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Tropine
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Product Name Tropine
Price: $30 / 20mg
CAS No.: 120-29-6
Catalog No.: CFN00205
Molecular Formula: C8H15NO
Molecular Weight: 141.21 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: The roots of Atropa belladonna
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF
Similar structural: Comparison (Web)  (SDF)
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Size /Price /Stock 10 mM * 1 mL in DMSO / $7.0 / In-stock
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
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Biological Activity
Description: Tropine is a naturally occurring tropane alkaloid that serves as an intermediate in the synthesis of a variety of bioactive alkaloids, many of which have potent neurological actions.
Targets: NADPH
In vivo:
Pharmacol Ther. 2002 Oct;96(1):1-21.
Structure-activity relationships among derivatives of dicarboxylic acid esters of tropine.[Pubmed: 12441175 ]
Several categories of neuromuscular blocking bisquaternary Tropine and tropane derivatives were synthesized and studied in the past five decades, mainly with the purpose of arriving at meaningful information about structure-activity relationships. Such a structure-activity relationship database is important in the development of new muscle relaxants with improved pharmacological characteristics. Although quaternary Tropine diesters were explored since 1952, most of them were developed in the last decade. Over 250 such agents are being reviewed here.
METHODS AND RESULTS:
The skeleton of the majority of them consists of two Tropines, connected through their 3-OH group with various dicarboxylic acid ester linkages and quaternized by several mostly di- and trisubstituted benzyl groups. The significance of changing the quaternizing group; the diester linker; and, to a smaller extent, the substituents and their steric orientation on the tropane ring and some alterations of the tropane ring itself have been explored in in vivo experiments on anesthetized rats. Di- or trisubstituted alkoxy and/or acyloxybenzyl quaternaries of certain tropinyl diesters, e.g., glutaryl, fumaryl, and cyclobutane-1,2-dicarboxylyl, showed an optimal profile with respect to desirable neuromuscular blocking actions and side effects, which was confirmed on other experimental animal species.
CONCLUSIONS:
The details of the structural changes toward obtaining new ultrashort-acting nondepolarizing muscle relaxants are discussed.
Tropine Description
Source: The roots of Atropa belladonna
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.0817 mL 35.4083 mL 70.8165 mL 141.633 mL 177.0413 mL
5 mM 1.4163 mL 7.0817 mL 14.1633 mL 28.3266 mL 35.4083 mL
10 mM 0.7082 mL 3.5408 mL 7.0817 mL 14.1633 mL 17.7041 mL
50 mM 0.1416 mL 0.7082 mL 1.4163 mL 2.8327 mL 3.5408 mL
100 mM 0.0708 mL 0.3541 mL 0.7082 mL 1.4163 mL 1.7704 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Kinase Assay:
PLoS One. 2013 Sep 25;8(9):e74777.
Tropine forming tropinone reductase gene from Withania somnifera (Ashwagandha): biochemical characteristics of the recombinant enzyme and novel physiological overtones of tissue-wide gene expression patterns.[Pubmed: 24086372]
Withania somnifera is one of the most reputed medicinal plants of Indian systems of medicine synthesizing diverse types of secondary metabolites such as withanolides, alkaloids, withanamides etc. Present study comprises cloning and E. coli over-expression of a tropinone reductase gene (WsTR-I) from W. somnifera, and elucidation of biochemical characteristics and physiological role of tropinone reductase enzyme in tropane alkaloid biosynthesis in aerial tissues of the plant.
METHODS AND RESULTS:
The recombinant enzyme was demonstrated to catalyze NADPH-dependent tropinone to Tropine conversion step in tropane metabolism, through TLC, GC and GC-MS-MS analyses of the reaction product. The functionally active homodimeric ~60 kDa enzyme catalyzed the reaction in reversible manner at optimum pH 6.7. Catalytic kinetics of the enzyme favoured its forward reaction (Tropine formation). Comparative 3-D models of landscape of the enzyme active site contours and tropinone binding site were also developed. Tissue-wide and ontogenic stage-wise assessment of WsTR-I transcript levels revealed constitutive expression of the gene with relatively lower abundance in berries and young leaves. The tissue profiles of WsTR-I expression matched those of Tropine levels. The data suggest that, in W. somnifera, aerial tissues as well possess tropane alkaloid biosynthetic competence. In vivo feeding of U-[(14)C]-sucrose to orphan shoot (twigs) and [(14)C]-chasing revealed substantial radiolabel incorporation in tropinone and Tropine, confirming the de novo synthesizing ability of the aerial tissues.
CONCLUSIONS:
This inherent independent ability heralds a conceptual novelty in the backdrop of classical view that these tissues acquire the alkaloids through transportation from roots rather than synthesis. The TR-I gene expression was found to be up-regulated on exposure to signal molecules (methyl jasmonate and salicylic acid) and on mechanical injury. The enzyme's catalytic and structural properties as well as gene expression profiles are discussed with respect to their physiological overtones.
Structure Identification:
Biochem J. 1995 Apr 15;307 ( Pt 2):603-8.
Tropine dehydrogenase: purification, some properties and an evaluation of its role in the bacterial metabolism of tropine.[Pubmed: 7733902]
Tropine dehydrogenase was induced by growth of Pseudomonas AT3 on aTropine, Tropine or tropinone. It was NADP(+)-dependent and gave no activity with NAD+. The enzyme was very unstable but a rapid purification procedure using affinity chromatography that gave highly purified enzyme was developed.
METHODS AND RESULTS:
The enzyme gave a single band on isoelectric focusing with an isoelectric point at approximately pH 4. The native enzyme had an M(r) of 58,000 by gel filtration and 28,000 by SDS/PAGE and therefore consists of two subunits of equal size. The enzyme displayed a narrow range of specificity and was active with Tropine and norTropine but not with pseudoTropine, pseudonorTropine, or a number of related compounds. The apparent Kms were 6.06 microM for Tropine and 73.4 microM for norTropine with the specificity constant (Vmax/Km) for Tropine 7.8 times that for pseudoTropine. The apparent Km for NADP+ was 48 microM.
CONCLUSIONS:
The deuterium of [3-2H]Tropine and [3-2H]pseudoTropine was retained when these compounds were converted into 6-hydroxycyclohepta-1,4-dione, an intermediate in Tropine catabolism, showing that the Tropine dehydrogenase, although induced by growth on Tropine, is not involved in the catabolic pathway for this compound. 6-Hydroxycyclohepta-1,4-dione was also implicated as an intermediate in the pathways for pseudoTropine and tropinone catabolism.
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Scopolin

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