PMID: 3768914Sep 1, 1986Paper

Relationship between the structure and the properties of carbohydrates in aqueous solutions: sweetness of chlorinated sugars

Carbohydrate Research
M MathlouthiG G Birch

Abstract

The structural basis of the sweet taste of D-galactose, D-glucose, D-mannose, sucrose, and some of their chlorinated derivatives has been derived from an interpretation of their F.t.-i.r. spectra. AH-B glucophores are proposed in the light of the observed OH vibrations, and an explanation of the differences in sweetness of the monosaccharides is proposed. The hydrophobic character of the CH2Cl, "gamma" centre in the tripartite template does not seem to play the same role in monosaccharides and 4,1',6'-trichloro-4,1',6'-trideoxy-galacto-sucrose. The enhancement of sweetness in the disaccharide derivative is due to the enhanced hydrophobicity of the CH2Cl groups as well as to specific interactions with water. A sharp i.r. absorption characteristic of free hydroxyl is found in the spectra of most of the very sweet polyhydroxy compounds.

References

Oct 28, 1976·Nature·L Hough, S P Phadnis

❮ Previous
Next ❯

Citations

Oct 31, 2015·Organic Letters·Christian NilewskiErick M Carreira
Jan 1, 1987·Annals of the New York Academy of Sciences·J E Frijters

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.