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Indole-3-butyric acid

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Title: Indole-3-butyric acid  
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Subject: Auxins, IBA, Indole-3-acetic acid, Tryptophol, Jatropha curcas
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Indole-3-butyric acid

Indole-3-butyric acid
Names
IUPAC name
1H-Indole-3-butanoic acid
Other names
indole-3-butyric acid
3-indolebutyric acid
indolebutyric acid
IBA
Identifiers
 Y
ChEBI  Y
ChEMBL  Y
ChemSpider  Y
DrugBank  Y
Jmol-3D images Image
KEGG  Y
RTECS number NL5250000
Properties
C12H13NO2
Molar mass 203.24 g·mol−1
Appearance white to light yellow crystals
Density 1.252g/cm3
Melting point 125 °C (257 °F; 398 K)
Boiling point decomposes
Structure
cubic
Hazards
Safety data sheet Oxford MSDS
R-phrases R25 R36/37/38
S-phrases S26 S28 S36/37/39 S38 S45
Flash point 211.8 °C (413.2 °F; 485.0 K)
Related compounds
Related
auxin
indole-3-acetic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 Y  (: Y/N?)

Indole-3-butyric acid (1H-Indole-3-butanoic acid, IBA) is a white to light-yellow crystalline solid, with the molecular formula C12H13NO2. It melts at 125 °C in atmospheric pressure and decomposes before boiling. IBA is a plant hormone in the auxin family and is an ingredient in many commercial horticultural plant rooting products.

Contents

  • Plant hormone 1
  • Plant tissue culture 2
  • Mechanism 3
  • References 4

Plant hormone

Since IBA is not soluble in water, it is typically dissolved in 75% or purer alcohol for use in plant rooting, making a solution of between 10,000 to 50,000 ppm. This alcohol solution is then diluted with distilled water to the desired concentration. IBA is also available as a salt, which is soluble in water. The solution should be kept in a cool, dark place for best results.

This compound had been thought to be strictly synthetic; however, it was reported that the compound was isolated from leaves and seeds of maize and other species. In maize IBA has been shown to be synthesized in vivo using IAA and other compounds as precursors.[1] This chemical may also be extracted from any of the Salix (Willow) genus. [2]

Plant tissue culture

In plant tissue culture IBA and other auxins are used to initiate root formation in vitro in a procedure called

  1. ^ Ludwig-Müller, J. (2000). "Indole-3-butyric acid in plant growth and development". Plant Growth Regulation. 32(2-3). 
  2. ^ William G. Hopkins (1999). Introduction to plant physiology. Wiley.  
  3. ^ Bridgen, M.P, Masood, Z.H. and Spencer-Barreto, M. (1992). "A laboratory exercise to demonstrate direct and indirect shoot organogenesis from leaves of Torenia fournieri.". HortTechnology. pp. 320–322. 
  4. ^ Rout, G.R. (Feb 2006). "Effect of auxins on adventitious root development from single node cuttings of Camellia sinensis (L.) Kuntze and associated biochemical changes". Plant Growth Regulation. 48(2). 
  5. ^ Pooja Goyal, Sumita Kachhwaha, S. L. Kothari (April 2012). "Micropropagation of Pithecellobium dulce (Roxb.) Benth—a multipurpose leguminous tree and assessment of genetic fidelity of micropropagated plants using molecular markers". Physiol Mol Biol Plants. 18(2). 
  6. ^ Zolman, B.K. , Martinez, N., Millius, A., Adham, A.R., Bartel, B (2008). "Identification and characterization of Arabidopsis indole-3-butyric acid response mutants defective in novel peroxisomal enzymes". Genitics. 180(1). 
  7. ^ Ludwig-Müller, J. (2000). "Indole-3-butyric acid in plant growth and development". Plant Growth Regulation. 32(2-3). 

References

Although the exact method of how IBA works is still largely unknown, genetic evidence has been found that suggests that IBA may be converted into IAA through a similar process to β-oxidation of fatty acids. The conversion of IBA to IAA then suggests that IBA works as a storage sink for IAA in plants.[6] There is other evidence that suggests that IBA is not converted to IAA but acts as an auxin on its own.[7]

Mechanism

In a study of Camellia sinensis the effect of three different auxins, IBA, IAA and NAA were examined to determine the relative effect of each auxin on root formation. According to the result for the species IBA was shown to produce a higher yield of roots compared to the other auxins.[4] The effect of IBA is in concurrence with other studies where IBA is the most commonly used auxin for root formation.[5]

[3]

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