A9043
S-Acetylthioglycolic acid N-hydroxysuccinimide ester
≥95% (TLC), powder
Synonyme(s) :
N-Succinimidyl (acetylthio)acetate, N-Succinimidyl S-acetylthioglycolate, S-Acetylthioglycolic acid NHS ester, SATA
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A propos de cet article
Formule empirique (notation de Hill) :
C8H9NO5S
Numéro CAS:
Poids moléculaire :
231.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
7815491
Assay:
≥95% (TLC)
Form:
powder
Service technique
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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.
Classe de stockage
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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In Soo Shin et al.
Bioconjugate chemistry, 18(3), 821-828 (2007-03-23)
Sulfhydryl selective reactions were explored to conjugate oligomers of a peptidomimetic integrin alphavbeta3 antagonist, 4-[2-(3,4,5,6-tetrahydropyrimidine-2-ylamino)ethyloxy]benzoyl-2-(S)-aminoethylsulfonylamino-beta-alanine (IA) to monoclonal antibody (MoAb) to increase integrin alphavbeta3 receptor-binding avidity. To generate sulfhydryl groups, N-succinimidyl-S-acetylthioacetate (SATA) was conjugated to both MoAb and IA. Sulfhydryl
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
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
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| A9043-100MG | 04061832421315 |
| A9043-50MG | 04061832421339 |
| A9043-10MG | 04061832421322 |