Bacteriochlorophyll

Bacteriochlorophyll a. R is phytyl or geranylgeranyl.

Bacteriochlorophylls are photosynthetic pigments that occur in various phototrophic bacteria. They were discovered by C. B. van Niel in 1932. They are related to chlorophylls, which are the primary pigments in plants, algae, and cyanobacteria. Groups that contain bacteriochlorophyll conduct photosynthesis, but do not produce oxygen. They use wavelengths of light not absorbed by plants or Cyanobacteria. Different groups contain different types of bacteriochlorophyll:

Pigment	Bacterial group	in vivo infrared absorption maximum (nm)
Bacteriochlorophyll a	Purple bacteria, Heliobacteria, Green Sulfur Bacteria, Chloroflexi, Chloracidobacterium thermophilum[1]	805, 830-890
Bacteriochlorophyll b	Purple bacteria	835-850, 1020-1040
Bacteriochlorophyll c	Green sulfur bacteria, Chloroflexi, C. thermophilum	745-755
Bacteriochlorophyll cs	Chloroflexi	740
Bacteriochlorophyll d	Green sulfur bacteria	705-740
Bacteriochlorophyll e	Green sulfur bacteria	719-726
Bacteriochlorophyll f	Green sulfur bacteria (currently found only through mutation; natural may exist)[2]	700-710
Bacteriochlorophyll g	Heliobacteria	670, 788

Bacteriochlorophylls a, b, and g are bacteriochlorins, meaning their molecules have a bacteriochlorin macrocycle ring with two reduced pyrrole rings (B and D). Bacteriochlorophylls c, d, e, and f are chlorins, meaning their molecules have a chlorin macrocycle ring with one reduced pyrrole ring (D).

Chemical structures comparing porphin, chlorin, bacteriochlorin, and isobacteriochlorin. Note relocation of C=C double bond between the two bacteriochlorin isomers. There are two π electrons (symbolized by π e⁻) for every double bond in the macrocycle.

References

1. Bryant DA, et al. (2007-07-27), "Candidatus Chloracidobacterium thermophilum: An Aerobic Phototrophic Acidobacterium", Science 317 (5837): 523–526, doi:10.1126/science.1143236, PMID 17656724
2. Vogl K, et al. (2012-08-10). "Bacteriochlorophyll f: properties of chlorosomes containing the "forbidden chlorophyll"". Front. Microbiol. 3: article 298, pages 1–12. doi:10.3389/fmicb.2012.00298. PMC 3415949. PMID 22908012.