Triiodobenzoic Acid
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04487 |
| CAS | 88-82-4 |
| Molecular Weight | 499.81 |
| Molecular Formula | C7H3I3O2 |
| Purity | ≥ 98 % |
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Description
Used as a plant growth regulator and controller. It suppresses somatic embryo formation and postembryonic shoot/root development in eleutherococcus senticosus.
Specification
| Related CAS | 17274-12-3 (hydrochloride salt) |
| Synonyms | 2,3,5-TIBA; A 20812; Floraltone; Johnkolor; NSC 2582; TIB; TIBA |
| Storage | Store at 2-8 ℃ |
| IUPAC Name | 2,3,5-triiodobenzoic acid |
| Canonical SMILES | C1=C(C=C(C(=C1I)I)C(=O)O)I |
| InChI | InChI=1S/C7H3I3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,(H,11,12) |
| InChI Key | ZMZGFLUUZLELNE-UHFFFAOYSA-N |
Properties
| Appearance | Off-white to pale beige solid |
| Boiling Point | 456.7±45.0 ℃ (Predicted) |
| Melting Point | 220-222 ℃ |
| Density | 2.971 g/cm3 |
| Solubility | Slightly soluble in DMSO, Methanol |
| LogP | 3.19860 |
Reference Reading
1. Iodinated hyaluronic acid oligomer-based nanoassemblies for tumor-targeted drug delivery and cancer imaging
Dae-Duk Kim, Hyun-Jong Cho, Jae-Young Lee, Suk-Jae Chung Biomaterials . 2016 Apr;85:218-31. doi: 10.1016/j.biomaterials.2016.01.060.
Nano-sized self-assemblies based on amphiphilic iodinated hyaluronic acid (HA) were developed for use in cancer diagnosis and therapy. 2,3,5-Triiodobenzoic acid (TIBA) was conjugated to an HA oligomer as a computed tomography (CT) imaging modality and a hydrophobic residue. Nanoassembly based on HA-TIBA was fabricated for tumor-targeted delivery of doxorubicin (DOX). Cellular uptake of DOX from nanoassembly, compared to a DOX solution group, was enhanced via an HA-CD44 receptor interaction, and subsequently, the in vitro antitumor efficacy of DOX-loaded nanoassembly was improved in SCC7 (CD44 receptor positive squamous cell carcinoma) cells. Cy5.5, a near-infrared fluorescence (NIRF) dye, was attached to the HA-TIBA conjugate and the in vivo tumor targetability of HA-TIBA nanoassembly, which is based on the interaction between HA and CD44 receptor, was demonstrated in a NIRF imaging study using an SCC7 tumor-xenografted mouse model. Tumor targeting and cancer diagnosis with HA-TIBA nanoassembly were verified in a CT imaging study using the SCC7 tumor-xenografted mouse model. In addition to efficient cancer diagnosis using NIRF and CT imaging modalities, improved antitumor efficacies were shown. HA and TIBA can be used to produce HA-TIBA nanoassembly that may be a promising theranostic nanosystem for cancers that express the CD44 receptor.
2. Cytogenetic effects of contrast media and triiodobenzoic acid derivatives in human lymphocytes
F H Adams, R F Riley, A Norman Radiology . 1978 Oct;129(1):199-203. doi: 10.1148/129.1.199.
Micronuclei counts in blood samples from 9 patients before and after angiocardiography have confirmed previous results suggesting the diatrizoate contrast medium was largely responsible for the observed cytogenetic damage. To discover the agents in the medium causing the cytogenetic damage, we exposed human lymphocyte cultures to diatrizoate and to the monoamino- and diamino-derivatives of triiodobenzoic acid. The results show the amino-derivatives are capable of inhibiting mitosis and inducing micronuclei and chromosome aberrations at lower concentrations than diatrizoate.
3. Comprehensive Transcriptomic Analysis of Auxin Responses in Submerged Rice Coleoptile Growth
Chin-Ying Yang, Yu-Sian Wu Int J Mol Sci . 2020 Feb 14;21(4):1292. doi: 10.3390/ijms21041292.
Cultivating rice in wet or water direct seeding systems is simple and time and labor efficient. Rice (Oryza sativa) seeds are a unique cereal that can germinate not only when submerged, but also in anoxic conditions. Many complicated hormone signals interact in submerged seed germination. Ethylene is involved in rice coleoptile elongation, but little is known regarding the role of auxin signaling under submergence. This study demonstrated that the coleoptile is shorter and curlier when submerged with 2,3,5-triiodobenzoic acid (TIBA). In transcriptomic analysis, 3448 of the 31,860 genes were upregulated, and 4360 genes were downregulated with submergence and TIBA treatment. The Gene Ontology function classification results demonstrated that upregulated differentially expressed genes (DEGs) were mainly involved in redox, stress, and signal transduction, whereas the down-regulated DEGs were mainly involved in RNA transcription, stress, and development. Furthermore, auxin signaling involved in the carbohydrate metabolism pathway was demonstrated while using transcriptomic analysis and confirmed in a quantitative real-time polymerase chain reaction. In addition, the transcript levels of development-related genes and mitochondria-electron- transport-related genes were regulated by auxin signaling under submergence. Auxin signaling was not only involved in regulating rice coleoptile elongation and development, but also regulated secondary metabolism, carbohydrate metabolism, and mitochondria electron transport under submergence. Our results presented that auxin signaling plays an important role during rice coleoptile elongation upon the submergence condition and improving the advance of research of direct rice seeding system.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
