6901-96-8

Usage

Uses

Used in Plant Hormone Synthesis:
Abscisic Acid Methyl Ester is used as an intermediate in the synthesis of Abscisic Aldehyde (A110005) for the production of the plant hormone Abscisic Acid (A110000). This hormone is essential for regulating stress responses and controlling numerous aspects of plant growth and development.
Used in Agricultural Industry:
In the agricultural industry, Abscisic Acid Methyl Ester is used as a precursor for the production of phytohormone Abscisic Acid (ABA). ABA plays a vital role in plant stress response, seed dormancy, and the regulation of stomatal aperture, which helps in maintaining water balance and improving crop resilience against environmental stressors.
Used in Plant Biotechnology:
Abscisic Acid Methyl Ester is used as a research tool in plant biotechnology for understanding the molecular mechanisms underlying plant growth, development, and stress responses. It aids in the study of gene expression, signal transduction pathways, and the role of ABA in plant adaptation to various environmental conditions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Abscisic Acid Methyl Ester may be utilized in the development of novel drugs targeting plant-related diseases or in the synthesis of compounds with potential therapeutic applications, leveraging the unique properties of ABA and its derivatives.

Upstream product

• 186581-53-3 diazomethane 
• 2228-72-0 Abscisic acid 
• 83149-61-5 (+)-(1'R)-(2Z,4E)-4'-Oxo-α-ionylideneacetic acid 
• 20109-89-1 (2Z,4E)-methyl 5-(1',4'-dihydroxy-2',6',6'-trimethyl-2'-cyclohexen-1'-yl)-3-methylpenta-2,4-dienoate 
• 851040-82-9 (+)-(2Z,4E)-methyl trans-1',4'-dihydroxy-γ-ionylideneacetate 
• 122346-87-6 (1'S,2'R,2Z,4E)-5-<1',2'-Epoxy-4',4'-(ethylendioxy)-2',6',6'-trimethylcyclohexyl>-3-methylpenta-2,4-diensaeure-methylester 
• 77-78-1 dimethyl sulfate 
• 122346-85-4 (-)-(1S,2R)-1,2-Epoxy-4,4-(ethylendioxy)-2,6,6-trimethylcyclohexan-1-carbaldehyd 
• 123214-38-0 (+)-(S)-2,2-Dimethyl-6-methylene-4-tetrahydropyranyloxy-1-cyclohexanone 
• 74-88-4 methyl iodide 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 67-56-1 methanol 
• 123196-50-9 (1'S,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 

Downstream Products

• 2228-72-0 Abscisic acid 
• 39701-87-6 methyl (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 50464-90-9 methyl cis-1',4'-dihydroxy-α-ionylideneacetate 
• 2228-72-0 (+)-(S)-Abscisic acid 
• 153630-65-0 methyl (2Z,4E)-5-(1'-hydroxy-4'-methoxycarbonyloxy-2',6',6'-trimethylcyclohexa-2',4'-dienyl)-3-methylpenta-2,4-dienoate 
• 951319-47-4 methyl (1'S,2'S)-(+)-2',3'-dihydro-4'-hydroxyabscisate 
• 67-56-1 methanol 

Relevant academic research and scientific papers

THE STEREOCHEMISTRY OF THE HYDROGEN ATOMS AT C-5' OF ABSCISIC ACID

Slices of unripe avocado fruit placed in (2)H2O (45 atom percent) synthesized abscisic acid enriched 18.7percent with 2H at C-5'. 500 MHz 1H NMR showed that the signal of the axial, 5'-pro-S H atom was decreased by 20percent.The signal of the uncoupled, e

Derivatization and Deuterium Labeling of Xanthoxin

Xanthoxin was derivatized to abscisic acid methyl ester via oxidative esterification.Deuterium labelling by LiAlD4 and DO2 provided a useful internal standard for the qualification of natural xanthoxin level on GC-MS in combination with the new derivatization method.

3'-SUBSTITUTED-ABSCISIC ACID DERIVATIVES

The invention relates to a novel class of (S)-3′-substituted-abscisic acid derivatives and (±)-3′-substituted-abscisic acid derivatives, and methods of synthesizing the derivatives.

(S)-3′-methyl-abscisic acid and esters thereof

The invention relates to (S)-3′-methyl-abscisic acid, and esters thereof, and methods of using and making these compounds.

(S)-2′-vinyl-abscisic acid derivatives

The invention relates to a novel class of (S)-2′-vinyl-substituted-abscisic acid derivatives, and to methods of synthesizing and using the derivatives.

Synthesis and biological activity of abscisic acid esters

Abstract 16 ABA esters including 11 new compounds were prepared by two different esterification routes. All the structures of ABA esters were confirmed by 1H NMR, 13C NMR and HRMS. Their biological activity and hydrolysis stability were investigated. Fortunately, there were 15 and 9 compounds which displayed much better or nearly the same inhibition activity for rice seedling growth and Arabidopsis thaliana seed germination compared to ABA, respectively. Especially, compounds 2d and 2g showed better biological activities than ABA in the three tests. Moreover, we found that chemical hydrolysis ability of the esters in vitro had little relationship to their biological activity.

Synthesis, structural characterization and effect on human granulocyte intracellular cAMP levels of abscisic acid analogs

The phytohormone abscisic acid (ABA), in addition to regulating physiological functions in plants, is also produced and released by several mammalian cell types, including human granulocytes, where it stimulates innate immune functions via an increase of the intracellular cAMP concentration ([cAMP]i). We synthesized several ABA analogs and evaluated the structure-activity relationship, by the systematical modification of selected regions of these analogs. The resulting molecules were tested for their ability to inhibit the ABA-induced increase of [cAMP]i in human granulocytes. The analogs with modified configurations at C-2′ and C-3′ abrogated the ABA-induced increase of the [cAMP]i and also inhibited several pro-inflammatory effects induced by exogenous ABA on granulocytes and monocytes. Accordingly, these analogs could be suitable as novel putative anti-inflammatory compounds.

(S)-3'-METHYL-ABSCISIC ACID AND ESTERS THEREOF

The invention relates to (S)-3′-methyl-abscisic acid, and esters thereof, and methods of using and making these compounds.

Electrolytic reduction of abscisic acid methyl ester and its free acid

Abscisic acid (ABA, 1), a plant hormone, has electrophilicity derived almost entirely from the side-chain, 3-methylpenta-2,4-dienoic acid. The electrochemical property of ABA was investigated by analysis of its cathodic reaction. ABA methyl ester (1-Me) w

Asymmetrical ligand binding by abscisic acid 8′-hydroxylase

Abscisic acid (ABA), a plant stress hormone, has a chiral center (C1′) in its molecule, yielding the enantiomers (1′S)-(+)-ABA and (1′R)-(-)-ABA during chemical synthesis. ABA 8′-hydroxylase (CYP707A), which is the major and key P450 enzyme in ABA catabol