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A9043

S-Acetylthioglycolic acid N-hydroxysuccinimide ester

≥95% (TLC), powder

Synonym(s):

N-Succinimidyl (acetylthio)acetate, N-Succinimidyl S-acetylthioglycolate, S-Acetylthioglycolic acid NHS ester, SATA

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10 MG

$52.60

50 MG

$98.80

100 MG

$165.00

$52.60


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About This Item

Empirical Formula (Hill Notation):
C8H9NO5S
CAS Number:
Molecular Weight:
231.23
Beilstein/REAXYS Number:
7815491
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

≥95% (TLC)

form

powder

solubility

acetonitrile: 50 mg/mL
DMF: soluble

storage temp.

−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

InChI key

FLCQLSRLQIPNLM-UHFFFAOYSA-N

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1 of 4

This Item
55156M9794B3295
assay

≥95% (TLC)

assay

≥95.0% (coupling assay to aminopropyl silica gel)

assay

≥98%

assay

≥95% (TLC)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

solubility

acetonitrile: 50 mg/mL, DMF: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

chloroform: 100 mg/mL, DMF: soluble (lit.)(lit.)

solubility

DMF: 25 mg/mL

form

powder

form

-

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

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.

Other Notes

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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R A Schwendener et al.
Biochimica et biophysica acta, 1026(1), 69-79 (1990-07-09)
The two coupling agents SPDP (N-succinimidyl-3-(2-pyridyldithio)propionate) and SATA (N-succinimidyl-S-acetylthioacetate) were compared in their efficiency and feasibility to couple monoclonal antibodies (Abs) via thioether linkage to liposomes functionalized by various lipophilic maleimide compounds like N-(3-maleimidopropionyl)-N2-palmitoyl-L-lysine methyl ester (MP-PL), N-(3-maleimidopropionyl)phosphatidylethanolamide (MP-PE), N6-(6-maleimidocaproyl)-N2-palmitoyl-L-lysine
Nejat Düzgüneş et al.
Methods in enzymology, 391, 351-373 (2005-02-22)
The intracellular activity of certain antiviral agents, including antisense oligonucleotides, acyclic nucleoside phosphonates, and protease inhibitors, is enhanced when they are delivered in liposome-encapsulated form. In this chapter we describe the preparation of pH-sensitive liposomes encapsulating antisense oligonucleotides, ribozymes, and
Jing-Tang Lin et al.
PloS one, 7(4), e36086-e36086 (2012-05-09)
To develop a fluorescent ruthenium complex for biosensing, we synthesized a novel sulfhydryl-reactive compound, 4-bromophenanthroline bis-2,2'-dipyridine Ruthenium bis (hexafluorophosphate). The synthesized Ru(II) complex was crosslinked with thiol-modified protein G to form a universal reagent for fluorescent immunoassays. The resulting Ru(II)-protein
Ellen Verheyen et al.
Macromolecular bioscience, 10(12), 1517-1526 (2010-09-09)
An efficient strategy is reported to introduce methacrylamide groups on the lysine residues of a model protein (lysozyme) for immobilization and triggered release from a hydrogel network. A novel spacer unit was designed, containing a disulfide bond, such that the
N S Postma et al.
Antimicrobial agents and chemotherapy, 43(5), 1027-1033 (1999-05-01)
The introduction of reactive thiol groups in recombinant human tumor necrosis factor (TNF) alpha (rhTNF-alpha) by the reagent succinimidyl-S-acetylthioacetate resulted in the formation of a chemically stabilized rhTNF-alpha trimer (rhTNFalpha-AT; as determined by sodium dodecyl sulfate-polyacrylamide gel electrophoresis analysis). rhTNFalpha-AT

Questions

  1. Hello, Could you tell me the percentage of impurities and define specifically which impurities we can find in this reagent ? Thank you,

    1 answer
    1. The product impurities are not identified or quantified. Please see the product specification sheet:
      https://www.sigmaaldrich.com/specification-sheets/457/256/A9043-BULK________SIGMA____.pdf.

      Helpful?

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