5-Acetylmercaptosuccinic anhydride

Antibody to progesterone was also obtained by immunization with conjugates prepared from thiolated proteins. Bovine serum albumin was thiolated by reaction with 5-acetylmercaptosuccinic anhydride. After deacetylation, coupling was achieved with 6/8-bromoprogesterone. 

The general formula of acylating reagents is R-C( = 0)-X, obtained by activation of carboxyl groups. Examples are acetic or mixed anhydride, iV-hydroxysuccinimide esters (NHS Fig. 11.11 and 11.14) and 5-acetylmercaptosuccinic anhydride (Fig. 11.10). In general, anhydrides are rapidly hydrolyzed and acylation is, therefore, in competition with the hydrolysis of the reagent. 

S-Acetylmercaptosuccinic anhydride Modifies Lys residues and introduces SH groups (m)... 

Klotz, I. M., and Heiney, R. E. (1962) Introduction of sulfhydryl groups into proteins using acetylmercaptosuccinic anhydride. Arch. Biochem. Biophys. 96, 605. 

Acetylhydroxy-L-proline, 1014 Acetyl hypobromite, 12-13 N-Acetylimidazole, 13 S-Acetylmercaptosuccinic anhydride, 13 Acetyl methyl ursolate, 823... 

Introduction of thiol groups and their quantitative determination. Introduction of thiol groups with S-acetylmercaptosuccinic anhydride (AMSA) under mild conditions (Klotz and Heiney, 1962), or with methyl-4-mercaptobutyrimidate (MMBI) (Traut et al., 1973), are both suitable (Kato et al., 1978 O Sullivan et al., 1979). 

Fig. 11.10. Thiolation of proteins with S-acetylmercaptosuccinic anhydride (I - V). Most of the groups introduced will be acetylthio groups (III), although a few free thiol groups are also formed. The acetyl groups can easily be removed with appropriate nucleophilic reagents, yielding thiolated proteins IV. This reaction is accompanied by an undesired hydrolysis of the anhydride (V).

Antibody-masking enzyme tag immunoassay Adenosine 5 -monophosphate S-Acetylmercaptosuccinic anhydride Alkaline phosphatase anti-alkaline phosphatase (enzyme-antibody) complex Alkaline phosphatase 5-Aminosalicylic acid Adenosine 5 -triphosphate Aa-Benzoyl-L-arginine ethyl ester (-f-)-Biotin bromoacetyl hydrazide (-b)-Biotin Y-aminocaproic acid A-hydroxy-succinimide ester Bis-diazotized benzidine -Galactosidase (-I- )-Biotin hydrazide (-I- )-Biotin-A-hydroxysuccinimide ester (-I-)-Biotin p-nitrophenyl ester Bridged avidin-biotin (method)... 

Acetyl-l-hydroxynaphthalene,. see A-00026 A-Acetylimidazole, in I-OOOOl A-Acetylmercaptosuccinic anhydride, in... 

Acetyl-6-methylpyridine, A-00024 Propanedithioamide, P-00262 S -Acetylmercaptosuccinic anhydride, in M-00026 6-Hydroxy-2-mercapto-4-pyrimidinecarboxylic acid,... 

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