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Merck
CN

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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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
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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.


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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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
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)
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



Global Trade Item Number

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