Auxin | CAS#87-51-4 | plant hormone

MedKoo Cat#: 562043 | Name: Auxin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Auxin is a plant hormone growth regulator.

Chemical Structure

Auxin

CAS#87-51-4

Theoretical Analysis

MedKoo Cat#: 562043

Name: Auxin

CAS#: 87-51-4

Chemical Formula: C10H9NO2

Exact Mass: 175.0633

Molecular Weight: 175.18

Elemental Analysis: C, 68.56; H, 5.18; N, 8.00; O, 18.27

Price and Availability

Size	Price	Availability
1g	USD 90.00	Ready to ship
2g	USD 120.00	Ready to ship
5g	USD 225.00	Ready to ship
10g	USD 350.00	Ready to ship
25g	USD 650.00	Ready to ship

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Related CAS #

No Data

Synonym

Auxin; IAA; 3-Indoleacetic acid; Indoleacetic acid

IUPAC/Chemical Name

indole-3-acetic acid

InChi Key

SEOVTRFCIGRIMH-UHFFFAOYSA-N

InChi Code

InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)

SMILES Code

O=C(O)CC1=CNC2=C1C=CC=C2

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Biological target:

Microbial metabolite & Human endogenous metabolite

In vitro activity:

Most of the MAPK downstream genes were related to calcium signaling (818 genes) rather than hormone signaling (157 genes). Moreover, the hormone signaling pathway predominantly contained auxin- and abscisic acid-related genes, indicating the crucial role of these hormones in ND response. Overall, 45 transcription factors were upregulated in both experiments, 5 WRKYs, 3 NACs, 2 MYBs, 2 ERFs, HD-Zip, RLP12, bHLH25, RADIALIS-like, and others, suggesting their ND regulation is independent from the presence of a root system. Reference: Samarina L, Malyukova L, Wang S, Bobrovskikh A, Doroshkov A, Shkhalakhova R, Manakhova K, Koninskaya N, Matskiv A, Ryndin A, Khlestkina E, Orlov Y. In Vitro vs. In Vivo Transcriptomic Approach Revealed Core Pathways of Nitrogen Deficiency Response in Tea Plant (Camellia sinensis (L.) Kuntze). Int J Mol Sci. 2024 Oct 31;25(21):11726. doi: 10.3390/ijms252111726. PMID: 39519276; PMCID: PMC11547157.

In vivo activity:

Further protein-protein interaction and degradation assays showed that the repressor of the auxin cascade GhIAA17 serves as a substrate for the F-box E3 ligase GhMAX2. The in vivo ubiquitination assay suggested that GhMAX2-3 and GhMAX2-6 ubiquitinate GhIAA17 and coordinately degrade GhIAA17 with GhTIR1. The findings of this investigation offer valuable insights into the roles of GhMAX2-mediated SL signaling in cotton and establish a solid foundation for future endeavors aimed at optimizing cotton plant cultivation. Reference: Tian Z, Qin H, Chen B, Pan Z, Jia Y, Du X, He S. GhMAX2 Contributes to Auxin-Mediated Fiber Elongation in Cotton (Gossypium hirsutum). Plants (Basel). 2024 Jul 25;13(15):2041. doi: 10.3390/plants13152041. PMID: 39124159; PMCID: PMC11314591.

	Solvent	mg/mL	mM
Solubility
	DMSO	125.0	713.15
	H2O	1.0	5.71

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 175.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

In vitro protocol:

1: Samarina L, Malyukova L, Wang S, Bobrovskikh A, Doroshkov A, Shkhalakhova R, Manakhova K, Koninskaya N, Matskiv A, Ryndin A, Khlestkina E, Orlov Y. In Vitro vs. In Vivo Transcriptomic Approach Revealed Core Pathways of Nitrogen Deficiency Response in Tea Plant (Camellia sinensis (L.) Kuntze). Int J Mol Sci. 2024 Oct 31;25(21):11726. doi: 10.3390/ijms252111726. PMID: 39519276; PMCID: PMC11547157. 2: Yamashita M, Ogawa C, Zhang B, Kobayashi T, Nomura A, Barker C, Zou C, Yamanaka S, Hayashi KI, Shinkai Y, Moro K, Fargarasan S, Imami K, Seita J, Shirai F, Sawasaki T, Kanemaki MT, Taniuchi I. Cell-type specific, inducible and acute degradation of targeted protein in mice by two degron systems. Nat Commun. 2024 Nov 29;15(1):10129. doi: 10.1038/s41467-024-54308-9. PMID: 39613744; PMCID: PMC11607430.

