Microwave-Accelerated SPOT-Synthesis on Cellulose Supports

Bowman, Matthew D.; Jeske, and Ryan C.; Blackwell, Helen E.

doi:10.1021/ol049313f

Cited by 73 publications

(79 citation statements)

References 23 publications

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“…(4-Formylphenoxy)acetic acid methyl ester: [24] Anhydrous K 2 CO 3 (17 g, 123 mmol) was added to a solution of 4-hydroxybenzaldehyde (10 g, 82 mmol) in dry acetone (120 mL), then ethyl bromoacetate (10.9 mL, 120 mmol) was added dropwise at room temperature. The mixture was heated at reflux for 4 h, then filtered and the solvent was removed under reduced pressure.…”

Section: Methodsmentioning

confidence: 99%

Conformationally Restricted Dipyrromethene Boron Difluoride (BODIPY) Dyes: Highly Fluorescent, Multicolored Probes for Cellular Imaging

Zheng¹,

Xu²,

Prasad³

2008

Chemistry A European J

196

108

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Novel fluorescent, conformationally restricted dipyrromethene boron difluoride (BODIPY) dyes have been prepared by introducing a naphthalenyl group at the meso position of the BODIPY core. These BODIPY dyes exhibit increased fluorescence quantum yields compared with dyes that have a meso-position phenyl group with internal rotation. The absorption and emission wavelengths of such conformationally restricted BODIPY dyes can be easily tuned to the near-IR range by derivatization through a condensation reaction with benzaldehyde derivatives. The two-photon absorption properties of these BODIPY dyes were also investigated and the results show that they exhibit increased two-photon excited fluorescence compared to analogue dyes that contain a phenyl group. The one- and two-photon fluorescence imaging of living cells by using selected BODIPY dyes has been successfully demonstrated.

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Section: Methodsmentioning

confidence: 99%

Conformationally Restricted Dipyrromethene Boron Difluoride (BODIPY) Dyes: Highly Fluorescent, Multicolored Probes for Cellular Imaging

Zheng¹,

Xu²,

Prasad³

2008

Chemistry A European J

196

108

View full text Add to dashboard Cite

show abstract

“…[297] Microwave irradiation was used to speed up all three steps of the synthesis on the planar support. Importantly, microwave irradiation did not affect the integrity of the cellulose support and the reaction could be easily scaled up by employing other (nonplanar) types of cellulose supports.…”

Section: Addendummentioning

confidence: 99%

Controlled Microwave Heating in Modern Organic Synthesis

2004

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Although fire is now rarely used in synthetic chemistry, it was not until Robert Bunsen invented the burner in 1855 that the energy from this heat source could be applied to a reaction vessel in a focused manner. The Bunsen burner was later superseded by the isomantle, oil bath, or hot plate as a source for applying heat to a chemical reaction. In the past few years, heating and driving chemical reactions by microwave energy has been an increasingly popular theme in the scientific community. This nonclassical heating technique is slowly moving from a laboratory curiosity to an established technique that is heavily used in both academia and industry. The efficiency of “microwave flash heating” in dramatically reducing reaction times (from days and hours to minutes and seconds) is just one of the many advantages. This Review highlights recent applications of controlled microwave heating in modern organic synthesis, and discusses some of the underlying phenomena and issues involved.

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“…Chalcone-based inhibitors were reported first and have been the most extensively studied. [56][57][58][59][60] Chlorofusin was the second natural product inhibitor of p53/MDM2 to be reported. [61][62] Efforts toward the total synthesis of chlorofusin are underway in a number of laboratories and will lead to further investigation of the structure/activity relationships among this molecule and its analogues.…”

Section: Natural Product Antagonists Of the P53/mdm2 Interactionmentioning

confidence: 99%

“…Despite their early identification as inhibitors of the p53/ MDM2 interaction and their straightforward combinatorial Targeting Protein-Protein Interactions: Lessons from p53/MDM2synthesis using a Claisen-Schmidt aldol condensation protocol, 58 chalcones have been the subject of only a few subsequent reports, perhaps because this class of compounds was not very selective for the target protein. Dichlorophenyl derivatives were equally toxic to both normal and malignant breast epithelial cells, possibly due to mechanisms independent of p53/MDM2.…”

Section: The Chalconesmentioning

confidence: 99%

Targeting protein–protein interactions: Lessons from p53/MDM2

2007

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The tremendous challenge of inhibiting therapeutically important protein–protein interactions has created the opportunity to extend traditional medicinal chemistry to a new class of targets and to explore nontraditional strategies. Here we review a widely studied system, the interaction between tumor suppressor p53 and its natural antagonist MDM2, for which both traditional and nontraditional approaches have been reported. This system has been a testing ground for novel proteomimetic scaffold‐based strategies, i.e., for attempts to mimic the recognition surface displayed by a folded protein with unnatural oligomers. Retroinverso peptides, peptoids, terphenyls, β‐hairpins, p‐oligobenzamides, β‐peptides, and miniproteins have all been explored as inhibitors of the p53/MDM2 interaction, and we focus on these oligomer‐based efforts. Traditional approaches have been successful as well, and we briefly review small molecule inhibitors along with other strategies for reactivation of the p53 pathway, for comparison with oligomer‐ based approaches. We close with comments on an emerging dichotomy among protein–protein interaction targets. © 2007 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 88: 657–686, 2007.This article was originally published online as an accepted preprint. The “Published Online” date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at biopolymers@wiley.com

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Microwave-Accelerated SPOT-Synthesis on Cellulose Supports

Cited by 73 publications

References 23 publications

Conformationally Restricted Dipyrromethene Boron Difluoride (BODIPY) Dyes: Highly Fluorescent, Multicolored Probes for Cellular Imaging

Conformationally Restricted Dipyrromethene Boron Difluoride (BODIPY) Dyes: Highly Fluorescent, Multicolored Probes for Cellular Imaging

Controlled Microwave Heating in Modern Organic Synthesis

Targeting protein–protein interactions: Lessons from p53/MDM2

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