115416-38-1

Basic information

• Product Name: 5-(Biotinamido)pentylamine
• Synonyms: Biotinyl cadaverine;1H-Thieno(3,4-D)imidazole-4-pentanamide, N-(5-aminopentyl)hexahydro-2-oxo-, (3as-(3aalpha,4beta,6aalpha))-;1H-Thieno(3,4-D)imidazole-4-pentanamide, N-(5-aminopentyl)hexahydro-2-oxo-, (3as,4S,6ar)-;(3aS,4S,6aR)-N-(5-AMinopentyl)hexahydro-2-oxo-thieno[3,4-d]iMidazole-4-pentanaMide;Cadaverine-X-biotin
• CAS NO: 115416-38-1
• Molecular Formula: C₁₅H₂₈N₄O₂S
• Molecular Weight: 328.47
• Product Categories: Biotin Derivatives;Chiral Compounds;Intermediates;biotinyl
• Mol File: 115416-38-1.mol

Chemical Properties

• Melting Point: 122 °C
• Boiling Point: 652°Cat760mmHg
• Flash Point: 348.1°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 7.01E-17mmHg at 25°C
• Refractive Index: 1.529
• PKA: 13.90±0.40(Predicted)
• CAS DataBase Reference: 5-(Biotinamido)pentylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Biotinamido)pentylamine(115416-38-1)
• EPA Substance Registry System: 5-(Biotinamido)pentylamine(115416-38-1)

Safety Data

• Hazardous Substances Data: 115416-38-1(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry Research:
5-(Biotinamido)pentylamine is used as a reagent for the preparation of biotin derivatives, which are essential in various biochemical research applications. These biotin derivatives can be used for the detection, quantification, and manipulation of biomolecules in laboratory settings.
Used in Iodoacetyl LC Biotin:
5-(Biotinamido)pentylamine is used as an amine and sulfhydryl reactive biotinylation reagent for the synthesis of iodoacetyl LC biotin. 5-(Biotinamido)pentylamine is particularly useful in the labeling and detection of biomolecules, such as proteins and nucleic acids, in various analytical techniques, including liquid chromatography and mass spectrometry.
Used in Drug Delivery Systems:
In the pharmaceutical industry, 5-(Biotinamido)pentylamine can be used as a component in the development of drug delivery systems. Its ability to react with amine and sulfhydryl groups allows for the attachment of biotin to drug molecules, enabling targeted delivery and enhanced therapeutic effects.
Used in Diagnostic Assays:
5-(Biotinamido)pentylamine is used as a key component in the development of diagnostic assays, particularly in the field of immunoassays. The biotin-streptavidin interaction provides a highly specific and sensitive detection mechanism for various analytes, such as antibodies, antigens, and other biomolecules.
Used in Biosensor Development:
In the field of biosensors, 5-(Biotinamido)pentylamine can be utilized as a component in the fabrication of biotinylated probes. These probes can be immobilized on sensor surfaces and used for the detection of specific biomolecules, such as DNA, RNA, or proteins, in a wide range of applications, including environmental monitoring, medical diagnostics, and food safety testing.

InChI:InChI=1/C15H28N4O2S/c16-8-4-1-5-9-17-13(20)7-3-2-6-12-14-11(10-22-12)18-15(21)19-14/h11-12,14H,1-10,16H2,(H,17,20)(H2,18,19,21)/t11-,12-,14-/m0/s1

Upstream product

• 462-94-2 1,5-diaminopentane 
• 35013-72-0 biotin N-Hydroxysuccinimide ester 
• 58-85-5 biotin 
• 51644-96-3 5-tert-butoxycarbonylamino-1-aminopentane 
• 328273-17-2 (3aS,4S,6aR)-N-[5-[(1,1-dimethylethoxy)carbonyl]aminopentyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide 
• 17607-21-5 1,5-diazidopentane 
• 148759-41-5 1-azido-5-aminopentane 
• 111-24-0 1,5-dibromo-pentane 

Downstream Products

• 359766-88-4 C₂₆H₃₉N₅O₄S 
• 893421-93-7 [(6R,7S)-8-oxo-9-({5-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentylcarbamoyl}-methyl)-6-phenyl-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester 
• 893422-03-2 [(6S,7R)-8-oxo-9-({5-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentylcarbamoyl}-methyl)-6-phenyl-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester 
• 1417160-79-2 C₅₅H₇₅N₁₁O₈S 
• 1133960-28-7 C₆₁H₈₁N₇O₉S 
• 259270-28-5 10-(fluoroethoxyphosphinyl)-N-(biotinamidopentyl)decanamide 
• 794525-93-2 {5-(4-benzoyl-phenyl)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-[3-methyl-1-(1-{5-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

