Vitamin A2

Vitamin A2 is a subcategory of vitamin A.[1]

Vitamin A2 alcohol
Names
IUPAC name
3,4-Didehydroretinol
Preferred IUPAC name
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraen-1-ol
Other names
Retinol 2; 3,4-Dehydroretinol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.116
EC Number
  • 201-226-4
KEGG
UNII
  • InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,21H,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
    Key: XWCYDHJOKKGVHC-OVSJKPMPSA-N
  • CC1=C(C(CC=C1)(C)C)/C=C/C(=C/C=C/C(=C/CO)/C)/C
Properties
C20H28O
Molar mass 284.443 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

Dehydroretinal (3,4-dehydroretinal) belongs to the group of vitamin A2 as a retinaldehyde form, besides the endogenous 3,4-dehydroretinol (vitamin A2 alcohol), and 3,4-dehydroretinoic acid (vitamin A2 acid).[2][3]

Vitamin A2 was first identified by Richard Alan Morton using newly-developed absorption spectroscopy in 1941.[4]

References
  1. Babino D, Golczak M, Kiser PD, Wyss A, Placzewski K, von Lintig J (2016). "The Biochemical Basis of Vitamin A3 Production in Arthropod Vision". ACS Chem Biol. 11 (4): 1049–1057. doi:10.1021/acschembio.5b00967. PMC 4841470. PMID 26811964.
  2. Törmä H, Vahlquist A (1985). "Biosynthesis of 3-dehydroretinol (vitamin A2) from all-trans-retinol (vitamin A1) in human epidermis". J Invest Dermatol. 85 (6): 498–500. doi:10.1111/1523-1747.ep12277290. PMID 4067325.
  3. Vahlquist A (1980). "The identification of dehydroretinol (vitamin A2) in human skin". Experientia. 36 (3): 317–318. doi:10.1007/bf01952299. PMID 7371787. S2CID 31357743.
  4. Goodwin, T W (1977). "R. A. Morton". Nature. 266 (5600): 394. doi:10.1038/266394a0. S2CID 31211784. Retrieved 20 October 2022.
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