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Merck
CN

A1251

S-乙酰巯基丁二酸酐

≥98%

别名:

S-乙酰巯基琥珀酸酐, SAMSA

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经验公式(希尔记法):
C6H6O4S
化学文摘社编号:
分子量:
174.17
EC Number:
230-135-2
UNSPSC Code:
12162002
MDL number:
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form

powder

InChI key

AHTFMWCHTGEJHA-UHFFFAOYSA-N

InChI

1S/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3

SMILES string

CC(=O)SC1CC(=O)OC1=O

assay

≥98%

mp

83-86 °C (lit.)

solubility

acetone: 100 mg/mL, DMF: soluble

storage temp.

−20°C

Application

Thiolating reagent for primary amines; thiol can be deprotected under mild conditions. Typically, coupled initially to molecule containing primary amine by amide bond buffered at pH 7.5. Deprotection may be accomplished with .05 M hydroxylamine at neutral pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Other Notes

Note that the anydride is very reactive and less stable in aqeuous buffer than ester derivative. In addition, this reagent will replace positive amine charge with negative carboxyl.

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Introduction of sulfhydryl groups into proteins using acetylmercaptosuccinic anhydride.
I M KLOTZ et al.
Archives of biochemistry and biophysics, 96, 605-612 (1962-03-01)
E S Rector et al.
Journal of immunological methods, 24(3-4), 321-336 (1978-01-01)
A novel procedure for the synthesis of well-defined protein-protein conjugates is described using ovalbumin (OA) and IgG as test proteins. This procedure involves the highly selective and rapid reaction of alkyl halide and sulfhydryl groups, which have been grafted, respectively

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