N-hydroxy succinimidyl

Aminoquinolyl-N-Hydroxy succinimidyl Carbamate (AQC) Precolumn derivatization Xex = 248nm Xem = 395 nm... 

Recently (179), a macrocyclic antibiotic, Vancomycin, was used as a chiral mobile phase additive for TLC resolution of 6-aminoquinolyl-N-hydroxy succinimidyl carbamate (AQC) derivativatized amino acids and dansyl amino acids on chemically bonded diphenyl-P-reversed phase plates. Both the nature of stationary phase and the composition of the mobile phase have a strong influence on enantiomeric resolution typical results are given in Table 27. 

Figure 5-5. Radioactive labelling of proteins by treatment with the Bolton-Hunter reagent. The primary amino group of proteins can be modified by treatment with N-hydroxy-succinimide esters. The diagram illustrates the introduction of 125l by use of the Bolton-Hunter reagent, N-succinimidyl-3-(4-hydroxy-5-[125l]iodophenyl)-propionate.

NHS-esters react with primary amines to form a carboxamide and N-hydroxy-succinamide (see Figure 4.4). NHS-esters show reasonable reactivity and high selectivity towards aliphatic amines but can also react with aromatic amines, histidines and tyrosines, but at a significantly lower rate. In proteins, this practically limits the reactive groups to either the a -amino group of the N-terminus, or the s-amine of the lysine side-chain. In an aqueous environment the optimum pH for this reaction is 8.0-9.0. However, it should be noted that the rate of hydrolysis of succinimidyl esters increases with increasing pH (but is slow when [Pg.179]

Syntheses of prosthetic groups for F-labeling of peptides and proteins. DCC = 1,3-dicyclohex-ylcarbodiimide DSC A/,A/ -disuccinimidyl carbonate HATU = N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridin-1 -yl-methylene]-N-methyl-methanaminium hexafluorophosphate N-oxide HOAt, 1-hydroxy-7-azabenzotriazole TSTU, 0-(A/-succinimidyl)-A/-A/,Af,A/ -tetramethyluronium tetrafluoroborate NH S = N-hydroxy succinimide... 

Bolton-Hunter reagent (N-succinimidyl 3(4-hydroxy-5- [ iodophenyl)propionate) (70-150TBq/mMol) in benzene 0.1 M borate buffer, pH 8.5 0.2 M glycine in Soln. B... 

First prepared by Rudinger and Ruegg the Bolton-Hunter reagent is one of the most frequently used conjugation reagents. Its iodinated form has been prepared by Bolton and Hunter . Chemically it is N-succinimidyl-3 (4-hydroxy,5- I iodo-... 

Figure 6.7-4. Precursors used for residualizing radiobromination of monoclonal antibodies and peptides. Chemically reactive groups on the precursors are shaded, and site for radiobromination of the precursor is indicated in black and with an asterisk. SPBrB N-succinimidyl para-bromobenzoate Br-HPEM bromo-((4-hydroxy-phenyl) ethyl) maleimide Br-DABI bromo-(4 isothiocyanatobenzyl-ammonio)-bromo-decahydro-closo-dodecaborate.

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