197327
S-Acetylmercaptosuccinic anhydride
96%
Synonym(s):
2-(Acetylthio)succinic anhydride, SAMSA
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About This Item
Empirical Formula (Hill Notation):
C6H6O4S
CAS Number:
Molecular Weight:
174.17
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
Assay
96%
mp
83-86 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(=O)SC1CC(=O)OC1=O
InChI
1S/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3
InChI key
AHTFMWCHTGEJHA-UHFFFAOYSA-N
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General description
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Fabio Cannone et al.
The journal of physical chemistry. B, 110(33), 16491-16498 (2006-08-18)
A fluorescein derivative (SAMSA) bound to gold nanoparticles of different diameters is investigated by time-resolved fluorescence at the single molecule level in a wide dynamic range, from nanosecond to second time scale. The significant decrease of both SAMSA excited state
Monica A Serban et al.
Biomacromolecules, 8(9), 2821-2828 (2007-08-19)
Hyaluronan (HA) derivatives containing thiol-reactive electrophilic esters were prepared to react with thiol-modified macromolecules to give cross-linker-free hydrogels. Specifically, HA was converted to two haloacetate derivatives, HA bromoacetate (HABA) and HA iodoacetate (HAIA). In cytotoxicity assays, these reactive macromolecules predictably
Hermanson GT et al.
Bioconjugate Techniques null
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
Travis A Cos et al.
Journal of clinical psychology in medical settings, 27(4), 704-715 (2019-09-15)
Peer recovery specialists (PRSs) combine their personal experiences with substance use and recovery with clinical skills to support patients in treatment for or recovery from substance use. This paper provides evaluation findings from a SAMHSA-funded program that integrated a PRS
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