Identification | Back Directory | [Name]
CHLOROPHYLL A | [CAS]
479-61-8 | [Synonyms]
C05306 Cholrophyll CHLOROPHYLL A photosynthesis ALPHA-CHLOROPHYL CONTAMINON(R) CL Chlorophyl paste Chlorophyll,paste CHLOROPHYLL A(SH) ALPHA-CHLOROPHYLL CHLOROPHYLL EXTRACT chlorophyllafromspinach CHLOROPHYLL A FROM ALGAE* CHLOROPHYLL A, CRYSTALLIZED CHLOROPHYLL A FROM ANACYSTISNIDULANS ALG AE 7s,11s),4beta,21beta]]]-[sp-4-2-[3s-[3alpha(2e magnesium,[3,7,11,15-tetramethyl-2-hexadecenyl9-ethenyl-14-ethyl-21-(methoxyc arbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoato(2-)-n23,n24,n25,n26] [3,7,11,15-tetramethyl-2-hexadecenyl9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-Magnesium Magnesium,(3,7,11,15-tetramethyl-2-hexadecenyl9-ethenyl-14-ethyl-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoate(2-)-N23,N24,N25,N26)-(SP-4-2(3S-(3α(2E,7S*,11S*),4β,21β)))- Magnesium, [3,7,11,15-tetramethyl-2-hexadecenyl 9-ethenyl-14-ethyl-21-(methoxycarbonyl) -4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoato (2-)-N23,N24,N25,N26 ]-, [SP-4-2-[3S-[3α(2E, 7S,11S),4,21]]]- Magnesium, [3,7,11,15-tetramethyl-2-hexadecenyl 9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoato(2-)-N23,N24,N25,N26]-, [SP-4-2-[3S-[3alpha(2E,7S*,11S*),4beta,21beta]]]- Magnesium, (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecenyl (3S,4S,21R)-9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoato(2-)-.kappa.N23,.kappa.N24,.kappa.N25,.kappa.N26-, (SP-4-2)- | [EINECS(EC#)]
207-536-6 | [Molecular Formula]
C55H72MgN4O5 | [MDL Number]
MFCD00079050 | [MOL File]
479-61-8.mol | [Molecular Weight]
893.49 |
Chemical Properties | Back Directory | [Definition]
Occurs in all photosynthetic organisms and is the
major species in all of those that evolve oxygen. | [Appearance]
solid | [Melting point ]
117-120° | [alpha ]
D20 -262° (acetone) | [storage temp. ]
2-8°C
| [solubility ]
diethyl ether: soluble0.1mg/10 mL | [form ]
powder | [color ]
Green to Black Semi-Solid to | [Stability:]
Stable, but may discolour upon exposure to light. Incompatible with strong oxidizing agents. May be air sensitive. | [Merck ]
13,2174 | [BRN ]
3586237 | [InChIKey]
ATNHDLDRLWWWCB-AENOIHSZSA-M | [LogP]
16.534 (est) | [EPA Substance Registry System]
Chlorophyll a (479-61-8) |
Hazard Information | Back Directory | [Chemical Properties]
solid | [Uses]
Chlorophyll A is a photosynthetic pigment that is essential for photosynthesis of eukaryotes and cyanobacteria, acting as a primary donor in the electron transport chain. | [Description]
Chlorophyll is the green pigment in plants that allows them to create energy from light – to photosynthesize. Chlorophyll A and B are two major types of chlorophyll found in plants and green algae. Both are involved in the process photosynthesis. Both chlorophyll A and B are found in chloroplasts, associated with integral membrane proteins in the thylakoid membrane. The main difference between chlorophyll A and B is their role in photosynthesis? chlorophyll A is the principal pigment involved in the photosynthesis whereas chlorophyll B is the accessory pigment, collecting the energy in order to pass into chlorophyll A. In chlorophyll A, the most effectively absorbing wavelengths of the spectrum are 429 nm and 659 nm, which are responsible for violet-blue and orange-red colors, respectively. | [Occurrence]
Chlorophyll A is found in all plants, algae and cyanobacteria. | [General Description]
Chlorophyll a is present as a key pigment in organisms with oxygenic photosynthesis. It functions as an antenna pigment in both reaction centers I and II. | [Biochem/physiol Actions]
Chlorophyll a is an essential pigment in oxygenic photosynthesis. In photosystems, it is present as an antenna pigment as well as in reaction center I and II. Chlorophyll a is a blue-green pigment which absorbs light in 400-450nm and 640-660nm range. In photosynthesis, the energy absorbed by chlorophyll transforms carbon dioxide and water into carbohydrates and oxygen. When chlorophyll absorbs light energy, an electron in chlorophyll is excited from a lower energy state to a higher energy state. In this higher energy state, the electron is more readily transferred to another molecule. This starts a chain of electron-transfer steps, which ends with an electron transferred to carbon dioxide. | [Purification Methods]
It forms green crystals from Me2CO, Et2O/H2O, Et2O/hexane/H2O or Et2O/pentane /H2O. It is sparingly soluble in MeOH and insoluble in pet ether. In alkaline solution it gives a blue-green colour with deep red fluorescence. A very crude chlorophyll mixture has been purified by chromatography on low melting polyethylene (MI 0.044; “Dow” melting index MI <2) and developed with 70% aqueous Me2CO. The order of effluent from the bottom of the column is: xanthophylls, chlorophyll b , chlorophyll a, phaeophytins and carotenes. A mixture of chlorophylls a and b is best separated by chromatography on sugar, and the order is chlorophyll b elutes first followed by chlorophyll a. To an Me2CO/H2O solution of chlorophylls 200mL of iso-octane are added, and the mixture shaken in a separating funnel and the H2O is carefully removed. The iso-octane layer is dried (Na2SO4) and applied onto a glass column (5cm diameter) dry packed with 1000mL of powdered sucrose which has been washed with 250mL of iso-octane. Elution with 0.5% of isopropanol in iso-octane gives chlorophyll a. Keeping the eluate overnight at 0o yields micro crystals which are collected by filtration or centrifugation (Yield 40mg). UVEtOH has max 660, 613, 577, 531, 498, 429 and 409 nm. Note that anhydrous chlorophylls can be easily enolized, epimerized or allomerized in dry polar organic solvents. [Anderson & Calvin Nature 194 285 1962, Stoll & Weidemann Helv Chim Acta 16 739 757 1933, NMR: Katz et al. J Am Chem Soc 90 6841 1968, 85 3809 1963 for a and b; ORD: Inhoffen et al. Justus Liebigs Ann Chem 704 208 1967, Willst.tter & Isler Justus Liebigs Ann Chem 390 269, 233 1912, Beilstein 26 III/IV 3243.] |
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