Abscisic aldehyde

Abscisic aldehyde
Names
	IUPAC name (2Z,4E)-5-[(1S)-1-hydroxy-2,6, 6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienal
	Other names Abscisyl aldehyde
Identifiers
CAS Number	41944-86-9;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:31157;
ChemSpider	4445405;
PubChem CID	5282224;
	InChI 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;
	SMILES CC1=CC(=O)CC([C@]1(/C=C/C(=C\C=O)/C)O)(C)C;
Properties
Chemical formula	C15H20O3
Molar mass	248.322 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

Abscisic aldehyde is an intermediate in the biosynthesis of the plant hormone abscisic acid.[1][2] It is produced by the dehydrodgenation of xanthoxin by xanthtoxin dehydrogenases, which is an NAD+ dependent short-chain dehydrogenas,[3] followed by selective oxidation by abscisic aldehyde oxygenase.[4]

References

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.
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.
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.
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.

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[1] 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.

[2] 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.

[3] 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.

[4] 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.