Isorenieratene /ˌaɪsoʊrəˈnɪərətiːn/ is a carotenoid light harvesting pigment produced exclusively by the genus Chlorobium. Chlorobium are the brown-colored strains of the family of green sulfur bacteria (Chlorobiaceae). Green sulfur bacteria are anaerobic photoautotrophic organisms meaning they perform photosynthesis in the absence of oxygen using hydrogen sulfide in the following reaction:
organic compounds
Such anoxygenic photosynthesis requires reduced sulfur and light; thus, this metabolism only occurs in strictly photic and euxinic environments. Therefore, the discovery of isorenieratene and its derivatives in sediments and rocks are helpful biomarkers to identify euxinic water columns in the photic zone.
Structure
Isorenieratene is a carotenoid light-harvesting pigment with the chemical formula C40H48.
Isorenieratene is a diaromatic carotenoid with a regularly linked isoprenoid chain, except for a single tail-to-tail linkage in the middle of the molecule. Isorenieratene has a characteristic 1-alkyl-2,3,6-trimethyl substitution pattern on the aromatic rings and helps identify the molecule. The nine conjugated double bonds on the isoprenoid backbone are all in the trans configuration and make the molecule highly reactive with reduced inorganic sulfur species. The molecule is hydrophobic and insoluble in water, like most other carotenoids. Isorenieratene is generally non-toxic.
Biological Sources
Isorenieratene was first discovered when isolated from the orange-colored sponge Reniera japonica. Marine sponges are brilliantly colored due to the occurrence of several carotenoids and their association with symbionts such as bacteria or algae. Therefore, isorenieratene in sponges is assumed to originate from the symbiosis between sponges and green sulfur bacteria.
Green sulfur bacteria (Chlorobiaceae) live in euxinic environments, often at the chemocline, where the light flux is present but low. To increase their metabolic efficiency, they have developed a chlorosome, a membrane-bound antenna with bacteriochlorophyll c, d, or e. The brown-colored strain of Chlorobiaceae has bacteriochlorophyll e in its chlorosome, which primarily makes isorenieratene. It is speculated that isorenieratene and other related carotenoids are adaptations that help organisms live under low light conditions. Green sulfur bacteria fix carbon through the reverse tricarboxylic acid cycle (TCA), resulting in the produced biomass, including isorenieratene, being anomalously enriched in Carbon-13 (^{ 13}C) compared to other algal biomass by about 15 per mil. \delta^{ 13}C of green sulfur bacteria biomass range between -9 and -21 per mil. Isorenieratene is relatively uncommon but of great significance when encountered. It is a powerful proxy for euxinic conditions in the photic zone both today and in the geologic record.
Environmental distribution
The combination of conditions in which green sulfur bacteria live and, thereby, where isorenieratene is found are limited today. Most of these locations are restricted water basins with highly stratified waters, allowing for anoxia development in the lower layers and H2S accumulation. The Black Sea is one such water basin where the hydrogen sulfide interface, or the chemocline, has moved up in the photic zone, and high concentrations of green sulfur bacteria and isorenieratene are found. Other modern-day environments include meromictic lakes, restricted fjords, and some marine settings. Green sulfur bacteria are found to play a role in coral ecosystems and have been documented to live on coral and sponges as possible symbionts.
Several cases have been found where green sulfur bacteria with bacteriochlorophyll e are abundant, but no isorenieratene was documented. Green sulfur bacteria were found to live near a deep-sea hydrothermal vent off the coast of Mexico. However, the bacteria are no longer doing photosynthesis at this depth, and no isorenieratene was isolated. In Fayetteville Green Lake (New York), green sulfur bacteria and bacteriochlorophyll e were abundant below the chemocline, yet the sediments lacked isorenieratene. These unexpected absences of isorenieratene call for continued exploration of the microbial ecology of biomarker production in modern environments.