861650

(+)-Biotin 4-nitrophenyl ester

98%

• Synonym(s): 4-Nitrophenyl (+)-biotinate, d-Biotin p-nitrophenyl ester, BNP
• Empirical Formula (Hill Notation): C₁₆H₁₉N₃O₅S
• CAS Number: 33755-53-2
• Molecular Weight: 365.40
• Beilstein/REAXYS Number: 5795805
• MDL number: MFCD15141972
• UNSPSC Code: 12352108
• PubChem Substance ID: 24888552
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• form: powder
• optical activity: [α]25/D +51°, c = 2 in DMF: AcOH (99:1)
• mp: 163-165 °C (lit.)
• solubility: methanol: 25 mg/mL, clear, colorless to greenish-yellow
• functional group: ester; nitro; thioether
• SMILES string: [O-][N+](=O)c1ccc(OC(=O)CCCC[C@@H]2SCC3NC(=O)NC23)cc1
• InChI: 1S/C16H19N3O5S/c20-14(24-11-7-5-10(6-8-11)19(22)23)4-2-1-3-13-15-12(9-25-13)17-16(21)18-15/h5-8,12-13,15H,1-4,9H2,(H2,17,18,21)/t12-,13-,15-/m0/s1
• InChI key: YUDNXDTXQPYKCA-YDHLFZDLSA-N

Description

Application

(+)-Biotin 4-nitrophenyl ester may be used in the preparation of biotin tagged ARC (adenosine-oligoarginine conjugate) derivative during cellular protein uptake studies.[1] It may also be used to prepare biotinylated quinazoline derivatives, which shows inhibitory activities against VEGFR-2 (vascular endothelial growth factor receptor-2) tyrosine kinase.[2] (+)-Biotin 4-nitrophenyl ester undergoes hydrolysis in the presence of Na[¹⁷O]H to form [¹⁷O₂]biotin, which can be used in solid-state ¹⁷O NMR spectroscopic experiments to analyze large protein-ligand complexes.[3]

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)