197327
S-Acetylmercaptosuccinic anhydride
96%
Sinonimo/i:
2-(Acetylthio)succinic anhydride, SAMSA
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About This Item
Formula empirica (notazione di Hill):
C6H6O4S
Numero CAS:
Peso molecolare:
174.17
Numero CE:
Numero MDL:
Codice UNSPSC:
12162002
ID PubChem:
NACRES:
NA.23
Prodotti consigliati
Saggio
96%
Punto di fusione
83-86 °C (lit.)
Temperatura di conservazione
2-8°C
Stringa SMILE
CC(=O)SC1CC(=O)OC1=O
InChI
1S/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3
AHTFMWCHTGEJHA-UHFFFAOYSA-N
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Descrizione generale
S-Acetylmercaptosuccinic anhydride is an amine reactive reagent, containing a sulfhydryl group. The anhydride region opens up, when attacked by an amine nucleophile, forming amine linkage. However, during this ring opening reaction, a free carboxylate group is formed rendering the molecule negatively charged. Activity to proteins and conformation of the molecule us affected by the charge reversal.
Avvertenze
Warning
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organi bersaglio
Respiratory system
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
dust mask type N95 (US), Eyeshields, Gloves
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L Greenfield et al.
Bioconjugate chemistry, 1(6), 400-410 (1990-11-01)
Ricin A chain immunotoxins disulfide cross-linked with conventional, sterically unhindered reagents have unsatisfactorily short circulating life times in vivo. (Acetylthio)succinic anhydride, a thiolating reagent with partial steric hindrance of the sulfur atom, does not remedy this situation. Sulfosuccinimidyl N-[3-(acetylthio)-3-methylbutyryl]-beta- alaninate
T J Beveridge et al.
Journal of bacteriology, 141(2), 876-887 (1980-02-01)
Amine and carboxyl groups of the cell wall of Bacillus subtilis were chemically modified individually to neutralize their electrochemical charge for determination of their contribution to the metal uptake process. Mild alkali treatment removed ca. 94% of the constituent teichoic
Fluorescent labeling of hormone receptors in viable cells: preparation and properties of highly fluorescent derivatives of epidermal growth factor and insulin.
Shechter Y, et al.
Proceedings of the National Academy of Sciences of the USA, 75(5), 2135-2139 (1978)
Introduction of sulfhydryl groups into proteins using acetylmercaptosuccinic anhydride
Klotz IM, et al.
Archives of Biochemistry and Biophysics, 96(3), 605-612 (1932)
M Better et al.
The Journal of biological chemistry, 267(23), 16712-16718 (1992-08-15)
A synthetic gene for the Aspergillus protein toxin mitogillin has been synthesized and expressed in Escherichia coli. The recombinant mitogillin is a potent inhibitor of protein synthesis in vitro with an IC50 of 9.7 pM. Immunoconjugates of recombinant mitogillin derivatized
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