Biocytin hydrazide

What We Offer

Biocytin hydrazide

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
A16-0070 -- $--

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

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

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 NumberTitlePriority 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
cartIcon
Inquiry Basket