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861650

(+)-Biotin 4-nitrophenyl ester

Name: (+)-Biotin 4-nitrophenyl ester
Brand: ALDRICH

98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₉N₃O₅S

CAS Number:

33755-53-2

Molecular Weight:

365.40

UNSPSC Code:

12352108

NACRES:

NA.22

PubChem Substance ID:

24888552

MDL number:

MFCD15141972

Beilstein/REAXYS Number:

5795805

Assay:

98%

Form:

powder

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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. 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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Uri A, et al.

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Ross Tomlinson et al.

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Global Trade Item Number

SKU	GTIN
861650-100MG	04061833552483
861650-25MG	04061833282243