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Biotin phosphoramidite (hydroxyprolinol)
| Catalog Number | R10-0002 |
| Category | DNA Stains |
| Molecular Formula | C51H71N6O8PS |
| Molecular Weight | 959.18 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Non-nucleosidic modifier reagent for the synthesis of biotinylated oligos based on a hydroxyprolinol core. This phosphoramidite contains a dimethoxytrityl protective group for the purification of the resulting oligos on C18 cartridges, and reverse phase HPLC. This modifier reagent can be used to introduce biotin onto 5'-position, 3'-position (using universal CPG), and internal oligo sites. This amidite does not require special condensation and deprotection conditions.
Chemical Information
Product Specification
Application
Computed Properties
| Purity | NMR 1H, 31P, HPLC-MS (95%), functional testing in oligo synthesis |
| IUPAC Name | 5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[6-[(2R,4R)-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-2-ethylcyclopentyl]-6-oxohexyl]pentanamide |
| Canonical SMILES | CCC1CC(CC1C(=O)CCCCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3)OP(N(C(C)C)C(C)C)OCCC#N |
| InChI | InChI=1S/C32H56N5O5PS/c1-6-24-19-25(42-43(41-18-12-16-33)37(22(2)3)23(4)5)20-26(24)28(38)13-8-7-11-17-34-30(39)15-10-9-14-29-31-27(21-44-29)35-32(40)36-31/h22-27,29,31H,6-15,17-21H2,1-5H3,(H,34,39)(H2,35,36,40)/t24-,25-,26?,27+,29?,31+,43?/m1/s1 |
| InChIKey | FAZGOTPUJGOLES-VETMYCSXSA-N |
| Solubility | good in MeCN, DCM, THF |
| Appearance | white powder |
| Storage | 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 2 weeks. Avoid prolonged exposure to light. Desiccate. |
Biotin phosphoramidite, a versatile reagent prevalent in molecular biology and biochemistry, presents a myriad of applications. Here are four key applications of biotin phosphoramidite:
Nucleic Acid Labeling: Positioned at the vanguard of molecular exploration, biotin phosphoramidite emerges as an indispensable tool for biotinylating nucleic acids, encompassing DNA and RNA. By incorporating biotin into oligonucleotides during solid-phase synthesis, scientists enable precise binding to surfaces adorned with streptavidin or avidin. This method plays a pivotal role across diverse applications spanning from PCR to hybridization assays and affinity purification, propelling the domain of nucleic acid research into realms of specificity and precision previously uncharted.
Protein Engineering: Through the strategic biotinylation of nucleic acids utilizing biotin phosphoramidite, researchers unlock pathways to fabricating biotin-tagged entities capable of engaging with biotin-binding proteins. These interactions serve as crucial components in pursuits of protein engineering and interaction studies, forging connections between nucleic acids and proteins or other biomolecules. This meticulous approach is essential for exploring intricate protein-DNA interactions and crafting bioconjugates fundamental for a myriad of assays.
Diagnostic Assays: Within the diagnostics arena, biotinylated nucleic acids fashioned with biotin phosphoramidite emerge as pivotal constituents. These biotinylated probes find utility in a vast array of diagnostic assays encompassing ELISA, in situ hybridization, and various formats of point-of-care testing. Through the robust binding affinity of biotin to streptavidin, these diagnostic tests enhance sensitivity and specificity, empowering the detection of low-abundance targets with unparalleled accuracy and efficiency.
Gene Delivery: Stepping into the realm of gene therapy and genetic exploration, biotin phosphoramidite assumes a central role in preparing biotin-labeled oligonucleotides for targeted delivery. These intricately designed constructs, imbued with biotin, can be intricately combined with streptavidin-coated nanoparticles or liposomes to enhance gene delivery to specific cell types. This sophisticated strategy elevates the efficacy and precision of gene delivery systems, laying the foundation for groundbreaking advancements in targeted gene therapies and genetic research, propelling the frontiers of precision medicine.
| XLogP3 | 4 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 21 |
| Exact Mass | 653.37397808 g/mol |
| Monoisotopic Mass | 653.37397808 g/mol |
| Topological Polar Surface Area | 158Ų |
| Heavy Atom Count | 44 |
| Formal Charge | 0 |
| Complexity | 970 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 3 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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