2922-24-9

Basic information

• Product Name: Gibberellin A13
• Synonyms: Gibberellin A13;2β-Hydroxy-1β-methyl-8-methylenegibbane-1α,4aα,10β-tricarboxylic acid;(1S,2S,4aR,4bR,7R,9aR,10S,10aS)-2-hydroxy-1-methyl-8-methylenedodecahydro-1H-7,9a-methanobenzo[a]azulene-1,4a,10-tricarboxylic acid;GA13
• CAS NO: 2922-24-9
• Molecular Formula: C20H26O7
• Molecular Weight: 378.42
• Mol File: 2922-24-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 545.2°C at 760 mmHg
• Flash Point: 297.6°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 3.67E-14mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: -20°C
• CAS DataBase Reference: Gibberellin A13(CAS DataBase Reference)
• NIST Chemistry Reference: Gibberellin A13(2922-24-9)
• EPA Substance Registry System: Gibberellin A13(2922-24-9)

Safety Data

• Hazardous Substances Data: 2922-24-9(Hazardous Substances Data)

Usage

Uses

Gibberellin A13 is a derivative of the plant hormone Gibberellin which regulates growth and various developmental processes.

InChI:InChI=1/C20H26O7/c1-9-7-19-8-10(9)3-4-11(19)20(17(26)27)6-5-12(21)18(2,16(24)25)14(20)13(19)15(22)23/h10-14,21H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)/t10-,11-,12+,13-,14-,18-,19+,20-/m1/s1

Upstream product

• 4955-22-0 ent-3α-hydroxygibberell-16-ene-7,9-dioic acid 
• 38076-57-2 Gibberellin A⁽³⁶⁾ 

Downstream Products

• 22882-63-9 y-Hydroxy-GA⁽²⁵⁾-methylester 
• 22882-63-9 gibberellin GA₁₃ 7,19,20-trimethyl ester 

Relevant articles and documents

Influence of electron transport proteins on the reactions catalyzed by Fusarium fujikuroi gibberellin monooxygenases

The multifunctional cytochrome P450 monooxygenases P450-1 and P450-2 from Fusarium fujikuroi catalyze the formation of GA14 and GA4, respectively, in the gibberellin (GA)-biosynthetic pathway. However, the activity of these enzymes is qualitatively and quantitatively different in mutants lacking the NADPH:cytochrome P450 oxidoreductase (CPR) compared to CPR-containing strains. 3β-Hydroxylation, a major P450-1 activity in wild-type strains, was strongly decreased in the mutants relative to oxidation at C-6 and C-7, while synthesis of C19-GAs as a result of oxidative cleavage of C-20 by P450-2 was almost absent whereas the C-20 alcohol, aldehyde and carboxylic acid derivatives accumulated. Interaction of the monooxygenases with alternative electron transport proteins could account for these different product distributions. In the absence of CPR, P450-1 activities were NADH-dependent, and stimulated by cytochrome b5 or by added FAD. These properties as well as the decreased efficiency of P450-1 and P450-2 in the mutants are consistent with the participation of cytochrome b5:NADH cytochrome b5 reductase as redox partner of the gibberellin monooxygenases in the absence of CPR. We provide evidence, from either incubations of GA12 (C-20 methyl) with cultures of the mutant suspended in [18O]H2O or maintained under an atmosphere of [18O]O2:N2 (20:80), that GA15 (C-20 alcohol) and GA24 (C-20 aldehyde) are formed directly from dioxygen and not from hydrolysis of covalently enzyme-bound intermediates. Thus these partially oxidized GAs correspond to intermediates of the sequential oxidation of C-20 catalyzed by P450-2.