Amines glutaric anhydride

Figure 1.84 Glutaric anhydride reacts with amines in a ring-opening process to create an amide bond linkage and a terminal carboxylate group.

The procedure for the modification of amine-containing compounds with glutaric anhydride is identical to that described for succinic anhydride, above. 

Benters et al. (2002) used two approaches to modify APTS surfaces. In one instance, the amine groups were acylated using glutaric anhydride to create carboxylate functionalities, which were then activated with NHS/DCC to form the NHS ester. This derivative could be... 

Figure 13.5 Modification of an APTS surface with glutaric anhydride creates terminal carboxylates for coupling of amine-containing ligands.

Amine Containing Molecule Glutaric Anhydride Ring Opening with Amide Bond Formation... 

PA-6 (85-75) / SAN (25% AN) (12-25) / imidized acrylate copolymer (56% methyl glutarimide, 40% MMA, 2% MAA, 3% glutaric anhydride) (0-8) TSE at 240°C / torque rheometry / SEM / morphology development in extruder vs. screw design and processing conditions / also PA-6 and PA-66 blends with SEBS-g-MA / titration of residual amine end-groups Majumdarcta/., 1997... 

Diacetylene fatty acids were purchased from GFS. N-(2-Hydroxyethyl)-10,12-pentacosadiynamide (10) was synthesized by literatnre methods (77). 1-Amino-10,12-pentacosadiyne (11) was synthesized in fom steps from 10,12-pentacosadiynoic acid the acid in anhydrous tetrahydrofuran (THF) at 0 °C was reduced to the alcohol through treatment with hthinm alnminnm hydride (LAH, 2.5 equivalents) in diethyl ether for two hours, the alcohol was then converted to the mesylate by treatment with mesyl chloride (6 eqnivalents) in methylene chloride with diisopropyl ethyl amine over 30 minntes, the mesylate was displaced by sodium azide (1.5 equivalents) in dimethyl formamide (DMF) at 70 °C over one hour and the azide, in THF, was reduced to the amine with LAH (2 equivalents) in diethyl ether at 0 °C over one hour. N-(10,12-pentacosadiynyl)-glutamic acid (12) was prepared from 11 as follows 11 was reacted with glutaric anhydride (2 equivalents) in DMF, in the presence of diisopropylethylamine (3 equivalents), at 70 °C for 1 hour and the crade product recrystallized from a mixture of chloroform and hexanes. The identity of products were confirmed by H and C NMR. 

PA-6/PMMA-f-anhydride PA-amine reaction with glutaric anhydride in PMMA chain/morphology/physical properties Iliopoulos et al. 2006 Freluche et al. 2005... 

The mildness and orthogonality of the Staudinger ligation with respect to most functional groups [40,41] makes this reaction ideal for immobiUza-tion of small molecules on an array with controlled orientation (Fig. 4f). To this end, an amine-functionalized slide with PAMAM dendrimer was derivatized with glutaric anhydride to introduce terminal CO OH groups, which were subsequently esterified with 2-(diphenylphosphanyl)phenol. 

The N-terminus of peptide sequences obtained from solid phase synthesis was transformed into a carboxylic acid group by the action of glutaric anhydride. NMP initiator tethered to the N-terminus of the peptide was then introduced via reaction of the benzyUc amine of a fluorine-labeled alkoxyamine with the previously modifled peptide. The peptide-supported initiator was then used to create block copolymers, under conditions that promote sequential NMP of terf-butyl acrylate and methyl acrylate [84],... 

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