C5753

Sigma-Aldrich

Chlorophyll a

from spinach

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

Quality Level

biological source

spinach

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

Packaging

1, 5, 10 mg in ampule
Sealed ampule.

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Nondestructive diagnostics of nitrogen deficiency by cucumber leaf chlorophyll distribution map based on near infrared hyperspectral imaging
Ji-Yong S, et al.
Sci. Hortic., 138, 190-197 (2012)
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)
Lockhart and Wiseman?s Crop Husbandry Including Grassland, 985(2), 101e113-101e113 (2014)
Photobiology: The Science of Life and Light (2007)
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)

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