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N-Methylcanadium (iodide) Sale

(Synonyms: 1-α-Canadine methoiodide) 目录号 : GC48490

An alkaloid

N-Methylcanadium (iodide) Chemical Structure

Cas No.:100176-93-0

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1mg
¥3,751.00
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5mg
¥13,140.00
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产品描述

N-Methylcanadium is an alkaloid that has been found in Zanthoxylum.1

1.Cannon, J.R., Hughes, G.K., Ritchie, E., et al.The chemical constituents of Australian Zanthoxylum species. II. The constituents of Z. brachyacanthum, Z. veneficum, and Z. suberosumAust. J. Chem.6(1)86-89(1953)

Chemical Properties

Cas No. 100176-93-0 SDF
别名 1-α-Canadine methoiodide
Canonical SMILES C[N+]12[C@](CC3=CC=C(OC)C(OC)=C3C2)([H])C4=CC(OCO5)=C5C=C4CC1.[I-]
分子式 C21H24NO4•I 分子量 481.3
溶解度 储存条件 -20°C
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1 mM 2.0777 mL 10.3885 mL 20.7771 mL
5 mM 0.4155 mL 2.0777 mL 4.1554 mL
10 mM 0.2078 mL 1.0389 mL 2.0777 mL
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Research Update

iodide Binding in Sodium-Coupled Cotransporters

J Chem Inf Model 2017 Dec 26;57(12):3043-3055.PMID:29131623DOI:10.1021/acs.jcim.7b00521.

Several apical iodide translocation pathways have been proposed for iodide efflux out of thyroid follicular cells, including a pathway mediated by the sodium-coupled monocarboxylate transporter 1 (SMCT1), which remains controversial. Herein, we evaluate structural and functional similarities between SMCT1 and the well-studied sodium-iodide symporter (NIS) that mediates the first step of iodide entry into the thyroid. Free-energy calculations using a force field with electronic polarizability verify the presence of a conserved iodide-binding pocket between the TM2, TM3, and TM7 segments in hNIS, where iodide is coordinated by Phe67, Gln72, Cys91, and Gln94. We demonstrate the mutation of residue Gly93 of hNIS to a larger amino acid expels the side chain of a critical tryptophan residue (Trp255) into the interior of the binding pocket, partially occluding the iodide binding site and reducing iodide affinity, which is consistent with previous reports associating mutation of this residue with iodide uptake deficiency and hypothyroidism. Furthermore, we find that the position of Trp255 in this hNIS mutant mirrors that of Trp253 in wild-type hSMCT1, where a threonine (Thr91) occupies the position homologous to that occupied by glycine in wild-type hNIS (Gly93). Correspondingly, mutation of Thr91 to glycine in hSMCT1 makes the pocket structure more like that of wild-type hNIS, increasing its iodide affinity. These results suggest that wild-type hSMCT1 in the inward-facing conformation may bind iodide only very weakly, which may have implications for its ability to transport iodide.

N-ferrocenylmethyl, N'-methyl-2-substituted benzimidazolium iodide salts with in vitro activity against the Leishmania infantum parasite strain L1

Bioorg Med Chem Lett 2003 Jun 16;13(12):2017-20.PMID:12781186DOI:10.1016/s0960-894x(03)00327-5.

Herein, we disclose results of our research into a class of benzimidazolium compounds active against the Leishmania infantum parasite strain L1. We have discovered that N-ferrocenylmethyl, N'-methyl-2-aryl (or styryl) benzimidazolium iodide salts show in vitro activity against this strain.

Gas phase synthesis, structure and unimolecular reactivity of silver iodide cluster cations, Ag(n)I(m)(+) (n = 2-5, 0 < m < n)

Dalton Trans 2008 Jun 14;(22):2956-65.PMID:18493631DOI:10.1039/b719274f.

