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A9043

Sigma-Aldrich

S-Acetylthioglykolsäure-N-hydroxysuccinimid-Ester

≥95% (TLC), powder

Synonym(e):

(Acetylthio)-essigsäure-N-succinimidylester, N-Succinimidyl-S-acetylthioglykolat, S-Acetylthioglycolsäure-NHS-ester

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About This Item

Empirische Formel (Hill-System):
C8H9NO5S
CAS-Nummer:
76931-93-6
Molekulargewicht:
231.23
Beilstein:
7815491
MDL-Nummer:
MFCD00036891
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24891221
NACRES:
NA.22

Qualitätsniveau

200

Assay

≥95% (TLC)

Form

powder

Löslichkeit

acetonitrile: 50 mg/mL
DMF: soluble

Lagertemp.

−20°C

SMILES String

CC(=O)SCC(=O)ON1C(=O)CCC1=O

InChI

1S/C8H9NO5S/c1-5(10)15-4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3

InChIKey

FLCQLSRLQIPNLM-UHFFFAOYSA-N

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Anwendung

Thiolating reagent for primary amines; thiol can be deprotected under mild conditions. Typically, couples initially to a molecule containing primary amine by amide bond buffered at pH 7.5. Deprotection may be accomplished with 0.05 M hydroxylamine at neutral pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Sonstige Hinweise

Note that the ester couples very efficiently to primary amines compared to other thiolating reagents. In addition, this reagent will neutralize original amine positive charge.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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A Delmas et al.
Bioconjugate chemistry, 3(1), 80-84 (1992-01-01)
We have previously shown that the carrier polytuftsin obtained by polycondensation of tuftsin, a naturally occurring macrophage activator, increases significantly the antibody response against a linked B-epitope. In the present work, we have studied the influence of different cross-linking reagents
Screening of monoclonal antibodies using antigens labeled with acetylcholinesterase.
Y Frobert et al.
Methods in molecular biology (Clifton, N.J.), 80, 57-68 (1998-07-17)
Magnus Bergkvist et al.
Methods in molecular biology (Clifton, N.J.), 751, 381-400 (2011-06-16)
Over the last decade, scanning probe microscopy (SPM) techniques, such as atomic force microscopy (AFM), have played an important role in a variety of biophysical research efforts. This straightforward technique has the capability to measure forces down to a few
J L Heeremans et al.
Biochimica et biophysica acta, 1117(3), 258-264 (1992-10-27)
The aim of this study was to find a suitable way of coupling the homing-device glu-plasminogen to the outside of liposomes. The described procedure is based on the reaction of thiol-groups introduced in the protein with thiol-reactive groups of the
M H Vingerhoeds et al.
Pharmaceutical research, 13(4), 604-610 (1996-04-01)
Immuno-enzymosomes are tumor-specific immunoliposomes bearing enzymes on their surface. These enzymes are capable of converting relatively nontoxic prodrugs into active cytostatic agents. The enzyme beta-glucuronidase (GUS)4 was coupled to the external surface of immunoliposomes directed against ovarian carcinoma cells. This
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