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Key Documents

C5878

Sigma-Aldrich

Chlorophyll b from spinach

≥90% (HPLC), ≤0.5% Chlorophyll a

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About This Item

Empirical Formula (Hill Notation):
C55H70MgN4O6
CAS Number:
Molecular Weight:
907.47
Beilstein:
4122778
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

≥90% (HPLC)

form

powder

impurities

≤0.5% Chlorophyll a

mp

183-185 °C (lit.)

ε (extinction coefficient)

15.9 × 104 at 452 nm in diethyl ether (lit.)
5.61 × 104 at 644 nm in diethyl ether (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H]C(=O)c1c(CC)c2cc3c(C)c4C(=O)[C@H](C(=O)OC)c5c6nc(cc7c(C)c(C=C)c(cc1n2)n7[Mg]n3c45)[C@@H](C)[C@@H]6CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C

InChI

1S/C55H71N4O6.Mg/c1-12-38-35(8)42-27-43-36(9)40(23-24-48(61)65-26-25-34(7)22-16-21-33(6)20-15-19-32(5)18-14-17-31(3)4)52(58-43)50-51(55(63)64-11)54(62)49-37(10)44(59-53(49)50)28-46-39(13-2)41(30-60)47(57-46)29-45(38)56-42;/h12,25,27-33,36,40,51H,1,13-24,26H2,2-11H3,(H-,56,57,58,59,60,62);/q-1;+2/p-1/b34-25+;/t32-,33-,36+,40+,51-;/m1./s1

InChI key

NSMUHPMZFPKNMZ-VBYMZDBQSA-M

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General description

Chlorophyll b is one of the chlorophyll pigments that impart leaves their green color. Chlorophyll is a Greek name with chlorós meaning green and phyllon meaning leaf. The structure of Chlorophyll b was successfully decoded by Fischer and Wenderoth. It is present in peripheral antenna complexes along with chlorophyll a. The amount of chlorophyll b in spinach is found to be lesser than chlorophyll a.

Application

Chlorophyll b from spinach has been used:
  • to perform quantitative analysis of the components of carotenoid and chlorophyll in the monovarietal virgin olive oil samples
  • to study the function of chlorophyll and porphyrins in the photo-oxidation of dairy products using sensory evaluation and fluorescence spectroscopy
  • to analyze the limits of application of spectrophotometry and spectrofluorimetry in the determination of Chlorophyll a/b ratio
  • to examine the changes in chlorophyll -a & -b content and color of grapevine leaves

Biochem/physiol Actions

Chlorophyll b undergoes breakdown to form pheophytin b by the enzyme chlorophyllase. This causes a change in its color from green to olive-brown. It is involved in the harvesting of light energy during the process of photosynthesis and its subsequent conversion to chemical energy. Along with chlorophyll a, it plays a key role in the ability of a plant to adapt to different light intensities.
Chlorophyll b extends the absorption spectrum of light-harvesting complexes LHC-I and LHC-II above 700 nm, a region of the visible spectrum that is not absorbed when only chlorophyll a is present in the LHCs.

Packaging

Sealed ampule.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The role of naturally occurring chlorophyll and porphyrins in light-induced oxidation of dairy products. A study based on fluorescence spectroscopy and sensory analysis
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On the limits of applicability of spectrophotometric and spectrofluorimetric methods for the determination of chlorophyll a/b ratio
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Photosynthesis Research, 62(1), 107-116 (1999)
A Tanaka et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(21), 12719-12723 (1998-10-15)
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