Design, synthesis, antitumor activities and biological studies of novel diaryl substituted fused heterocycles as dual ligands targeting tubulin and katanin

Microtubule is one of the important targets for cancer treatment. A novel class of diaryl substituted imidazo[4,5-c]pyridin-2-ones and imidazo[4,5-c]pyridines were designed based on combination principles by merging the structures of β-lactams and purine-type compounds known as tubulin polymerization inhibitor and katanin activity up-regulator, respectively. Their antitumor activities were evaluated in vitro and the mechanism was elucidated, leading to the identification of 1,6-diaryl-1H-imidazo[4,5-c]pyridin-2(3H)-one 20b as the first bifunctional agent that can target both tubulin and katanin simultaneously. The in vivo assays verified that compound 20b significantly inhibited xenograft tumor growth with good pharmacokinetic characteristics, demonstrating a promising potential for further development into anti-tumor drug candidates with a unique mechanism of dual-targeting microtubule.

Chemical Probes for Drug-Resistance Assessment by Binding Competition (RABC): Oseltamivir Susceptibility Evaluation

The wizard of OS (resistance): The binding difference of neuraminidase inhibitors (zanamivir versus oseltamivir (OS)) was used to establish an assay to identify the influenza subtypes that are resistant to OS but still sensitive to zanamivir (see scheme). This assay used a zanamivirbiotin conjugate to determine the OS susceptibility of a wide range of influenza viruses and over 200 clinical isolates.

PHOTOPROXIMITY PROFILING OF PROTEIN-PROTEIN INTERACTIONS IN CELLS

Photoactive probes and probe systems for detecting biological interactions are described. The photoactive probes include probes that combine both photocleavable and photoreactive moieties. The photoactive probe systems can include a first probe comprising a photocatalytic group and a second probe comprising a group that can act as a substrate for the reaction catalyzed by the photocatalytic group. The probes and probe systems can also include groups that can specifically bind to a binding partner on a biological entity of interest and a detectable group or a precursor thereof. The probes and probe systems can detect spatiotemporal interactions of proteins or cells. In some embodiments, the interactions can be detected in live cells. Also described are methods of detecting the biological interactions.

BIOCONJUGATES OF HETEROCYCLIC COMPOUNDS

The invention provides bioconjugates of heterocylic compounds such as S-adenosylmethionine and S-adenosylhomocysteine with biotin or digoxigenin. The bioconjugates also include carbon and nitrogen linker moiteies of varying length that are used to attach such compounds to biotin or digoxigenin. The conjugates are useful in immunoassays. The invention provides a method for detecting SAM and SAH, comprising the steps of: (a) preparing the following components: (i) bio-conjugates of SAM, SAM analogs or SAH; (ii) an europium, a terbium cryptate or other fluorophore as a donor that has a specific ligand for the tracer in the bio-conjugates of (i); (iii) an acceptor fluorescent dye that has the excitation spectra overlap those of donor's emissions and has an antibody specific for SAM or SAH labeled; (b) addition of the biological fluid containing said SAM or SAH; and (c) spectroscopic measurement of the fluorescence of the donor and the fluorescence of from the acceptor.

NOVEL MOLECULAR PROBES

The present invention relates to novel molecular probes having the formula (I) (I) useful for the characterization, detection, localization and isolation of the γ-secretase enzyme.

Development of biotin-avidin technology to investigate okadaic acid-promoted cell signaling pathway

Four biotin conjugates of okadaic acid were synthesized for evaluating their interactions with protein phosphatase 2A (PP2A) by surface plasmon resonance (SPR). C7-biotinylated okadaic acid exhibited the strongest binding affinity to the enzyme, while Cl-biotinylated derivative was devoid of affinity. C24- or C27-biotinylated okadaic acid showed moderate affinity to the enzyme. In the wake of this finding, a biotinyl photoaffinity probe was introduced into 7-OH of okadaic acid. Photoaffinity labeling followed by SDS-PAGE analysis indicated that the okadaic acid derivative clearly labeled PP2A. Furthermore, three proteins were also labeled in crude extracts of a marine sponge Halichondria okadai. All these results imply that the C7-biotin conjugate is a versatile reagent for biochemical studies of okadaic acid-binding proteins including PP2A. (C) 2000 Elsevier Science Ltd.

Direct observation of binding between biotinylated okadaic acids and protein phosphatase 2A monitored by surface plasmon resonance

Two biotin conjugates of okadaic acid were synthesized for evaluating their interactions with protein phosphatase 2A by surface plasmon resonance (SPR). C7-biotinylated okadaic acid revealed strong binding affinity to the enzyme, while C1-biotinylated derivative being devoid of affinity, implying that the C7-biotin conjugate is a useful tool for biochemical studies of protein phosphatase 2A.