In vivo protocol:

1: Tian Z, Qin H, Chen B, Pan Z, Jia Y, Du X, He S. GhMAX2 Contributes to Auxin-Mediated Fiber Elongation in Cotton (Gossypium hirsutum). Plants (Basel). 2024 Jul 25;13(15):2041. doi: 10.3390/plants13152041. PMID: 39124159; PMCID: PMC11314591. 2: Yamashita M, Ogawa C, Zhang B, Kobayashi T, Nomura A, Barker C, Zou C, Yamanaka S, Hayashi KI, Shinkai Y, Moro K, Fargarasan S, Imami K, Seita J, Shirai F, Sawasaki T, Kanemaki MT, Taniuchi I. Cell-type specific, inducible and acute degradation of targeted protein in mice by two degron systems. Nat Commun. 2024 Nov 29;15(1):10129. doi: 10.1038/s41467-024-54308-9. PMID: 39613744; PMCID: PMC11607430.

1: Dong J, Huang H. Auxin polar transport flanking incipient primordium initiates leaf adaxial-abaxial polarity patterning. J Integr Plant Biol. 2018 Feb 6. doi: 10.1111/jipb.12640. [Epub ahead of print] Review. PubMed PMID: 29405646. 2: Tian H, Lv B, Ding T, Bai M, Ding Z. Auxin-BR Interaction Regulates Plant Growth and Development. Front Plant Sci. 2018 Jan 18;8:2256. doi: 10.3389/fpls.2017.02256. eCollection 2017. Review. PubMed PMID: 29403511; PubMed Central PMCID: PMC5778104. 3: Luo J, Zhou JJ, Zhang JZ. Aux/IAA Gene Family in Plants: Molecular Structure, Regulation, and Function. Int J Mol Sci. 2018 Jan 16;19(1). pii: E259. doi: 10.3390/ijms19010259. Review. PubMed PMID: 29337875. 4: Malka SK, Cheng Y. Possible Interactions between the Biosynthetic Pathways of Indole Glucosinolate and Auxin. Front Plant Sci. 2017 Dec 14;8:2131. doi: 10.3389/fpls.2017.02131. eCollection 2017. Review. PubMed PMID: 29312389; PubMed Central PMCID: PMC5735125. 5: Linh NM, Verna C, Scarpella E. Coordination of cell polarity and the patterning of leaf vein networks. Curr Opin Plant Biol. 2017 Dec 23;41:116-124. doi: 10.1016/j.pbi.2017.09.009. [Epub ahead of print] Review. PubMed PMID: 29278780. 6: Sørensen M, Neilson EHJ, Møller BL. Oximes: Unrecognized Chameleons in General and Specialized Plant Metabolism. Mol Plant. 2018 Jan 8;11(1):95-117. doi: 10.1016/j.molp.2017.12.014. Epub 2017 Dec 22. Review. PubMed PMID: 29275165. 7: Pařízková B, Pernisová M, Novák O. What Has Been Seen Cannot Be Unseen-Detecting Auxin In Vivo. Int J Mol Sci. 2017 Dec 16;18(12). pii: E2736. doi: 10.3390/ijms18122736. Review. PubMed PMID: 29258197; PubMed Central PMCID: PMC5751337. 8: Busi R, Goggin DE, Heap I, Horak MJ, Jugulam M, Masters RA, Napier R, Riar DS, Satchivi NM, Torra J, Westra P, Wright TR. Weed Resistance to Synthetic Auxin Herbicides. Pest Manag Sci. 2017 Dec 13. doi: 10.1002/ps.4823. [Epub ahead of print] Review. PubMed PMID: 29235732. 9: Soprano AS, Smetana JHC, Benedetti CE. Regulation of tRNA biogenesis in plants and its link to plant growth and response to pathogens. Biochim Biophys Acta. 2017 Dec 6. pii: S1874-9399(17)30334-6. doi: 10.1016/j.bbagrm.2017.12.004. [Epub ahead of print] Review. PubMed PMID: 29222070. 