Pentamethylene Bis[4-(10,15,20-triphenylporphyrin-5-yl)benzoate]dizinc(II) from TCI is a specialised reagent built as a zinc porphyrin dimer. A flexible pentamethylene chain joins two porphyrin units through ester linkages. The compound is widely known as a "porphyrin tweezer". In the laboratory it serves as a reagent for the exciton chirality method, a technique that uses circular dichroism (CD) spectroscopy to determine the absolute configuration of chiral molecules, even when only a very small amount of sample is available.
Two properties make this reagent effective. First, porphyrins have a very strong Soret absorption band, so the CD signals they produce are sharp and intense. Second, the zinc atom at the centre of each porphyrin can coordinate with donor groups on the analyte, such as amines. When a chiral molecule is held between the two porphyrins, the two chromophores take up a specific orientation that depends on the chirality of the analyte. The result is a split CD pattern (split Cotton effect), and its sign can be correlated with the absolute configuration. The pentamethylene chain gives the flexibility needed for the tweezer to bind the analyte effectively.
In Indonesian laboratories, this reagent suits research groups in organic chemistry, natural product chemistry, and pharmaceutical research that need to assign stereochemistry to newly isolated or synthesised compounds. It is especially useful when crystals for X-ray analysis cannot be obtained or when the amount of material is very limited. University research laboratories, institutes working on natural products from Indonesian biodiversity, and pharmaceutical development teams with access to a CD spectrometer can use it as a complementary tool for structure determination.
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- Absolute configuration determination: the zinc porphyrin tweezer binds chiral analytes and produces a split Cotton effect whose sign can be correlated with absolute configuration by CD spectroscopy.
- Stereochemical analysis of chiral amines: the zinc centres coordinate with amine donor groups, so chiral amines can be held between the two porphyrin chromophores for exciton-coupled CD analysis.
- Natural product structure elucidation: because the strong Soret band gives intense CD signals, the method works with very small amounts of isolated compounds, which is typical in natural product research.
- Microscale chirality studies: the intensity of the porphyrin signal allows meaningful CD measurements on limited samples, which makes it useful when material for other techniques is not enough.
- Teaching and research in chiroptical spectroscopy: the porphyrin tweezer shows clearly how exciton coupling between two chromophores turns molecular chirality into a readable CD signal.
| Brand | TCI (product code P1364) |
|---|---|
| CAS number | 210769-64-5 |
| Molecular formula | — |
| Purity | — |
| Category | Analytical Chemistry > Analytical Reagents > Spectroscopy Reagents |
| Pack sizes | please contact AMI Scientific for available pack sizes |
| Physical form | refer to the TCI product label and Certificate of Analysis |
| Storage | follow the storage conditions on the TCI label and Safety Data Sheet |
Store this reagent in its original, tightly closed container, in a cool, dry place away from direct light. Porphyrin compounds are generally light-sensitive, so a light-protected container helps keep the reagent stable. Always follow the specific storage temperature and conditions on the TCI label and Safety Data Sheet. Handle it in a clean, well-ventilated area, wearing gloves, safety glasses, and a lab coat. Use clean, dry tools when weighing, and avoid contaminating the stock with moisture or other reagents, since impurities can affect the accuracy of CD measurements. Prepare solutions as needed and dispose of waste according to local laboratory regulations.
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![210769-64-5 Pentamethylene Bis[4-(10,15,20-triphenylporphyrin-5-yl)benzoate]dizinc(II) [Reagent for application of the exciton chirality method] - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510P1364.jpg?v=1769143302&width=1445)