(N-Succinimidyl 4-pentynoate)(hexacarbonyldicobalt): a transition-metal carbonyl complex having similar uses to the Bolton-Hunter reagent

Abstract

The synthesis of the transition-metal carbonyl complex (N-succinimidyl 4-pentynoate)hexacarbonyldicobalt [[(C4H4O2N)O(CO)CH2CH2C identical to CH]Co2(CO)6] is described. This cobalt carbonyl complex is structurally similar to the Bolton-Hunter conjugation reagent and has been successfully employed as a nonradioactive tracer for labeling the drug carbamazepine. The metal carbonyl tracer can be detected at extremely low concentrations (ca. 1 pmol) by FT-IR spectroscopy in the v(CO) region (2150-1800 cm-1). The cobalt carbonyl labeled carbamazepine retains good recognition for anti-carbamazepine antibodies. This novel labeling procedure, which can be broadly termed carbonylmetalloimmunoassay (CMIA), has considerable potential for assaying a wide range of biological materials.

A Two-Step Palladium-Catalyzed Coupling Scheme for the Synthesis of Ferrocene-Labeled Amino Acids

“…Unfortunately, we were unan aromatic ring and two amide groups enforce a minimum distance of >10 Å between the iron centre and the chiral able to obtain single crystals of the ferrocene amino acid conjugates 7 or 8. However, the IR spectrum of 7d sheds [2.34 mm s Ϫ1 (4) and 2.32 mm s Ϫ1 (10)] are very similar to the values of ferrocene (0.53 mm s Ϫ1 and 2.37 mm s Ϫ1 ). [58] some light on structural differences between the solid-state and solutions of 7 and 8.…”

“…These values are about 6 and 10 ppm higher than in a related phenylacetylene-chromium-tricarbonyl dimer [42] or in (ethynylcyclobutadiene)-cyclopentadienyl-cobalt dimer by Bunz and co-workers. [51] Since the NMR signals for all amide protons are readily detectable in aprotic solvents we used 2D indirect detection 1 (6) 1.489(3), C(6)ϪO(6) 1.239(2), C(6)ϪN (7) 1.351(3), C(9)ϪC (10) and δ N ϭ Ϫ260 for 8. The N Boc signal is generally observed 1.190(3), O(6)ϪC(6)ϪN (7) 122.3 (2), N(7)ϪC(8)ϪC(9) 110.3 (2) at δ N ϭ Ϫ290 and the anilide nitrogen atom at δ N ϭ Ϫ250.…”

“…assays is chemoselectivity: [12,18] No doubt is to remain about Iodinated aromatic compounds were previously used as the number of attached organometallics nor their site of radio-labels for amino acids [22] and monoclonal antiattachment to the biomolecule Ϫ which may even be, for bodies [23] and as such were successfully employed in solid example, a large enzyme [10,11,13] or peptide hormone like se-support peptide synthesis. [24] In this study, alternativelycretin.…”

Synthesis and DNA binding behavior of a naphthalene diimide derivative carrying two dicobalt hexacarbonyl complexes as an infrared DNA probe

“…This result suggested that the peaks at 24 and 34 min were based on naphthalene diimides carrying mono and bis dicobalt hexacarbonyl complexes, respectively, as confirmed by MS spectrum of 1. A result of FT-IR measurement was shown that compound 1 gives rise to absorption maxima at 2092, 2051, and 2021 cm À1 characteristic of the carbonyl stretching vibration [23]. Additionally, methylene symmetric and asymmetric stretching vibration at 2800-3000 cm À1 and naphthalene diimide C@O, amide C@O stretching vibration and amide N-H bending vibration at 1500-1700 cm À1 are observed (Fig.…”

“…Complexation of 2 with dicobalt hexacarbonyl was carried out according to the literature [23]. A solution of 2 (240 mg, 0.30 mmol) in tetrahydrofuran (5 ml) was stirred in a brown-colored pear-shaped flask after addition of Co 2 (CO) 8 (380 mg, 1.1 mmol) under argon atmosphere at room temperature.…”