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. 2017 Dec 19;3(1):20–33. doi: 10.1016/j.synbio.2017.12.002

Table 1.

Non-metal and metalloid metabolic products - Select organic compounds with rare element incorporations (including halogens, non-metals, and metalloids) generated in vivo, both natural and engineered, are provided in order of their appearance. (*) Denotes completely unnatural products.

Element Highlighted Compounds Organism(s) Engineered vs. Natural Titer References
Fluorine Fluorosalinosporamide* Salinispora tropica Engineered 1.5 mg/L Eustaquio and Moore [167]
Nucleocidin Streptomyces calvus Natural N/A Zhu et al. [42]
Fluorinated rapamycin analogues* Streptomyces hygroscopicus Engineered, precursor directed 5-28 mg/L Goss et al. [44]
Fluorinated tetraketide lactones* E. coli Engineered, precursor directed N/A Walker et al. [45]
Chlorine 2-chloro-resveratrol* E. coli Engineered 7.0 mg/L Wang et al. [61]
5-chloro daurichromenicacid* Aspergillus oryzae Engineered 2.06 mg/L Okada et al. [55]
8-chloro-7-hydroxycoumarin* E. coli Engineered 1.1 mg/L Menon et al. [64]
Chloramphenicol Streptomyces avermitilis Engineered 250 mg/L Komatsu et al. [70]
Bromine Bromoalterochromide A E. coli Engineered N/A Ross et al. [72]
Bromophenols, bromocatechols, and related molecules E. coli Engineered N/A Agarwal et al. [73]
7-bromo-tryptophan and bromo-pacidamycin D* E. coli Engineered N/A Sharma et al. [74]
Iodine Methyl iodide E. coli, S. cerevisiae Engineered Bayer et al. [80]
Iodocionin Ciona edwardsii Natural N/A Aiello et al. [78]
Selenium Dimethyldiselenide E. coli Engineered N/A Swearingen et al. [168]
2-selenouridine E. coli, Methanococcus vannielii, Clostridium sticklandii, etc. Natural N/A Sun et al. [101]
Selenobiotin Phycomyces blakesleeanus Natural N/A Sum bui et al. [169]
Boron Borophycin and structurally related compounds Nostoc spongiaeforme, Teredinibacter turnerae, etc. Natural N/A Dembitsky et al. [170] Elshahawi et al. [171]
Borolithochromes Solenopora jurassica Natural N/A Wolkenstein et al. [109]
Silicon Acetyldimethylphenylsilane* Kloeckera cortices Natural, precursor directed N/A Frampton and Zelisko [113]
Dimethylphenylsilane diol products* E. coli Engineered, precursor directed >10g scale Smith et al. [118]
α-hydroxy silanes* S. cerevisiae Natural, precursor directed N/A Zani [117]
Ethyl 2-((4-aminophenyl)dimethylsilyl)propanoate* E. coli Engineered, precursor directed N/A Kan et al. [119]
Tellurium Methanetellurol E. coli Engineered N/A Swearingen et al. [121]
Dimethyl tellurenyl sulfide E. coli Engineered N/A Swearingen et al. [121]