Edge Rewrite
// HTMLRewriter · presentation

This page was redesigned at the edge.

Cloudflare fetched the original article and streamed it through HTMLRewriter to apply an entirely new visual system without rebuilding the source page.

// request.cf · coarse context

A page that knows where it met you.

Only coarse request metadata is shown. This demo does not display or persist visitor IP addresses.

Country
US
Cloudflare location
CMH
Connection
HTTP/2
Language
Not provided

Ray ID: a456236d2c74a3ae

Jump to content

// Workers AI · dad joke modeWhat did arsenosugar say? "I'm bonded to you.

From Wikipedia, the free encyclopedia

Arsenosugars, also known as arsenic-containing ribofuranosides, are a class of organoarsenic compound and ribose derivative predominantly found in algae, seaweed and marine animals.[1]

Structure

[edit]
Chemical structure of oxo-arsenosugars and several common functional groups

There are several types of arsenosugar with the main ones being: oxo-, where an oxygen is double bonded to the arsenic; thio-, where a sulfur double bonds to the arsenic; and methyl-arsenosugars, where the arsenic atom is bonded to 2 or 3 methyl groups. The R-group represents an organic group with common groups including glycerol, sulfate, sulfonate and phosphate. There are a total of over 70 types of arsenosugars with a known structure.[2]

Occurrence and production

[edit]

Arsenosugars were first isolated and identified in 1981 from Ecklonia radiata and are found predominantly in marine organisms.[3] Arsenosugars are produced by some algae and bacteria, such as Synechocystis and Chlorella vulgaris[4] which can convert inorganic arsenic, such as arsenite ions, into various organo-arsenic compounds including methlyarsenous acid and dimethylarsinous acid which then get converted to arsenosugars. Phosphate arsenosugars can then be further metabolised by intestinal microorganisms into arsenobetaine.[5][6] Arsenosugars may also be converted into arsenolipids.[3]

Toxicity

[edit]

Compared to many other organo-arsenic compounds, but similar to arsenobetaine, arsenosugars are generally non-toxic and pose less of a health concern to humans.[7] However, some possible products of metabolism can be toxic, however, little research has been performed into their exact toxicities.[8]

References

[edit]
  1. ↑ Morales-Rodríguez, Alba; Sahuquillo, Àngels; Minguillón, Cristina; López-Sánchez, José Fermín; Barrón, Dolores (August 1, 2024). "Arsenosugar extracted from algae: Assessment of countercurrent chromatography for isolation". Analytica Chimica Acta. 1315 342814. Bibcode:2024AcAC.131542814M. doi:10.1016/j.aca.2024.342814. hdl:2445/229539. ISSN 0003-2670. PMID 38879213.
  2. ↑ Stonik, Valentin A.; Stonik, Inna V. (July 28, 2023). "Carbohydrate-Containing Low Molecular Weight Metabolites of Microalgae". Marine Drugs. 21 (8): 427. doi:10.3390/md21080427. ISSN 1660-3397. PMC 10456119. PMID 37623708.
  3. 1 2 Xue, Xi-Mei; Ye, Jun; Raber, Georg; Rosen, Barry P.; Francesconi, Kevin; Xiong, Chan; Zhu, Zhe; Rensing, Christopher; Zhu, Yong-Guan (January 15, 2019). "Identification of Steps in the Pathway of Arsenosugar Biosynthesis". Environmental Science & Technology. 53 (2): 634–641. Bibcode:2019EnST...53..634X. doi:10.1021/acs.est.8b04389. ISSN 0013-936X. PMC 6467767. PMID 30525501.
  4. ↑ Murray, Linda A.; Raab, Andrea; Marr, Iain L.; Feldmann, Jörg (September 2003). "Biotransformation of arsenate to arsenosugars by Chlorella vulgaris". Applied Organometallic Chemistry. 17 (9): 669–674. doi:10.1002/aoc.498. ISSN 0268-2605.
  5. ↑ Tong, Jiayi; Zeng, Xiangfeng; Huang, Zhangxun; Zhang, Jiaqi; Liu, Sijia; Li, Enrui; Li, Weiming; Wang, Jun; Jia, Yongfeng (2025-11-15). "Biotransformation of seafood arsenic by intestinal microbiota: A critical review on ecotoxicological and health risk implications". Ecotoxicology and Environmental Safety. 307 119394. Bibcode:2025EcoES.30719394T. doi:10.1016/j.ecoenv.2025.119394. ISSN 0147-6513. PMID 41240583.
  6. ↑ Xue, Xi-Mei; Wang, Hong-Yu; Yu, Xin-Wei; Hu, Shilin; Huang, Li-Jie; Yang, Hui-Cheng; Gong, Like; Yang, Kai; Li, Hong-Bo; Zhu, Yong-Guan (2023-06-13). "Gut Microbiota Control the Bioavailability and Metabolism of Organoarsenicals of Seaweeds in Mice after Oral Ingestion". Environmental Science & Technology. 57 (23): 8588–8597. Bibcode:2023EnST...57.8588X. doi:10.1021/acs.est.2c09167. ISSN 0013-936X. PMID 37236912.
  7. ↑ EFSA Panel on Contaminants in the Food Chain (CONTAM); Knutsen, Helle Katrine; Åkesson, Agneta; Bampidis, Vasileios; Bignami, Margherita; Bodin, Laurent; Chipman, James Kevin; Degen, Gisela; Hernández-Jerez, Antonio; Hofer, Tim; Hogstrand, Christer; Landi, Stefano; Leblanc, Jean-Charles; Machera, Kyriaki; Ntzani, Evangelia (December 2024). "Risk assessment of complex organoarsenic species in food". EFSA Journal. 22 (12) e9112. doi:10.2903/j.efsa.2024.9112. PMC 11626214. PMID 39655151.
  8. ↑ Leffers, Larissa; Ebert, Franziska; Taleshi, Mojtaba S.; Francesconi, Kevin A.; Schwerdtle, Tanja (2013-07-08). "In vitro toxicological characterization of two arsenosugars and their metabolites". Molecular Nutrition & Food Research. 57 (7): 1270–1282. doi:10.1002/mnfr.201200821. ISSN 1613-4133. PMC 3739928. PMID 23564523.