACRES:
NA.32

assay

≥98.0% (HPCE)

fluorescence

λex 386 nm; λem 480 nm in 0.1 M phosphate pH 7.0

suitability

corresponds for coupling to thiols

storage temp.

−20°C

SMILES string

[Na+].CC1=C(C)C(=O)N2N1C(CNC(=O)CSS([O-])(=O)=O)=C(C)C2=O

InChI

1S/C12H15N3O6S2.Na/c1-6-8(3)14-9(7(2)12(18)15(14)11(6)17)4-13-10(16)5-22-23(19,20)21;/h4-5H2,1-3H3,(H,13,16)(H,19,20,21);/q;+1/p-1

InChI key

CFJHROSVZGHNCG-UHFFFAOYSA-M

Application

TS-Link Bimane thiosulfate sodium salt is used to fluorescence label sulfhydryls found in proteins and other biomolecules such as glutathione. In contrast to the thioether bonds formed by maleimides and iodoacetamides, the disulfide bonds formed by TS-Link reagents are reversible — the TS-Link hapten or fluorophore can easily be removed using a reducing agent such as DTT or TCEP. TS-Link reagents are selective for thiols at neutral pH, whereas maleimides will react with other functional groups. TS-Link Bimane thiosulfate sodium salt may be used in comparison with other sulfhydryl coupling strategies.

Legal Information

TS-Link is a trademark of Life Technologies

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dilip Shrestha et al.
Analytical and bioanalytical chemistry, 404(5), 1449-1463 (2012-07-17)
The progression in bioconjugational chemistry has significantly contributed to the evolution and success of protein biology. Mainly, antibody chemistry has been a subject of intensive study owing to the expansion of research areas warranted by using various derivatives of conjugated
R C Fahey et al.
Journal of molecular evolution, 25, 81-88 (1987-01-01)
Of the many roles ascribed to glutathione (GSH) the one most clearly established is its role in the protection of higher eucaryotes against oxygen toxicity through destruction of thiol-reactive oxygen byproducts. If this is the primary function of GSH then
Abhijit Ray et al.
Bioorganic & medicinal chemistry letters, 16(6), 1473-1476 (2006-01-03)
The purpose of this study was to design bile acid-containing methanethiosulfonate (MTS) agents with appropriate physical attributes to effectively modify the cysteine residues present in the human apical sodium-dependent bile acid transporter. Four physical properties including surface area, molecular volume
Gary D Pipes et al.
Pharmaceutical research, 22(7), 1059-1068 (2005-07-20)
The aim of the study is to provide a methodology for assigning unpaired cysteine residues in proteins formulated in a variety of different conditions to identify structural heterogeneity as a potential cause for protein degradation. 1-Cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP) was employed

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