Application of the memory effects in CAD spectra of deprotonated heterosides for fruit monoterpenyl glycoside analysis

International audience

Analysis of fruit monoterpenyl glycosides by non destructive methods

International audience

Grape alcohol dehydrogenase .II. kinetic studies : mechanism , substrate , and coenzyme specificity

International audience

Structural „memory effects” influencing decompositions of glucose alkoxide anions produced from monoterpene glycoside isomers in tandem mass spectrometry

Isomeric glycoconjugates have been distinguished using desorption negative-ion chemical ionization/tandem mass spectrometry (DNCI–MS/MS). The structure of the leaving terpene influences the orientation of consecutive decompositions during collisionally activated decomposition (CAD) of [M–H]− ions which pass through a glucose alkoxide intermediate ion. This apparent „memory effect” can be rationalized by considering the production of anion-induced dipole complexes.

Etude structurale des heterosides terpeniques du raisin

National audience

Evidence and characterization of glycosidically bound volatile components in fruits

International audience

Identification of passion fruit glycosides by gas chromatography/mass spectrometry

International audience

Stereochemistry of linalol bounded in heterosides in Vitis vinifera cv Muscat d'Alexandrie

Formation of Aroma by Hydrolysis of Glycosidically Bound Components

SUMMARY Acid hydrolysis has been used in order to establish the presence of glycosidically bound components in fruits. During this treatment, rearrangement reactions of free monoterpene alcohols generally occur. This inconvenient may be avoided using enzymatic hydrolysis, however the specificity of enzymes requires the previous knowledge of the structures of compounds used as substrates in order to control the reaction. Several glycosidically bound components, glucosides, rutinosides and arabinoglucosides present in grapes and apricot were isolated, separated and identified using non destructive methods, MS-MS low energy CAD spectra and HPLC. s-D-glucosidase, α-L-rhamnosidase, α-L-arabinase…

Stoned fruit : apricot, plum, peach, cherry

170 ref. chap. 2; International audience

Separation de glycosides d'alcools terpeniques diastereoisomeres par HPLC sur phase cyclodextrine liee

National audience