Syntheses of 2-acetamido-2-deoxy-D-glucono-1,4-lactone and some isopropylidene acetals of 2-acetamido-2-deoxy-D gluconic acid derivatives

Synthesis of Modified Lignin as an Antiplasticizer for Strengthening Poly(vinyl alcohol)–Lignin Interactions toward Quality Gel-Spun Fibers

“…This is more likely related to the lactonization , of excess d -gluconic acid or formation of benzyl ether linkages (Figure S3) between the α position of lignin and −OH groups in d -gluconic acid moieties at a prolonged reaction time. It is reported that the intramolecular esterification of d -gluconic acid tends to appear under acidic and high-temperature conditions, resulting in the formation of 1,4-lactone and 1,5-lactone (Figure S3a). Etherification is likely to occur in acidic conditions, where the hydroxyl groups of lactone moieties react with a reactive benzylic carbocation to replace the hydroxyl groups in lignin (Figure S3b,c).…”

Purification of N‐acetyl β‐D‐hexosaminidase from bull epididymis by affinity chromatography

“…Compounds (l), (2) and (3) recently isolated in crystalline form [4,14] were each coupled to Sepharose 4B bearing a benzidine side arm [ 131 under identical conditions. Whether the linkage formed between the lactone and the benzidine-derivatized Sepharose is an imino ester (a) or an amide (b) is not known to us at this time.…”

“…(3) exhibit inhibitory activity toward the N-acetyl-P-Dhexosaminidase from Bull epididymis [4,5,6]. In order to obtain the pure enzyme so that studies can be undertaken on its binding behavior with various ligands by quantitative methods [7] , affinity chromatography using either of the three inhibitors mentioned above, coupled to cyanogen bromide-activated Sepharose, was attempted.…”

“…We wish to report the purification of this enzyme from Bull epididymis by use of the specific hexosaminidase inhibitors, 2acetamido-2-deoxy-D-glucono-1,4-lactone (1) and the corresponding D-galactono- 2-acetamido-2-deoxy-D-galactono-1,4-lactone as well as 2-acetamido-2-deoxy-D-mannono-1,4-lactono were prepared as already described [4,14]. Sepharose 4B was supplied by Pharmacia Fine Chemicals, Sweden.…”