| Identification | More | [Name]
Abscisic acid | [CAS]
14375-45-2 | [Synonyms]
(2-CIS,4-TRANS)-5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXO-2-CYCLOHEXEN-1-YL)-3-METHYL-2,4-PENTADIENOIC ACID
(+/-)-2-CIS-4-TRANS-ABSCISIC ACID
2-CIS,4-TRANS-ABSCISIC ACID
5-[1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL]-3-METHYL-[2Z,4E]-PENTADIENOIC ACID
(+/-)-ABA
ABA
(+/-)-ABSCISIC ACID
ABSCISIC ACID
ABSCISIC ACID, (+/-)-
(+/-)-CIS,TRANS-ABSCISIC ACID
CIS-TRANS (+/-)-ABSCISIC ACID
DORMIN
TIMTEC-BB SBB003072
(+)-cis,trans-Abscisic Acid，S-ABA
(+/-)-2-cis-4-trans-Abscissic acid
(2-cis,4-trans)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid
(±)-Abscisic acid
(2-cis,4-trans)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid
ABA
AbscisinⅡ
2-cis,4-trans-Abscisic acid, 98%, synthetic
(-+)-CIS,TRANS-ABSCISIC ACIDAPPROX. 99% PLANT CELL | [Molecular Formula]
C15H20O4 | [MDL Number]
MFCD00075619 | [Molecular Weight]
264.32 | [MOL File]
14375-45-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystalline powder | [Melting point ]
186-188 °C (lit.) | [Boiling point ]
458.7±45.0 °C(Predicted) | [density ]
1.193±0.06 g/cm3(Predicted) | [Fp ]
120°C | [storage temp. ]
−20°C
| [solubility ]
methanol: 50 mg/mL, may be clear to slightly hazy
| [form ]
Solid | [pka]
4.87±0.33(Predicted) | [color ]
White to off-white | [Sensitive ]
Light Sensitive | [Merck ]
14,11 | [Sublimation ]
120 ºC | [BRN ]
4142666 | [Major Application]
agriculture | [InChI]
InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7- | [InChIKey]
JLIDBLDQVAYHNE-LXGGSRJLSA-N | [SMILES]
C(O)(=O)/C=C(/C)\C=C\C1(O)C(C)(C)CC(=O)C=C1C | [CAS DataBase Reference]
14375-45-2(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Preparation]
The initial precursor for the synthesis of abscisic acid (ABA) is mevalonic acid (MVA, 3,5-dihydroxy-3-methylvaleric acid). After the formation of farnesyl pyrophosphate (FPP, C15) from MVA, there are two pathways: ① C15 direct pathway: Dehydrogenation and cyclization isomerization produce α- or γ-azinoethanol, which then produces α- or γ-azinoacetic acid (α- or γ-INAA), finally generating ABA. This pathway is mainly found in fungi. ② C40 indirect pathway: First, C40 carotenoids (xanthoxin) are synthesized, then cleaved by photo- or biological oxidation to C15 xanthoxin (XAN), which is then converted to ABA. This pathway is mainly found in higher plants. ABA metabolism also has two pathways: oxidation, where 6-hydroxymethylabscisic acid (HMABA) is converted to safflower stigmataic acid (PA), and then reduced to dihydrosafflower stigmataic acid (DAP); and conjugation. Common abscisic acid esters include abscisic acid glucoside (ABAGE) and abscisic acid glucoside (ABAGS). Dihydrosafflower bean curd acid-4′-O-β-D-glucoside (DPAGS) is found in high amounts in some plants and is also a metabolite of ABA.
| [Description]
Abscisic Acid (ABA) is a phytohormone, a naturally occurring compound in plant. ABA is regarded as an inhibitor of plant growth and therefore usually used as a growth retardant in plant tissue culture. To date, ABA has been primarily used to promote the maturation of somatic embryos and the synthesis of storage reserves in embryos during maturation. ABA also acts as a controlling factor of germination and dormancy in somatic embryos and is generally used to induce somatic embryos into a quiescent state during plant tissue culture and synthetic seed studies. ABA stimulates the stomatal closure, thereby reducing transpirational water loss. Thus, it could be used as an anti-transpiration during the acclimatization of tissue culture-raised plants.
| [References]
[1] Shintaro Munemasa, Felix Hauser, Jiyoung Park, Rainer Waadt, Benjamin Brandt, Julian I Schroeder (2015) Mechanisms of abscisic acid-mediated control of stomatal aperture, 28, 154-162
[2] Manoj K. Rai, N. S. Shekhawat, Harish, Amit K. Gupta, M. Phulwaria, Kheta Ram, U. Jaiswal (2011) The role of abscisic acid in plant tissue culture: a review of recent progress, 106, 179-190
[3] https://pages.wustl.edu/ipgsa/abscisic-acid
|
| Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
8-10 | [HS Code ]
29189900 | [Storage Class]
13 - Non Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystalline powder | [Uses]
Abscisic acid (ABA) is an isoprenoid plant hormone (phytohormone) synthesized in all parts of plants and involved in many plant developmental processes. ABA is involved in establishing dormancy and regulation of stress responses. ABA inhibits fruit ripening, seed germination, photosynthesis and kinetin biosynthesis. | [Uses]
abscission-accelerant; kinetin neucleotide synthesis inhibitor | [Definition]
ChEBI: 2-cis-abscisic acid is a member of the class of abscisic acids in which the double bond betweeen positions 2 and 3 has cis- (natural) geometry. It has a role as an abscisic acid receptor agonist. It is a conjugate acid of a 2-cis-abscisate. | [Agricultural Uses]
The name abscisic acid (ABA), a weak organic acid, is
derived from the ability of a substance to promote
abscission. Abscission is the natural detachment of
leaves, branches, flowers, etc. from plants. Abscisic acid
is a naturally occurring plant growth inhibitor, and is one
of five major plant hormones. It carries out a number of
important functions in the growth and development of
plants. It is a key factor controlling stomatal movements,
leaf senescence and bud and seed dormancy.
Abscisic acid (ABA) is present in leaves, fruits and
seeds, and is distributed throughout the plant body. The
synthesis of ABA takes place mainly in chloroplasts. The
rate of synthesis of ABA increases when the plant is under
stress.
Chemically, abscisic acid is a member of the
terpenoid family. | [Metabolic pathway]
Plant growth regulators: promotion of maturation
of the somatic embryo of white spruce
Somatic embryo suspension cultures of white spruce
containing (?+)-abscisic acid (ABA) metabolize (+?)-
ABA almost completely to yield quantitatively phaseic
acid with slight further transformation into
dihydrophaseic acid within 7 days. (-)-ABA remains
essentially unchanged under the same culture
conditions, and when the cells are supplied with
racemic (±)-ABA, only the (+?) enantiomer is
metabolized. |
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