Picloram

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Picloram
Category Others
Catalog number BBF-04002
CAS 1918-02-1
Molecular Weight 241.46
Molecular Formula C6H3Cl3N2O2
Purity ≥95% by HPLC

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Description

Picloram is a systemic herbicide used for general woody plant control.

Specification

Storage Store at 2-8°C
IUPAC Name 4-amino-3,5,6-trichloropyridine-2-carboxylic acid
Canonical SMILES C1(=C(C(=NC(=C1Cl)Cl)C(=O)O)Cl)N
InChI InChI=1S/C6H3Cl3N2O2/c7-1-3(10)2(8)5(9)11-4(1)6(12)13/h(H2,10,11)(H,12,13)
InChI Key NQQVFXUMIDALNH-UHFFFAOYSA-N
Source Synthetic

Properties

Appearance White to Off-white Powder
Boiling Point 420.5±45.0°C at 760 mmHg
Melting Point 218.5°C
Density 1.8±0.1 g/cm3
Solubility Soluble in DMSO

Reference Reading

1.Pesticide sorption and leaching potential on three Hawaiian soils.
Hall KE1, Ray C2, Ki SJ3, Spokas KA4, Koskinen WC5. J Environ Manage. 2015 Aug 15;159:227-34. doi: 10.1016/j.jenvman.2015.04.046. Epub 2015 May 27.
On the Hawaiian Islands, groundwater is the principal source of potable water and contamination of this key resource by pesticides is of great concern. To evaluate the leaching potential of four weak acid herbicides [aminocyclopyrachlor, picloram, metsulfuron-methyl, biologically active diketonitrile degradate of isoxaflutole (DKN)] and two neutral non-ionizable herbicides [oxyfluorfen, alachlor], their sorption coefficients were determined on three prevalent soils from the island of Oahu. Metsulfuron-methyl, aminocylcopyrachlor, picloram, and DKN were relatively low sorbing herbicides (K(oc) = 3-53 mL g(-1)), alachlor was intermediate (K(oc) = 120-150 mL g(-1)), and oxyfluorfen sorbed very strongly to the three soils (K(oc) > 12,000 mL g(-1)). Following determination of K(oc) values, the groundwater ubiquity score (GUS) indices for these compounds were calculated to predicted their behavior with the Comprehensive Leaching Risk Assessment System (CLEARS; Tier-1 methodology for Hawaii).
2.Somatic embryogenesis and plant regeneration of cassava (Manihot esculenta Crantz) landraces from Cameroon.
Mongomake K1, Doungous O2, Khatabi B3, Fondong VN3. Springerplus. 2015 Sep 4;4:477. doi: 10.1186/s40064-015-1272-4. eCollection 2015.
A procedure to regenerate cassava (Manihot esculenta Crantz) cultivars from Cameroon via somatic embryogenesis (SE) was developed. Shoot apical meristems and immature leaf lobes were used as explants on Murashige and Skoog (MS) basal medium containing 33 or 50 µM of the auxins Picloram (Pic), 2,4-Dichlorophenoxyacetic acid (2,4-D), Dicamba (Dic), and α-Naphthalene acetic acid. Cultivar performance was assessed using SE and number of somatic embryos produced. Overall, the frequency of primary somatic embryogenesis (PSE) and the mean number of somatic embryos produced varied considerably with genotype, type of auxin and concentration tested. For example, cultivar (cv.) Ngan Mbada showed the best performance on MS medium supplemented with 50 µM Pic with a SE frequency of 40 % and an average number of somatic embryos of 90. The second best performance was recorded in cv. Local Red on MS medium supplemented with 33 µM 2,4-D, where the SE frequency was 40 % and an average number of somatic embryos of 60.
3.A stepwise protocol for induction and selection of prominent coniferous cell cultures for the production of β-thujaplicin.
Ogita S, Shichiken M, Ito C, Yamashita T, Nomura T, Kato Y. Nat Prod Commun. 2015 May;10(5):783-7.
In order to demonstrate the potential of plant cell culture systems to produce a target natural bioactive compound, we proposed a stepwise protocol for β-thujaplicin production as follows. 1. Induction phase: Characteristics of callus cultures originating from newly flushed shoots of 10 conifer species were evaluated on different basal media such as Murashige and Skoog (MS), Schenk and Hildebrandt (SH), and Lloyd and McCown's Woody Plant medium (WP) containing 10 μM 2,4-dichlorophenoxyacetic acid (2,4-D) either alone or in combination with 1 μM of N6-benzyladenine (BA). The conifer species used were as follows: Chamaecyparis (C. obtusa Sieb. et Zucc. and C. pisifera Sieb. et Zucc.), Juniperus (J. chinensis L. 'Kaizuka', J. chinensis L. var. sargentii, and J. conferta Parlatore), Thuja (T. occidentalis L. and T. standishii (Gord.) Carr.), Thujopsis (T. dolabrata Sieb. et Zucc. and T. dolabrata Sieb. et Zucc. var. hondae), and Cryptomeria (C.
4.The Arabidopsis Auxin Receptor F-box proteins AFB4 and AFB5 are Required for Response to the Synthetic Auxin Picloram.
Prigge M1, Greenham K2, Zhang Y1, Santner A3, Castillejo C1, Mutka AM4, O'Malley RC5, Ecker JR5, Kunkel BN6, Estelle M7. G3 (Bethesda). 2016 Mar 14. pii: g3.115.025585. doi: 10.1534/g3.115.025585. [Epub ahead of print]
The plant hormone auxin is perceived by a family of F-box proteins called the TIR1/AFBs. Phylogenetic studies reveal that these proteins fall into four clades in flowering plants called TIR1, AFB2, AFB4, and AFB6 (Parry et al. 2009). Genetic studies indicate that members of the TIR1 and AFB2 groups act as positive regulators of auxin signaling by promoting the degradation of the Aux/IAA transcriptional repressors (Dharmasiri et al. 2005; Parry et al. 2009). In this report, we demonstrate that both AFB4 and AFB5 also function as auxin receptors based on in vitro assays. We also provide genetic evidence that AFB4 and AFB5 are targets of the picloram family of auxinic herbicides in addition to indole-3-acetic acid. In contrast to previous studies we find that null afb4 alleles do not exhibit obvious defects in seedling morphology or auxin hypersensitivity. We conclude that AFB4 and AFB5 act in a similar fashion to other members of the family but exhibit a distinct auxin specificity.

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