Abstract
Recent studies confirm that C-H...O hydrogen bonds have many, if not all, of the spectroscopic and physical earmarks of “traditional” H-bonds. Only more recently have we come to understand that these contacts are operative not only in protein-protein recognition, but enzyme-substrate interactions (with implications for drug design), biological and nonbiological transition state stabilization and have, in some circumstances, a strength and geometric predictability to make them useful in the construction of materials and supramolecular assemblies. Forays into each of these areas have come largely due to advances in computational protocols and spectroscopic instrumentation. This review discusses the most recent findings related to the nature (i.e. strength, geometrical preferences, and spectroscopic features) and function (i.e. in supramolecular design and synthesis, conformational control, enantioselective synthesis, and biology) of C-H...O interactions in a variety of chemical and biological systems. An understanding of the key features of these interactions should promote their deployment in target areas like medicinal chemistry and materials science.
Keywords: H-bonds, enzyme-substrate interactions, spectroscopic
Current Organic Chemistry
Title: Progress Toward Understanding the Nature and Function of C-H...O Interactions
Volume: 8 Issue: 10
Author(s): Ronald K. Castellano
Affiliation:
Keywords: H-bonds, enzyme-substrate interactions, spectroscopic
Abstract: Recent studies confirm that C-H...O hydrogen bonds have many, if not all, of the spectroscopic and physical earmarks of “traditional” H-bonds. Only more recently have we come to understand that these contacts are operative not only in protein-protein recognition, but enzyme-substrate interactions (with implications for drug design), biological and nonbiological transition state stabilization and have, in some circumstances, a strength and geometric predictability to make them useful in the construction of materials and supramolecular assemblies. Forays into each of these areas have come largely due to advances in computational protocols and spectroscopic instrumentation. This review discusses the most recent findings related to the nature (i.e. strength, geometrical preferences, and spectroscopic features) and function (i.e. in supramolecular design and synthesis, conformational control, enantioselective synthesis, and biology) of C-H...O interactions in a variety of chemical and biological systems. An understanding of the key features of these interactions should promote their deployment in target areas like medicinal chemistry and materials science.
Export Options
About this article
Cite this article as:
Castellano K. Ronald, Progress Toward Understanding the Nature and Function of C-H...O Interactions, Current Organic Chemistry 2004; 8 (10) . https://dx.doi.org/10.2174/1385272043370384
DOI https://dx.doi.org/10.2174/1385272043370384 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Advances of Heterocyclic Chemistry with Pesticide Activity
Global food safety and security will continue to be a global concern for the next 50 years and beyond. Plant diseases have had a significant impact on food safety and security throughout the entire food chain, from primary production to consumption. While conventional chemical pesticides have been traditionally used for ...read more
Calculation design of covalent/metal organic framework based catalysts
This research area combines theoretical computation and screening with machine learning for the design of covalent/metal organic framework-based catalysts, bridging the disciplines of organic chemistry, physical chemistry, computational chemistry, materials science, and machine learning. It covers several critical aspects: designing and synthesizing organic catalysts for improved performance, applying computational methods ...read more
Carbohydrates conversion in biofuels and bioproducts
Biomass pretreatment, hydrolysis, and saccharification of carbohydrates, and sugars bioconversion in biofuels and bioproducts within a biorefinery framework. Carbohydrates derived from woody biomass, agricultural wastes, algae, sewage sludge, or any other lignocellulosic feedstock are included in this issue. Simulation, techno-economic analysis, and life cycle analysis of a biorefinery process are ...read more
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Journals
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
Fenofibrate Increases Heme Oxygenase 1 Expression and Astrocyte Proliferation While Limits Neuronal Injury During Intracerebral Hemorrhage
Current Neurovascular Research Double-Stranded RNA Induces MMP-9 Gene Expression in HaCaT Keratinocytes by Tumor Necrosis Factor-α
Inflammation & Allergy - Drug Targets (Discontinued) Anti-Inflammatory Properties of Drugs from saffron crocus
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry Central Insulin and Insulin-Like Growth Factor-1 Signaling - Implications for Diabetes Associated Dementia
Current Diabetes Reviews Nef Performance in Macrophages: The Master Orchestrator of Viral Persistence and Spread
Current HIV Research Phosphodiesterase-4 Modulation as a Potential Therapeutic for Cognitive Loss in Pathological and Non-Pathological Aging: Possibilities and Pitfalls
Current Pharmaceutical Design Engineered E. coli as Vehicles for Targeted Therapeutics
Current Gene Therapy Application of NKT Cells in Immunotherapy
Current Immunology Reviews (Discontinued) Role of P-gp and HDAC2 and their Reciprocal Relationship in Uncontrolled Asthma
Current Pharmaceutical Biotechnology Pro Atrial Natriuretic Peptide (1-30) and 6-keto PGF<sub>1α</sub> Activity Affects Na<sup>+</sup> Homeostasis in Non-modulating Hypertension
Current Hypertension Reviews Role of the Endosomal ESCRT Machinery in HIV-1 Vpu-Induced Down- Regulation of BST2/Tetherin
Current HIV Research Extracellular Vesicles and Insulin Resistance: A Potential Interaction in Vascular Dysfunction
Current Vascular Pharmacology A Systems Biology Approach for miRNA-mRNA Expression Patterns Analysis in Rheumatoid Arthritis
Combinatorial Chemistry & High Throughput Screening Dual EGFR and COX-2 Inhibition as a Novel Approach to Targeting Head and Neck Squamous Cell Carcinoma
Current Cancer Drug Targets HER2 Targeted Therapies for Cancer and the Gastrointestinal Tract
Current Drug Targets Nanomedicine: A New Frontier in Cancer Therapeutics
Current Drug Delivery Apoptosis-Induction is A Novel Therapeutic Strategy for Gastrointestinal and Liver Cancers
Current Gene Therapy Encephalopathy: A Vicious Cascade Following Forebrain Ischemia and Hypoxia
Central Nervous System Agents in Medicinal Chemistry Surface-Linked Liposomal Antigen Induces IgE Selective Unresponsiveness in a T-Cell Independent Fashion
Current Drug Targets - Immune, Endocrine & Metabolic Disorders Evaluation of Pharmacological Treatment Strategies in Traumatic Brain Injury
Current Pharmaceutical Design