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词条 Pyrabactin
释义

  1. References

{{Use dmy dates|date=June 2013}}{{Chembox
| ImageFile = Pyrabactin.svg
| ImageSize = 200px
| IUPACName = 4-Bromo-N-(2-pyridinylmethyl)-1-naphthalenesulfonamide
| OtherNames = 4-Bromo-N-(pyridin-2-ylmethyl)naphthalene-1-sulfonamide
|Section1={{Chembox Identifiers
| CASNo = 419538-69-5
| PubChem = 1125790
| ChemSpiderID = 958087
| SMILES = Brc2c1c(cccc1)c(cc2)S(=O)(=O)NCc3ncccc3
| InChI = 1/C16H13BrN2O2S/c17-15-8-9-16(14-7-2-1-6-13(14)15)22(20,21)19-11-12-5-3-4-10-18-12/h1-10,19H,11H2
| InChIKey = GJSDYQXOSHKOGX-UHFFFAOYAQ
| StdInChI = 1S/C16H13BrN2O2S/c17-15-8-9-16(14-7-2-1-6-13(14)15)22(20,21)19-11-12-5-3-4-10-18-12/h1-10,19H,11H2
| StdInChIKey = GJSDYQXOSHKOGX-UHFFFAOYSA-N
|Section2={{Chembox Properties
| C=16 | H=13 | Br=1 | N=2 | O=2 | S=1
| Appearance = White to off-white powder[1]
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
| SolubleOther = >10 mg/mL[1]
| Solvent = DMSO
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}Pyrabactin is a synthetic sulfonamide that mimics abscisic acid (ABA), a naturally produced stress hormone in plants that helps them cope with drought conditions by inhibiting growth. ABA can be manufactured for agricultural use; however, ABA is light-sensitive and costly to make. Pyrabactin is relatively inexpensive, easy to make, and not sensitive to light. Unlike ABA, pyrabactin activates only a few of the 14 ABA receptors in the plant needed for effective drought tolerance.[2] Its role as an ABA mimic may make pyrabactin an important tool for protecting crops against drought and cold weather.[3][4]

The discovery of pyrabactin by Sean Cutler was named a breakthrough research of 2009 by Science magazine.[5]

Pyrabactin (for pyridyl containing ABA activator) is a naphthalene sulfonamide hypocotyl cell expansion inhibitor. A combination of genetic, transcriptomic and physiological evidence demonstrated that pyrabactin activates the ABA pathway in a manner very similar to ABA{{Citation needed|date=May 2018}}. As such, pyrabactin is the first ABA agonist that is not an ABA analog and may ultimately lead to the development of a new family of synthetic plant growth regulators.

References

1. ^Pyrabactin, Sigma-Aldrich
2. ^Organic compound comes to the aid of thirsty plants, Royal Society of Chemistry, 1 May 2009
3. ^Pyrabactin - American Chemical Society
4. ^Synthetic chemical offers solution for crops facing drought
5. ^Growing drought-tolerant crops inching forward (Science Blog)

2 : Plant hormones|Sulfonamides

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