10: Tiwari S, Lata C, Chauhan PS, Prasad V, Prasad M. A Functional Genomic Perspective on Drought Signalling and its Crosstalk with Phytohormone-mediated Signalling Pathways in Plants. Curr Genomics. 2017 Dec;18(6):469-482. doi: 10.2174/1389202918666170605083319. Review. PubMed PMID: 29204077; PubMed Central PMCID: PMC5684651. 11: Olatunji D, Geelen D, Verstraeten I. Control of Endogenous Auxin Levels in Plant Root Development. Int J Mol Sci. 2017 Dec 1;18(12). pii: E2587. doi: 10.3390/ijms18122587. Review. PubMed PMID: 29194427; PubMed Central PMCID: PMC5751190. 12: van den Berg T, Ten Tusscher KH. Auxin Information Processing; Partners and Interactions beyond the Usual Suspects. Int J Mol Sci. 2017 Dec 1;18(12). pii: E2585. doi: 10.3390/ijms18122585. Review. PubMed PMID: 29194409; PubMed Central PMCID: PMC5751188. 13: Hochholdinger F, Yu P, Marcon C. Genetic Control of Root System Development in Maize. Trends Plant Sci. 2018 Jan;23(1):79-88. doi: 10.1016/j.tplants.2017.10.004. Epub 2017 Nov 20. Review. PubMed PMID: 29170008. 14: Liu J, Moore S, Chen C, Lindsey K. Crosstalk Complexities between Auxin, Cytokinin, and Ethylene in Arabidopsis Root Development: From Experiments to Systems Modeling, and Back Again. Mol Plant. 2017 Dec 4;10(12):1480-1496. doi: 10.1016/j.molp.2017.11.002. Epub 2017 Nov 21. Review. PubMed PMID: 29162416. 15: Harmer SL, Brooks CJ. Growth-mediated plant movements: hidden in plain sight. Curr Opin Plant Biol. 2017 Nov 3;41:89-94. doi: 10.1016/j.pbi.2017.10.003. [Epub ahead of print] Review. PubMed PMID: 29107827. 16: Patel S, Rauf A, Khan H. The relevance of folkloric usage of plant galls as medicines: Finding the scientific rationale. Biomed Pharmacother. 2018 Jan;97:240-247. doi: 10.1016/j.biopha.2017.10.111. Epub 2017 Nov 6. Review. PubMed PMID: 29091872. 17: Lanubile A, Maschietto V, Borrelli VM, Stagnati L, Logrieco AF, Marocco A. Molecular Basis of Resistance to Fusarium Ear Rot in Maize. Front Plant Sci. 2017 Oct 12;8:1774. doi: 10.3389/fpls.2017.01774. eCollection 2017. Review. PubMed PMID: 29075283; PubMed Central PMCID: PMC5644281. 18: Truskina J, Vernoux T. The growth of a stable stationary structure: coordinating cell behavior and patterning at the shoot apical meristem. Curr Opin Plant Biol. 2017 Oct 23;41:83-88. doi: 10.1016/j.pbi.2017.09.011. [Epub ahead of print] Review. PubMed PMID: 29073502. 19: Guan P. Dancing with Hormones: A Current Perspective of Nitrate Signaling and Regulation in Arabidopsis. Front Plant Sci. 2017 Sep 28;8:1697. doi: 10.3389/fpls.2017.01697. eCollection 2017. Review. PubMed PMID: 29033968; PubMed Central PMCID: PMC5625010. 20: Velappan Y, Signorelli S, Considine MJ. Cell cycle arrest in plants: what distinguishes quiescence, dormancy and differentiated G1? Ann Bot. 2017 Oct 17;120(4):495-509. doi: 10.1093/aob/mcx082. Review. PubMed PMID: 28981580; PubMed Central PMCID: PMC5737280.