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C5753

Sigma-Aldrich

Chlorophyll a

from spinach

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About This Item

Empirical Formula (Hill Notation):
C55H72MgN4O5
CAS Number:
Molecular Weight:
893.49
Beilstein/REAXYS Number:
3586237
EC Number:
MDL number:
UNSPSC Code:
12171506
PubChem Substance ID:
NACRES:
NA.47

biological source

spinach

Quality Level

assay

≥85% (HPLC)

form

powder

impurities

chlorophyll b, essentially free

ε (extinction coefficient)

10.6-11.8 × 104 at 428 nm in diethyl ether (vs. 11.17 × 104, lit.)
8.2-9.1 × 104 at 662 nm in diethyl ether (vs. 8.63 × 104, lit.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCc1c(C)c2cc3c(C=C)c(C)c4cc5nc([C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@@H]5C)c6[C@@H](C(=O)OC)C(=O)c7c(C)c(cc1n2)n([Mg]n34)c67

InChI

1S/C55H73N4O5.Mg/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42;/h13,26,28-33,37,41,51H,1,14-25,27H2,2-12H3,(H-,56,57,58,59,61);/q-1;+2/p-1/b34-26+;/t32-,33-,37+,41+,51-;/m1./s1

InChI key

ATNHDLDRLWWWCB-AENOIHSZSA-M

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General description

Chlorophyll a is an important light-harvesting, green or blue color pigment present in the photosynthetic membranes of the chloroplasts in plant cells. It functions as an antenna pigment in photosystems I and II.

Application

A procedure has been described for harvesting native light-harvesting complex IIb (LHCIIb).
Chlorophyll a has been used:
  • to study the variation in carotenoids composition with changing colors and maturation in soybean seeds
  • to examine the use of chlorophyll distribution maps obtained from hyperspectral imaging for the non-destructive diagnosis of Nitrogen deficiency
  • as a standard to determine the concentration of the analyte by fluorescence spectrophotometric technique in the water sample collected from the yellow river
  • as a standard to quantify the amount of chlorophyllous pigments gathered from algae by high performance liquid chromatographic (HPLC) technique
  • in the identification of pheophytin a from environmentally friendly cultivated green peppers
  • to sense different nitric oxide (NO) species

Biochem/physiol Actions

Chlorophyll a binds to the protein molecules CP47 and CP43, forming the inner antenna of the reaction center of Photosystem II. In photosystem I, the binding sites of chlorophyll a includes the polypeptides spread across the membranes. Scarcity in formation of chlorophyll and a low chlorophyll density can lead to deficiency of nitrogen in plants leaves.

Packaging

Sealed ampule.

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Certificates of Analysis (COA)

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A reappraisal of the use of DMSO for the extraction and determination of chlorophylls a and b in lichens and higher plants
Barnes JD, et al.
Environmental and Experimental Botany, 32(2), 85-100 (1992)
Nitric oxide sensing by chlorophyll
Bhattacharya A, et al.
Analytica Chimica Acta, 985, 101e113-101e113 (2017)
Lockhart and Wiseman?s Crop Husbandry Including Grassland, 985(2), 101e113-101e113 (2014)
Photobiology: The Science of Life and Light (2007)
Carotenoid components in soybean seeds varying with seed color and maturation stage
Monma M, et al.
Bioscience, Biotechnology, and Biochemistry, 58(5), 926-930 (1994)

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