Biocytin hydrazide | 102743-85-1
Catalog Number | A16-0070 |
Category | Cell proliferation tracer Fluorescent Probes |
Molecular Formula | C16H30N6O3S |
Molecular Weight | 386.51 |
Catalog Number | Size | Price | Quantity |
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A16-0070 | -- | $-- |
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Product Introduction
Biocytin hydrazide is an aldehyde-fixable cellular tracer that can be introduced into cells by microinjection and labeling of proteins, glycoproteins and carbohydrate.
Chemical Information |
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Synonyms | 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[(5S)-5-amino-6-hydrazinyl-6-oxohexyl]pentanamide |
IUPAC Name | 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[(5S)-5-amino-6-hydrazinyl-6-oxohexyl]pentanamide |
Canonical SMILES | C1C2C(C(S1)CCCCC(=O)NCCCCC(C(=O)NN)N)NC(=O)N2 |
InChI | InChI=1S/C16H30N6O3S/c17-10(15(24)22-18)5-3-4-8-19-13(23)7-2-1-6-12-14-11(9-26-12)20-16(25)21-14/h10-12,14H,1-9,17-18H2,(H,19,23)(H,22,24)(H2,20,21,25)/t10-,11-,12-,14-/m0/s1 |
InChI Key | XSXHTPJCSHZYFJ-MNXVOIDGSA-N |
Appearance | Solid Powder |
- Product Specification
- Application
Excitation | 546 |
Emission | 565 |
Signal | Warning |
GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Biocytin hydrazide is a derivative of biocytin, which itself is an amide formed from the vitamin biotin and the amino acid L-lysine. As an intermediate in the metabolism of biotin, biocytin occurs naturally in blood serum and urine. It plays a crucial role in cellular functions, primarily due to its ability to be hydrolyzed by the enzyme biotinidase. This enzymatic activity is significant for the recycling of biotin, a necessary process for a variety of carboxylase enzyme reactions crucial to cellular metabolism. Given this natural substrate relationship, biocytin hydrazide can be used in biochemical assays to measure biotinidase activity levels, thereby serving as a diagnostic tool for detecting biotinidase deficiencies, a condition which can lead to neurological and dermatological disorders.
In addition to its biochemical diagnostic applications, biocytin hydrazide is extensively utilized as a powerful histological stain in scientific research, particularly for nerve cells. Researchers leverage its affinity for neuronal tissues to trace axonal projections and map neural circuits in both in vivo and in vitro studies. By conjugating biocytin hydrazide with various markers or fluorescent labels, scientists can obtain detailed images of neuronal pathways, which aids in comprehending the intricate network of nervous systems. Such applications are crucial in neuroscience research, facilitating the understanding of normal brain function and the neuropathology of disorders.
Additionally, biocytin hydrazide finds its usage in affinity chromatography applications due to its high binding affinity for avidin and streptavidin. This property allows it to be used as a tagging molecule to purify biotinylated compounds. By immobilizing biocytin hydrazide on an affinity column, researchers can selectively capture biotin-containing proteins from complex mixtures, enhancing the study of protein interactions and the purification of enzymes or other proteins in molecular biology research settings. This technique greatly aids in studying protein modifications and functional assays.
Furthermore, biocytin hydrazide is employed in imaging and diagnostic methodologies not only for its staining capabilities but also for its potential in enhancing imaging contrast. In neuroimaging, for example, biocytin derivatives are used to develop more stable and sensitive neuroimaging agents. These agents improve the visualization of fine structural neural details in live subjects, contributing to advancements in medical imaging technology. By effectively marking specific neural pathways or regions, it assists physicians and researchers in identifying abnormalities associated with various neural disorders, thereby providing a clearer understanding of conditions such as Alzheimer’s and Parkinson’s diseases.
Computed Properties | |
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XLogP3 | -1.2 |
Hydrogen Bond Donor Count | 6 |
Hydrogen Bond Acceptor Count | 6 |
Rotatable Bond Count | 11 |
Exact Mass | 386.21001001 g/mol |
Monoisotopic Mass | 386.21001001 g/mol |
Topological Polar Surface Area | 177Ų |
Heavy Atom Count | 26 |
Formal Charge | 0 |
Complexity | 506 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 4 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 1 |
Compound Is Canonicalized | Yes |
Patents
Publication Number | Title | Priority Date |
---|---|---|
CN-113980966-A | Nucleic acid sequence for inhibiting PCSK9 target gene expression and application thereof | 2021-09-29 |
US-2022283179-A1 | Methods and compositions for detecting protein targets | 2021-03-02 |
WO-2022187342-A1 | Methods and compositions for detecting protein targets | 2021-03-02 |
US-2020323961-A1 | Lipid-based nanoparticles and use of same in optimized insulin dosing regimens | 2019-04-12 |
WO-2020210697-A1 | Lipid-based nanoparticles and use of same in optimized insulin dosing regimens | 2019-04-12 |
Applications of Fluorescent Probes & Dyes
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