160390-90-9

Basic information

• Product Name: N-BIOTINYL GLYCINE
• Synonyms: N-BIOTINYL GLYCINE;[3aS-(3aα,4β,6aα)]-N-[5-(Hexahydro-2-oxo-1H-thieno[3,4-d]iMidazol-4-yl)-1-oxopentyl]glycine
• CAS NO: 160390-90-9
• Molecular Formula: C12H19N3O4S
• Molecular Weight: 301.36196
• Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Biotin Derivatives
• Mol File: 160390-90-9.mol

Chemical Properties

• Boiling Point: 721.3°C at 760 mmHg
• Flash Point: 390°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 9.17E-23mmHg at 25°C
• Refractive Index: 1.549
• PKA: 3.59±0.10(Predicted)
• CAS DataBase Reference: N-BIOTINYL GLYCINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BIOTINYL GLYCINE(160390-90-9)
• EPA Substance Registry System: N-BIOTINYL GLYCINE(160390-90-9)

Safety Data

• Hazardous Substances Data: 160390-90-9(Hazardous Substances Data)

Usage

Uses

Used in Biochemical and Biotechnological Research:
N-BIOTINYL GLYCINE is used as a labeling reagent for attaching biotin to proteins or other molecules, facilitating various applications such as immunohistochemistry, affinity chromatography, and enzyme assays. Its capacity to bind with biotin-binding proteins renders it an invaluable asset in the exploration of biological systems.
Used in Immunohistochemistry:
In the field of immunohistochemistry, N-BIOTINYL GLYCINE is utilized as a detection tool, enhancing the visualization of target proteins within tissue samples by binding to biotinylated antibodies, which can then be detected through a colorimetric or fluorescent signal.
Used in Affinity Chromatography:
N-BIOTINYL GLYCINE is employed as a component in affinity chromatography, where it aids in the purification of proteins or other biomolecules by selectively binding to biotinylated targets, enabling their separation from complex mixtures.
Used in Enzyme Assays:
In enzyme assays, N-BIOTINYL GLYCINE serves as a substrate or cofactor, allowing for the measurement of enzyme activity by monitoring the conversion of the biotinylated compound, which can be detected through specific binding interactions.
Used in the Development of Biosensors:
N-BIOTINYL GLYCINE is used in the creation of biosensors, where its biotin component can be attached to a detection probe, enabling the specific recognition and quantification of target analytes in various samples.
Used in Drug Discovery and Development:
In the pharmaceutical industry, N-BIOTINYL GLYCINE is utilized in the discovery and development of new drugs, particularly in assays that screen for enzyme inhibitors or activators, as well as in the study of protein-protein interactions relevant to disease mechanisms.

InChI:InChI=1/C12H19N3O4S/c16-9(13-5-10(17)18)4-2-1-3-8-11-7(6-20-8)14-12(19)15-11/h7-8,11H,1-6H2,(H,13,16)(H,17,18)(H2,14,15,19)/t7-,8-,11-/m0/s1

Upstream product

• 91853-90-6 biotin chloride 
• 56-40-6 glycine 
• 58-85-5 biotin 
• 35013-72-0 biotin N-Hydroxysuccinimide ester 

Relevant articles and documents

New Rev-transport inhibitor with anti-HIV activity from Valerianae Radix

Bioassay-guided separation by use of the fission yeast expressing NES of Rev, a HIV-1 viral regulatory protein, resulted in isolation of valtrate (1) as a new Rev-transport inhibitor from the nucleus to cytoplasm from Valerianae Radix. Valtrate (1) also inhibited the p-24 production of HIV-1 virus without showing any cytotoxicity against the host MT-4 cells.

Design and synthesis of biotinylated cardiac glycosides for probing Nur77 protein inducting pathway

The orphan nuclear receptor Nur77 (also known as TR3 or nerve growth factor-induced clone B NGFI-B) functions as a nuclear transcription factor in the regulation of target gene expression and plays a critical role in the regulation of differentiation, proliferation, apoptosis, and survival of many different cell types. Recent studies demonstrate that Nur77 also involves many important physiological and pathological processes including cancer, inflammation and immunity, cardiovascular diseases, and bone diseases. Our previous studies showed that cardiac glycosides could induce the expression of Nur77 protein and its translocation from the nucleus to the cytoplasm and subsequent targeting to mitochondria, leading to apoptosis of cancer cells. In order to probe the Nur77 protein inducting pathway, we designed and synthesized a series of novel biotinylated cardiac glycosides from β-Antiarin and α-Antiarin, two typical cardiac glycosides from the plant of Antiaris toxicaria. The induction of Nur77 protein expression of these biotinylated cardiac glycosides and their inhibitory effects on NIH-H460 cancer cell proliferation were evaluated. Results displayed that some biotinylated cardiac glycosides could significantly induce the expression of Nur77 protein comparable with their parent compounds β-Antiarin and α-Antiarin. Also, their streptavidin binding activities were evaluated. Among them, biotinylated cardiac glycosides P4b and P5a exhibited significant effect on the induction of Nur77 expression along with high binding capacity with streptavidin, suggesting that they can be used as probes for probing Nur77 protein inducting pathway.

Artificial metalloenzymes: (Strept)avidin as host for enantioselective hydrogenation by achiral biotinylated rhodium-diphosphine complexes

We report on the generation of artificial metalloenzymes based on the noncovalent incorporation of biotinylated rhodium-diphosphine complexes in (strept)avidin as host proteins. A chemogenetic optimization procedure allows one to optimize the enantioselectivity for the reduction of acetamidoacrylic acid (up to 96% ee (R) in streptavidin S112G and up to 80% ee (S) in WT avidin). The association constant between a prototypical cationic biotinylated rhodium-diphosphine catalyst precursor and the host proteins was determined at neutral pH: log Ka = 7.7 for avidin (pl = 10.4) and log Ka = 7.1 for streptavidin (pl = 6.4). It is shown that the optimal operating conditions for the enantioselective reduction are 5 bar at 30 °C with a 1% catalyst loading.