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1.
J Agric Food Chem ; 66(1): 194-202, 2018 Jan 10.
Article in English | MEDLINE | ID: mdl-29200278

ABSTRACT

Targeted quantification of 49 basic taste-active molecules, followed by the calculation of dose-over-threshold (DoT) factors, and taste re-engineering experiments revealed minerals, nucleotides/nucleosides, amino acids, organic acids, and carbohydrates as the key compounds of Pot-au-Feu, a traditional broth preparation from beef cuts and vegetables. Moreover, the dipeptide carnosine was identified to be the key inducer for the white-meaty and thick-sour orosensation of the broth, next to anserine and 1-deoxy-d-fructosyl-N-ß-alanyl-l-histidine, the latter of which has been identified for the first time by means of a sensory-guided fractionation. Sensory studies revealed the threshold concentration of carnosine in model broth to decrease by a factor of 5 upon nonenzymatic glycosylation to reach 4.4 mmol/L for its Amadori product 1-deoxy-d-fructosyl-N-ß-alanyl-l-histidine.


Subject(s)
Meat/analysis , Taste , Vegetables/chemistry , Animals , Carnosine/analysis , Cattle , Cooking , Flavoring Agents/analysis , Food Analysis , Glycosylation , Histidine/analysis
2.
J Agric Food Chem ; 63(5): 1393-400, 2015 Feb 11.
Article in English | MEDLINE | ID: mdl-25579390

ABSTRACT

Low-pressure cooking has recently been identified as an alternative to ambient and high-pressure cooking to provide food with enhanced organoleptic properties. This work investigates the impact of the cooking process at different pressures on the molecular and sensory profile of a vegetable broth. Experimental results showed similar sensory and chemical profiles of vegetable broths when boiling at 0.93 and 1.5 bar, while an enhancement of sulfur volatile compounds correlated with a greater leek content and savory aroma was observed when boiling at low pressure (80 °C/0.48 bar). Thus, low-pressure cooking would allow preserving the most labile volatiles likely due to the lower water boiling temperature and the reduced level of oxygen. This study evidenced chemical and sensory impact of pressure during cooking and demonstrated that the flavor profile of culinary preparations can be enhanced by applying low-pressure conditions.


Subject(s)
Cooking/methods , Flavoring Agents/chemistry , Vegetables/chemistry , Adult , Beverages/analysis , Female , Hot Temperature , Humans , Male , Taste
3.
J Agric Food Chem ; 61(43): 10225-30, 2013 Oct 30.
Article in English | MEDLINE | ID: mdl-23373461

ABSTRACT

The objective of the present work was to investigate in depth the role of glycerol in Maillard reactions and its potential to act as an active flavor precursor. Reactions using isotopically labeled compounds (various reducing sugars, proline, and glycerol) unambiguously demonstrated that, in addition to its role of solvent, glycerol actively contributes to the formation of proline-specific compounds in Maillard model systems. Additionally, rhamnose and fucose/proline/glycerol systems generated the 2-propionyl-1(3),4,5,6-tetrahydropyridines, known for their roasty, popcorn aroma. Their formation from such systems is unprecedented. The results presented here have direct implications for flavor generation during thermal processing of foods containing glycerol, which is a ubiquitous food ingredient and an underestimated flavor precursor.


Subject(s)
Flavoring Agents/chemistry , Glycerol/chemistry , Carbohydrates/chemistry , Maillard Reaction , Models, Chemical , Proline/chemistry
5.
J Chromatogr A ; 1218(29): 4678-88, 2011 Jul 22.
Article in English | MEDLINE | ID: mdl-21676405

ABSTRACT

This study reports a liquid chromatography-mass spectrometry method for the detection of polyphenol-derived metabolites in human plasma without enzymatic treatment after coffee consumption. Separation of available standards was achieved by reversed-phase ultra performance liquid chromatography and detection was performed by high resolution mass spectrometry in negative electrospray ionization mode. This analytical method was then applied for the identification and relative quantification of circulating coffee metabolites. A total of 34 coffee metabolites (mainly reduced, sulfated and methylated forms of caffeic acid, coumaric acid, caffeoylquinic acid and caffeoylquinic acid lactone) were identified based on mass accuracy (<4 ppm for most metabolites), specific fragmentation pattern and co-chromatography (when standard available). Among them, 19 circulating coffee metabolites were identified for the first time in human plasma such as feruloylquinic acid lactone, sulfated and glucuronidated forms of feruloylquinic acid lactone and sulfated forms of coumaric acid. Phenolic acid derivatives such as dihydroferulic acid, dihydroferulic acid 4'-O-sulfate, caffeic acid 3'-O-sulfate, dimethoxycinnamic acid, dihydrocaffeic acid and coumaric acid O-sulfate appeared to be the main metabolites circulating in human plasma after coffee consumption. The described method is a sensitive and reliable approach for the identification of coffee metabolites in biological fluids. In future, this analytical method will give more confidence in compound identification to provide a more comprehensive assessment of coffee polyphenol bioavailability studies in humans.


Subject(s)
Chromatography, High Pressure Liquid/methods , Cinnamates/blood , Coffee/metabolism , Hydroxybenzoates/blood , Quinic Acid/analogs & derivatives , Spectrometry, Mass, Electrospray Ionization/methods , Adult , Biological Availability , Cinnamates/metabolism , Female , Glucuronides/blood , Glucuronides/metabolism , Humans , Hydroxybenzoates/metabolism , Male , Quinic Acid/blood , Quinic Acid/metabolism
6.
Chem Commun (Camb) ; (44): 4638-40, 2006 Nov 28.
Article in English | MEDLINE | ID: mdl-17082868

ABSTRACT

The first total synthesis of the bis-pyrroloindoline alkaloid (+/-)-Nb-desmethyl-meso-chimonanthine, having a pseudo C2-symmetry, was realised in a seven-step convergent sequence without the use of protecting groups.


Subject(s)
Alkaloids/chemical synthesis , Indoles/chemical synthesis , Pyrroles/chemical synthesis , Alkaloids/chemistry , Indoles/chemistry , Molecular Structure , Pyrroles/chemistry , Stereoisomerism
7.
J Org Chem ; 70(26): 10717-9, 2005 Dec 23.
Article in English | MEDLINE | ID: mdl-16355990

ABSTRACT

[reaction: see text] Ruthenium alkylidene complexes 1-3 mediate hydrosilylation of alkynes with silanes. When triethoxy- or triphenylsilanes are used as silylating agents, the reaction affords alpha-substituted vinylsilanes as major products.

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