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Merck

861650

Sigma-Aldrich

(+)-Biotin 4-nitrophenyl ester

98%

Sinónimos:

4-Nitrophenyl (+)-biotinate, d-Biotin p-nitrophenyl ester, BNP

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About This Item

Fórmula empírica (notación de Hill):
C16H19N3O5S
Número de CAS:
Peso molecular:
365.40
Beilstein/REAXYS Number:
5795805
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

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Application

(+)-Biotin 4-nitrophenyl ester may be used in the preparation of biotin tagged ARC (adenosine-oligoarginine conjugate) derivative during cellular protein uptake studies. 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. (+)-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.

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

related product

Referencia del producto
Descripción
Precios

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)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Solid-State 17O NMR Spectroscopy of Large Protein-Ligand Complexes.
Zhu J, et al.
Angewandte Chemie (International Edition in English), 49(45), 8399-8402 (2010)
Jingui Xue et al.
Journal of alternative and complementary medicine (New York, N.Y.), 25(8), 856-860 (2019-07-12)
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Isabel Amador-Martínez et al.
American journal of physiology. Renal physiology, 317(2), F275-F285 (2019-05-23)
Major cardiovascular events are a common complication in patients with chronic kidney disease (CKD). Endothelial dysfunction can contribute to the cardiovascular injury observed in CKD. Here, we used a rat model of acute kidney injury to CKD transition to investigate
Identification of the ability of highly charged nanomolar inhibitors of protein kinases to cross plasma membranes and carry a protein into cells.
Uri A, et al.
Bioorganic & Medicinal Chemistry Letters, 12(16), 2117-2120 (2002)

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