MetaCyc Compound: bacteriochlorophyll c

Superclasses: a macrocyclea chlorina bacteriochlorin
an organometallic compound

Bacteriochlorophyll c is found in the chlorosomes of certain bacteria, such as Chlorobium limicola. Chlorosomes are very large light-harvesting organelles (~1,500 bacteriochlorophyll molecules per reaction center), found only in green sulfur bacteria and green filamentous bacteria. Based on electron microscopic observations, chlorosomes are filled with 10-30 rod-shaped elements which are oriented parallel to the long axis of the chlorosomes and have a diameter of 10 nm. According to the present model, each rod consists of a tubular bilayer formed by self-organization of the antenna bacteriochlorophyll molecules.

Unlike all other known photosynthetic antenna, in which the chlorophyll molecules are bound to proteins, chlorosomes do not contain accessory proteins. Bacteriochlorophyll c molecules from Chlorobium limicola were shown to form piggyback-dimer-based parallel layers within the chlorosomes [Egawa07].

The R groups in the structure can be either methyl groups or hydrogen atoms.

bacteriochlorophyll <i>c</i> compound structure

SMILES: CC(=CCCC(=CCCC(=CCOC(CCC9(C4(N7(=C(C(C)=C8(N2(C(=CC1(C(=C(C3(N=1[Mg]2(N5(C(C=3)=C(C6(C(CC=4C5=6)=O))C[R1]))7))C([R1])([R1])[R1])C))C(=C8C)C(=O)C)))C9C))))=O)C)C)C

Unification Links: PubChem:25244615


Egawa07: Egawa A, Fujiwara T, Mizoguchi T, Kakitani Y, Koyama Y, Akutsu H (2007). "Structure of the light-harvesting bacteriochlorophyll c assembly in chlorosomes from Chlorobium limicola determined by solid-state NMR." Proc Natl Acad Sci U S A 104(3);790-5. PMID: 17215361

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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