Sushil D. Rege

Investigations into self-association of vancomycin covalent dimers using surface plasmon resonance technology.

Covalent dimers of vancomycin linked through the vancosamine sugar moieties of the glycopeptide antibiotic have been synthesized in one step in 67-69% yield. The propensity for self-association of these and related vancomycin covalent dimers is evaluated using surface plasmon resonance technology.

Synthesis of Galactosylhydroxylysine and its Analogs

Abstract Synthesis of (--)-galactosylhydroxylysine (GHL, I), and its analogs (+)-2 and (+)-3, which are essential for development of assays for osteoporosis, is described starting from (2S,5R)-(+)-hydroxylysine (4).

Stereoselective Synthesis of Ferrocenylamino Acids

Abstract Enantiopure ferrocenyl-β, and bis-β-amino acids [(R)-(+)-1 and (R, R)-(+)-2] were prepared from (S)-(+)-sulfinimine (3) and (S, S)-(+)-bis-sulfinimine (4) respectively. The desired sulfinimines [(S)-(+)-3 and (S, S)-(+)-4] were prepared from (S)-Andersen reagent (5) and ferrocenecarboxaldehyde (6) and 1, 1 -ferrocenedicarboxaldehyde (7).

Synthesis of isotopically labeled (+)-deoxypyridinoline

An efficient synthesis of isotopically labeled (+)-deoxypyridinoline (3) was achieved via quaternization of (S,S)(−)-4 with (S)-(−)-iodide (5) and subsequent hydrolysis. The required (S)-(−)-iodide (5) was prepared from a commercially available (S)-5-(tert-butoxy)-4-[tert-butoxycarbonyl)amino]-5-oxopentanoic acid (6) in seven steps and good overall yield. Copyright

Development of a dot-blot assay for screening monoclonal antibodies to low-molecular-mass drugs

Dot-blot is a versatile and simple analysis to perform. We adapted this method as a simple identity test for monoclonal antibodies to a number of small compounds: three transplant drugs, an anticonvulsant, a steroid, an anticancer drug, and an antibiotic. Immunology-based identity tests using low-molecular-mass organic compounds have historically been a challenge to develop. We modified the traditional dot-blot assay to serve as an identity test for monoclonal antibodies to carbamazepine, sirolimus, tacrolimus, cyclosporine, cortisol, methotrexate, and gentamicin. The primary obstacle was the immobilization of these organic compounds on nitrocellulose as nitrocellulose is also soluble in most of the organic solvents in which the compounds are soluble. We evaluated different membranes, solvents, and chemical forms of these organic compounds to overcome this challenge. A number of incubation and washing solutions were also investigated. By varying the chemical form, concentration, and incubation conditions, a set of effective and reproducible identity tests were developed for these monoclonal antibodies.