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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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Pack SizeSKUAvailabilityPrice
10 mg
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$53.70
50 mg
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$101.00
100 mg
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$165.00

About This Item

Empirical Formula (Hill Notation):
C8H9NO5S
CAS Number:
Molecular Weight:
231.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
7815491
Assay:
≥95% (TLC)
Form:
powder

$53.70


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Quality Segment

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

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.

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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

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

powder

form

-

form

powder

form

powder


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Yi Wang et al.
Nature protocols, 2(4), 972-978 (2007-04-21)
The mercaptoacetyltriglycine (MAG3) chelator has been shown to stably complex technetium-99m (99mTc) for nuclear imaging and radiorhenium (186/188Re) for tumor radiation therapy studies. The bifunctional N-hydroxysuccinimidyl ester of MAG3 with S-acetyl protection (N-hydroxysuccinimidyl S-acetylmercaptoacetyltriglycinate (NHS-MAG3)) has been successfully used to
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
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



Global Trade Item Number

SKUGTIN
A9043-50MG04061832421339
A9043-10MG04061832421322
A9043-100MG04061832421315

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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