Multistage mass spectrometry (MS(n)) experiments reveal that gas phase silver iodide cluster cations, Ag(n)I(m)(+), are readily built up in a stepwise fashion via ion-molecule reactions between mass selected silver (Ag(3)(+) and Ag(5)(+)) or silver hydride (Ag(2)H(+) and Ag(4)H(+)) cluster cations and allyl iodide, in contrast to their reactions with methyl iodide, which solely result in ligation of the clusters. The stoichiometries of these clusters range from 1 < or = n < or = 5 and 1 < or = m < or = 4, indicating the formation of several new subvalent silver iodide clusters. Collision induced dissociation (CID) experiments were carried out on each of these clusters to shed some light on their possible structures. The products arising from CID of the Ag(n)I(m)(+) clusters are highly dependent on the stoichiometry of the cluster. Thus the odd-electron clusters Ag(4)I(2)(+) and Ag(5)I(+) fragment via loss of a silver atom. In contrast, the even-electron cluster ions all fragment via loss of AgI. In addition, Ag(2)I(2) loss is observed for the Ag(4)I(3)(+) and Ag(5)I(2)(+) clusters, while loss of Ag(3)I(3) occurs for the stoichiometric Ag(5)I(4)(+) cluster. DFT calculations were carried out on these Ag(n)I(m)(+) clusters as well as the neutrals associated with the ion-molecule and CID reactions. A range of different isomeric structures were calculated and their structures are described. A noteworthy aspect is that ligation of these silver clusters by I can have a profound effect on the geometry of the silver cluster. For example, D(3h) Ag(3)(+) becomes C(2v) Ag(3)I(+), which in turn becomes C(2h) Ag(3)I(2)(+). Finally, the DFT predicted thermochemistry supports the different types of reaction channels observed in the ion-molecule reactions and CID experiments.

Cathodic stripping voltammetric determination of iodide using disposable sensors

Talanta 2019 Jul 1;199:262-269.PMID:30952255DOI:10.1016/j.talanta.2019.02.061.

The World Health Organization considers iodide deficiency diseases (IDD) to be a public health problem. The main indicator to access IDD is urinary iodide, since approximately 90% of the ingested iodide uses this clearance path, with urine being a preferable target for the analysis. In this work, two screen-printed carbon electrode (SPCE) based sensors were developed to determine iodide by using only a single drop of sample. A first approach based on a SPCE proves to selectively determine iodide through the control of the cathodic stripping voltammetric (CSV) parameters. However, this strategy exhibits a gap in determining trace iodide concentrations, which is improved by modifying the working electrode surface with a chitosan coating. The performance of this new CS/SPCE-based sensor was compared with that of the previous SPCE-based sensor, showing improved iodide determination sensitivity. A limit of detection of 1.0 × 10-8 M and a linear analysis range of 0.15-500 µM were achieved with this sensor. The application of both sensors to real-life samples found values close to those determined by the standard Sandell-Kolthoff spectrophotometric method, proving them to be powerful analytical tools for iodide determination in different kinds of samples, including biological matrices.

Iodide-Mediated Rapid and Sensitive Surface Etching of Gold Nanostars for Biosensing

Angew Chem Int Ed Engl 2021 Apr 26;60(18):9891-9896.PMID:33590604DOI:10.1002/anie.202017317.

Iodide-mediated surface etching can tailor the surface plasmon resonance of gold nanostars through etching of the high-energy facets of the nanoparticle protrusions in a rapid and sensitive way. By exploring the underlying mechanisms of this etching and the key parameters influencing it (such as iodide, oxygen, pH, and temperature), we show its potential in a sensitive biosensing system. Horseradish peroxidase-catalyzed oxidation of iodide enables control of the etching of gold nanostars to spherical gold nanoparticles, where the resulting spectral shift in the surface plasmon resonance yields a distinct color change of the solution. We further develop this enzyme-modulated surface etching of gold nanostars into a versatile platform for plasmonic immunoassays, where a high sensitivity is possible by signal amplification via magnetic beads and click chemistry.