Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2007;46(45):8699-702.
doi: 10.1002/anie.200703587.

Colorless tetrapyrrolic chlorophyll catabolites found in ripening fruit are effective antioxidants

Thomas Müller  1 , Markus Ulrich, Karl-Hans Ongania, Bernhard Kräutler
Affiliations

Colorless tetrapyrrolic chlorophyll catabolites found in ripening fruit are effective antioxidants

Thomas Müller et al. Angew Chem Int Ed Engl. 2007.
No abstract available

PubMed Disclaimer

Figures

Figure 1
Figure 1
Ripe fruit from the market contain “nonfluorescent” chlorophyll catabolites (NCCs). Top: Photo of the green and yellow pears and apples used here immediately before analysis (a1/a2: “Golden Delicious” apples; p1/p2: “Williamine” pears). Bottom: Relative amounts of chlorophylls (top section) and of NCCs (lower section, different scale) in the extract of the peels of ripe apples and pears (a1/a2 and p1/p2) and green unripe apples and pears(a3/p3, not photographed) picked three weeks before the usual harvest time.
Figure 2
Figure 2
Analysis of extracts of a ripe pear. Main panel: HPLC analysis of the extract from the peel (—) and the flesh (-----) of a ripe pear; the fractions corresponding to 1Pc and 2Pc are labeled. Inset: UV spectra of the HPLC fractions of 1Pc (= 1) and 2Pc (= 2) from the pear; identical spectra were obtained for the HPLC fractions of 1Ms and 2Ms (from apples), as well as of 1Cj and 2Nr (see the Supporting Information.).[5-7]
Figure 3
Figure 3
1H NMR spectra (500 MHz; in CD3OD, 26°C) of 1Ms (bottom) and 1Cj (top) are identical.
Figure 4
Figure 4
“Fruit NCC” 1 and bilirubin as antioxidants. Inhibition of linoleic acid autoxidation by 1, and by bilirubin[16] (see the Experimental Section and the Supporting Information for details).
Scheme 1
Scheme 1
Outline of chlorophyll breakdown in senescent leaves.[11] The chlorophylls are degraded via pheophorbide a (Pheo a), “red” chlorophyll catabolite (RCC), and primary “fluorescent” chlorophyll catabolite (pFCC) to the “nonfluorescent” chlorophyll catabolites (NCCs, in which, typically, the residues R1, R2, and R3 vary).[11,13-15]
Scheme 2
Scheme 2
Structures of NCCs 1 and 2.
See this image and copyright information in PMC

References

    1. Dangl JL, Dietrich RA, Thomas H. In: Biochemistry & Molecular Biology of Plants. Buchanan BB, Gruissem W, Jones RL, editors. Rockville, MD: 2001. pp. 1044–1100. Am. Soc. Plant Physiol.
    1. Brown SB, Houghton JD, Hendry GAF. In: Chlorophylls. Scheer H, editor. CRC Press; Boca Raton: 1991. pp. 465–489.
    1. Kräutler B, Jaun B, Bortlik K, Schellenberg M, Matile P. Angew. Chem. 1991;103:1354–1357.

    2. ;

    3. Angew. Chem. Int. Ed. Engl. 1991;30:1315–1318.
    1. Kräutler B, Matile P. Acc. Chem. Res. 1999;32:35–43.
    1. Oberhuber M, Berghold J, Breuker K, Hörtensteiner S, Kräutler B. Proc. Natl. Acad. Sci. USA. 2003;100:6910–6915. - PMC - PubMed

Publication types

LinkOut - more resources