From Wikipedia, the free encyclopedia
Abscisic aldehyde
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Names
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Preferred IUPAC name
(2Z,4E)-5-[(1S)-1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienal
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Other names
Abscisyl aldehyde
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Identifiers
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ChEBI
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ChemSpider
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KEGG
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UNII
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InChI=1S/C15H20O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-9,
18H,10H2,1-4H3/b7-5+,11-6-/t15-/m1/s1 Key: RIKWDZWVHUIUAM-KICRZJJPSA-N
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CC1=CC(=O)CC([C@]1(/C=C/C(=C\C=O)/C)O)(C)C
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Properties
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C15H20O3
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Molar mass
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248.322 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Abscisic aldehyde is an intermediate in the
biosynthesis of the
plant hormone
abscisic acid.
[1]
[2] It is produced by the dehydrogenation of
xanthoxin by
xanthoxin dehydrogenases, which is an NAD+ dependent short-chain dehydrogenase,
[3] followed by selective oxidation by abscisic aldehyde oxygenase.
[4]
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^ Ram K. Sindhu, David H. Griffin and Daniel C. Walton (1990).
"Abscisic Aldehyde Is an Intermediate in the Enzymatic Conversion of Xanthoxin to Abscisic Acid in Phaseolus vulgaris L. Leaves".
Plant Physiology. 93 (2): 689–694.
doi:
10.1104/pp.93.2.689.
PMC
1062571.
PMID
16667524.
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^ Seo, M; Koshiba, T (2002). "Complex regulation of ABA biosynthesis in plants".
Trends in Plant Science. 7 (1): 41–8.
doi:
10.1016/S1360-1385(01)02187-2.
PMID
11804826.
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^ Gonzalez-Guzman, M. (25 July 2002).
"The Short-Chain Alcohol Dehydrogenase ABA2 Catalyzes the Conversion of Xanthoxin to Abscisic Aldehyde". The Plant Cell Online. 14 (8): 1833–1846.
doi:
10.1105/tpc.002477.
PMC
151468.
PMID
12172025.
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^ Seo, Mitsunori; Koiwai, Hanae; Akaba, Shuichi; Komano, Teruya; Oritani, Takayuki; Kamiya, Yuji; Koshiba, Tomokazu (August 2000). "Abscisic aldehyde oxidase in leaves of Arabidopsis thaliana". The Plant Journal. 23 (4): 481–488.
doi:
10.1046/j.1365-313x.2000.00812.x.
PMID
10972874.