N- Hydroxy succinimide esters

Fig. 8 Examples of homobifimctional crosslinkers a bisimidate and b N-hydroxy-succinimide ester...

Di- and oligo-peptides with a terminalo-aminophosphonous acid residue have been prepared by coupling with N-hydroxy succinimide esters of N-benzyloxycarbonylamino acids or peptides. 

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.

Free Amine N-hydroxy succinimide ester (NHS) Amide (151, 152)... 

Treatment of (E)-5-(3-aminoprop-l-enyl)-2 -dUTP with the N-hydroxy-succinimide ester of 3-methylthiopropionic acid affords (224), which can be... 

Crosslinking of gelatin by polymers bearing N-hydroxy-succinimide ester group has been studied. The gelation time of a gelatin solution was measured with a Techne gelation timer. 

In other experiments, poly(Lysine) was treated with p-phenylazobenzoic-N- hydroxy-succinimide ester (active esters method) in DMF/water solvent mixture. The reaction seems to be a suitable method to modify poly(Lysine) with organic reagents, and may be carried out both in organic and in aqueous solvents at acidic pH (Scheme 9) Finally, in one experiment, poly(Lysine) was acylated with p-phenylazobenzoyl chloride in DMF/water solvent mixture in the presence of excess MgO. 

PGIP, purified fi om P.vulgaris hypocotyls [11], was immobilized to the sensor ch via amine coupling. A continuous flow of HBS buffer (5 pl/min) was mantained over the sensor surface. The carboxylated dextran matrix of the sensor surface was first activated by a 6-min injection of a mixture of N-hydroxy-succinimide and N-ethyl-N - (3-diethylaminopropyl) carbodiimide, followed by a 7-min injection of PGIP (lOng/pl in 10 mM acetate, pH 5.0). Hie immobilization procedure was con leted by a 7-min injection of 1 M ethanolamine hydrochloride to block the remaining ester groups. 

Label amino function in DNA probe with N-hydroxy succinimide derivatives of acridinium esters. 

In order to functionalize the metal-coated substrates with MPA, they were immersed in an ethanolic solution of 0.02 M MPA. The MPA layer was activated using a solution of 0.002 M ethyl dimethylaminopropyl carbodiimide (EDC) and 0.005 M n-hydroxy succinimide (NHS) in 2-(Ai-morpholino) ethanesulfonic acid (MES) buffer solution (20 mM MBS, 0.1 M NaCl, pH5). The carboxylate groups of the MPA react with NHS in the presence of EDC to form NHS-esters which can then react with amine groups of proteins. After 15 min of activation, the metalized... 

Figure 2. Structures of the N-hydroxy succinimide (NHS) esters of selected nitroaromatic haptens, the hapten-bovine serum albumin (BSA) conjugates and the hapten-ovalbumin (OVA) conjugates.

Active Esters. The synthesis of reactive esters of acylamino acids and their use in lengthening a peptide chain by reaction at the amino end is a justifiably popular method racemization is avoided, yields are good, and purification of the products is relatively easy. Esters of N-hydroxy-succinimide (l), N-hydroxypiperidine (ll) and 8-hydroxyquinoline (III) have received particular attention during I966. 

The N-hydroxy succinimide is a good leaving group, causing such esters to be very active in mild conditions. Such modifications led to various palmitoyl-soy protein derivatives [67,73] without destroying the globular structure of the protein. Magdassi et al. have modified... 

Preparation of monomers. Monomers having a N-hydroxy-succinimide ( NHS ) ester group were prepared by a method similar to that reported previously ( 4,5,6 ) The unsaturated carboxylic acids were condensed with NHS in the presence of dicyclohexylcarbodiimide ( DCC ). 

I n the above procedure, the use of 4-hydroxy-1,5-naphthyridine-3-carbonyl chloride in place of 4-hydroxy-1,5-naphthyridine-3-carboxyllc acid N-succinimide ester can also afford the same objective compound as above. The use of sodium thio-n-propoxide in place of sodium thiophenoxide can also give the objective compound in the form of the sodium salt. 

Hydroxy-l,5-naphthyridine-3-carboxylic acid N-succinimide ester Sodium bicarbonate Sodium thiophenoxide Triethylamine... 

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