Chimie
Structura chimica a vitaminei C - structura acidului dehidroascorbicFigura 1 Structura vitaminei C
COOH COOH O C=OC=O C-OH HO C-OH OH C-OH enolizare C-OH ciclizare O sau C-OH H C-OH HC-OH H2O HO HCHO- CH HO-CH HO-CH HO-CHCH2OH CH2OH CH2OH CH2OH Acid 2-ceto- Acid 2,3-dienol- γ-lactona Acid ascorbicL-gulonic L-gulonic (Acid ascorbic) (γ-lactona acidului L-gulonic) Figura 2 Structura acidului dehidroascorbicO=C O=C C-OH O O=C O C-OH -2H O=C HC +2H HCHO-CH HO-CH CH2OH CH2OH Acid ascorbic Acid dehidroascorbic Figura 3 Structura acidului idonic HOOC - CH - CH - CH - CH - CH2OH OH OH OH OH Figura 4 Degradarea acidului ascorbic si dihidroascorbic COOH O=C O=C COOH COOH C-OH O oxidare O=C O oxidare O=C +H2O Acid oxalic C-OH O=C energica O=CHC lenta HC +H2O HC-OH +1/2 O2 COOH HO-CH HO-CH HO-CH HC-OHCH2OH CH2OH CH2OH HO-CH COOH Acid Acid L-dehidro- Acid L-diceto- Acid L-treonicasorbic ascorbic gulonic incalzire H O C CO2 C HC O CH HC Furfurol Figura 5 Structura moleculara a vitaminelor A si a derivatilor acestora 17 16 19 20 H3C CH3 CH3 CH3
1 7 9 11 13 15 2 6 8 10 12 14 CH2OH Vitamina A1 (Retinol)
CH3 4 18 CH2OH Vitamina A2 (3,4-Dehidroretinol)
CH2
CH2OH Vitamina A3
Neovitamina A1 (Neovitamina A3) CH2 OH (13 cis-Retinol) O C Retinal (Retinen) H
COOH Acid retinoic
O C - Dehidroretinal H
COOH Acid 3,4 - dehidroretinoic
Figura . . C19H27-CH=CH-H27C19 β - caroten
β - caroten O2+saruri oxigeneaza biliare O 2C19H27-C H Retinaldehid- Retinal Oxidare (retinaloxidaza) reductaza NADPH+H+ +1/2 O2 NADP+ C19H26-CH2-OH C19H27-COOH Retinol Acid retinoic Figura . .Principalele carotenoide provitaminice A
β - caroten
α - caroten Figura . .. Izomerul Neovitamina Aa
CH2OH 13 - cis - Retinol (Neovitamina Aa) Figura . .. Structura moleculara a chitolului CH3 H3C CH3 CH3 CH3 OH
CH3 OH CH3 CH3 CH3 CH3 Figura . . . . . . . . . . . . 2H2O carotenhidroxilaza C19H27-CH=CH-H27C19 C19H27- CH- CH-H27C19 OH OH β - caroten Derivat hodroxilat NADP+ O + NADPH + H+ C19H27-CH2OH + C19H27-C C19H27-CH2OH H Retinol Retinal +O Retinol C17H27-COOH Acid retinoic Figura . . Schema simplificata a procesului vederii RODOPSINA
Intuneric Lumina Fotoizomerizare
OPSINA 11-cis-Retinal all-Trans- Retinal
Oxidare Reducere Izomerizare 11-cis-Retinol all-Trans-Retinol
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