ζ-Carotene
Names
IUPAC name
7,7′,8,8′-Tetrahydro-ψ,ψ-carotene
Systematic IUPAC name
(6E,10E,12E,14E,16E,18E,20E,22E,26E)-2,6,10,14,19,23,27,31-Octamethyldotriaconta-2,6,10,12,14,16,18,20,22,26,30-undecaene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11+,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
    Key: BIWLELKAFXRPDE-WTXAYMOSSA-N
  • InChI=1/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11+,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
    Key: BIWLELKAFXRPDE-WTXAYMOSBK
  • C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(\C)CC\C=C(/C)CC\C=C(/C)C)C)C)(\CC/C=C(/CC/C=C(\C)C)C)C
Properties
C40H60
Molar mass 540.920 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

ζ-Carotene (zeta-carotene) is a carotenoid. It is different from α-carotene and β-carotene because it is acyclic.[1] ζ-Carotene is similar in structure to lycopene, but has an additional 4 hydrogen atoms. ζ-carotene can be used as an intermediate in forming β-carotene.[2] A dehydrogenation reaction converts ζ-carotene into lycopene, which then can be transformed into β-carotene through the action of lycopene beta-cyclase.[3][4] ζ-Carotene is a natural product found in Lonicera japonica and Rhodospirillum rubrum.

References

  1. Chen Y, Li J, Fan K, Du Y, Ren Z, Xu J, Zheng J, Liu Y, Fu J, Ren D, Wang G (2017). "Mutations in the maize zeta-carotene desaturase gene lead to viviparous kernel". PLOS ONE. 12 (3): e0174270. Bibcode:2017PLoSO..1274270C. doi:10.1371/journal.pone.0174270. PMC 5365113. PMID 28339488.
  2. "zeta-Carotene". PubChem. National Center for Biotechnology Information, U.S. National Library of Medicine. Retrieved 2018-12-09.
  3. Tomes ML, Quackenbush FW, Nelson OE, North B (March 1953). "The Inheritance of Carotenoid Pigment Systems in the Tomato". Genetics. 38 (2): 117–27. doi:10.1093/genetics/38.2.117. PMC 1209592. PMID 17247427.
  4. Rosati C, Aquilani R, Dharmapuri S, Pallara P, Marusic C, Tavazza R, Bouvier F, Camara B, Giuliano G (November 2000). "Metabolic engineering of beta-carotene and lycopene content in tomato fruit". The Plant Journal. 24 (3): 413–9. doi:10.1046/j.1365-313x.2000.00880.x. PMID 11069713.


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