ChemInform Abstract: ON THE CHEMISTRY OF BINDING SITES. PART I. FAST THERMAL BREAKING AND FORMATION OF A B‐N BOND IN 2‐(AMINOMETHYL)BENZENEBORONATES

Burgemeister, Thomas; Grobe‐Einsler, R.; Grotstollen, R.; Mannschreck, Albrecht; Wulff, Günter

doi:10.1002/chin.198201233

Cited by 2 publications

(3 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…344,345 It was also shown that an adjacent amino group increases the stability and rate of formation/hydrolysis of boronate esters, which makes them more suitable for chromatography. [346][347][348][349] The effect of binding group flexibility has also been studied. 350 Recently monosaccharides have been imprinted as boronate esters by attachment to the surface of fullerenes [297][298][299] and in Langmuir-Blodgett films.…”

mentioning

confidence: 99%

Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003

Andersson²,

et al. 2006

View full text Add to dashboard Cite

Over 1450 references to original papers, reviews and monographs have herein been collected to document the development of molecular imprinting science and technology from the serendipitous discovery of Polyakov in 1931 to recent attempts to implement and understand the principles underlying the technique and its use in a range of application areas. In the presentation of the assembled references, a section presenting reviews and monographs covering the area is followed by papers dealing with fundamental aspects of molecular imprinting and the development of novel polymer formats. Thereafter, literature describing attempts to apply these polymeric materials to a range of application areas is presented.

show abstract

mentioning

confidence: 99%

Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003

Andersson²,

et al. 2006

View full text Add to dashboard Cite

show abstract

“…This was confirmed with a competition experiment in which the La(III) complex was added to a mixture of equimolar amounts of N-propylfructosamine and D-glucose at pH 9.2. The resonances of the anomeric carbons (90-115 ppm) in a quantitative 13 C NMR spectrum of the resulting sample (see Fig. 2) could be assigned by comparison with previously reported spectra of mixtures of phenylboronic acid and the substrates concerned (28).…”

Section: Discrimination Between D-glucose and N-propylfructosamine Bymentioning

confidence: 99%

“…Several approaches have been used to overcome this problem. Wulff has shown that the conversion of a trigonal boronic to a tetragonal boronate function is established at much lower pH when an aminomethyl group is introduced at the ortho-position (13). This effect can be ascribed to a B-N interaction in the phenylboronate species.…”

Section: Introductionmentioning

confidence: 96%

Molecular recognition of sugars by lanthanide (III) complexes of a conjugate of N, N‐bis[2‐[bis[2‐(1, 1‐dimethylethoxy)‐2‐oxoethyl]amino]ethyl]glycine and phenylboronic acid

Battistini

Mortillaro

Aime

et al. 2007

Contrast Media & Molecular

View full text Add to dashboard Cite

A novel conjugate of phenylboronic acid and an Ln(DTPA) derivative, in which the central acetate pendant arm was replaced by the methylamide of L-lysine, was synthesized and characterized. The results of a fit of variable (17)O NMR data and a (1)H NMRD profile show that the water residence lifetime of the Gd(III) complex (150 ns) is shorter than that of the parent compound Gd(DTPA)(2-) (303 ns). Furthermore, the data suggest that several water molecules in the second coordination sphere of Gd(III) contribute to the relaxivity of the conjugate. The Ln(III) complexes of this conjugate are highly suitable for molecular recognition of sugars. The interaction with various sugars was investigated by (11)B NMR spectroscopy. Thanks to the thiourea function that links the phenylboronic acid targeting vector with the DTPA derivative, the interactions are stronger than that of phenylboronic acid itself. In particular, the interaction with N-propylfructosamine, a model for the glucose residue in glycated human serum albumin (HSA), is very strong. Unfortunately, the complex also shows a rather strong interaction with hexose-free HSA (K(A) = 705 +/- 300).

show abstract

ChemInform Abstract: ON THE CHEMISTRY OF BINDING SITES. PART I. FAST THERMAL BREAKING AND FORMATION OF A B‐N BOND IN 2‐(AMINOMETHYL)BENZENEBORONATES

Cited by 2 publications

References 1 publication

Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003

Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003

Molecular recognition of sugars by lanthanide (III) complexes of a conjugate of N, N‐bis[2‐[bis[2‐(1, 1‐dimethylethoxy)‐2‐oxoethyl]amino]ethyl]glycine and phenylboronic acid

Contact Info

Product

Resources

About