2-Nitrophenyl-β-D-galaktopyranosid

Bezeichnung:2-Nitrophenyl-β-D-galaktopyranosid

CAS-Nr369-07-3

Englisch Name:2-Nitrophenyl-beta-D-galactopyranoside

CBNumberCB1366392

SummenformelC12H15NO8

Molgewicht301.25

MOL-Datei369-07-3.mol

Synonyma

2-Nitrophenyl-β-D-galaktopyranosid

2-Nitrophenyl-β-D-galaktopyranosid physikalisch-chemischer Eigenschaften

Schmelzpunkt	186-193 °C (dec.)
alpha	-70 º (c=1, H2O)
Siedepunkt	442.39°C (rough estimate)
Dichte	1.3709 (rough estimate)
Brechungsindex	-68.8 ° (C=1, H2O)
storage temp.	2-8°C
Löslichkeit	DMSO (Slightly), Water (Slightly, Heated, Sonicated)
pka	12.69±0.70(Predicted)
Aggregatzustand	Powder
Farbe	White to very slightly yellow
Optische Rotation	[α]20/D 70±1°, c = 1% in H2O
Wasserlöslichkeit	Soluble in water.
BRN	92207
InChI	1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12-/m1/s1
InChIKey	KUWPCJHYPSUOFW-RMPHRYRLSA-N
SMILES	OC[C@H]1O[C@@H](Oc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O
CAS Datenbank	369-07-3(CAS DataBase Reference)
NIST chemische Informationen	Galactopyranoside, o-nitrophenyl, beta-d-(369-07-3)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25-36-26
WGK Germany	3
F	3-10-21
HS Code	29400090
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

2-Nitrophenyl-beta-D-galactopyranoside Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
2-Nitrophenyl-β-D-galactopyranoside (ONPG) is a colorimetric and spectrophotometric substrate for detecting β-galactosidase activity. This compound is usually colorless. However, if β-galactosidase is present, it hydrolyzes the ONPG molecule into galactose and ortho-nitrophenol. The latter compound has a yellow color that can be used to check for enzyme activity utilizing a colorimetric assay (at 420 nm wavelength). β-Galactosidase is required for lactose utilization, so the intensity of the color produced can be used to measure the enzymatic rate. Though ONPG mimics lactose and is hydrolyzed by β-galactosidase, it cannot act as an inducer for the lac operon. Without another lactose analog that can act as an inducer, such as isopropyl β-D-1-thiogalactopyranoside (IPTG), β-galactosidase will not be transcribed and ONPG will not be hydrolyzed.
Chemische Eigenschaften
White Crystalline Solid
Verwenden
2-Nitrophenyl-beta-D-galactopyranoside is a β-Galactosidase substrate for colorimetric and EIA applications; counterpart of widely employed pNPP/alkaline phosphatase substrate.
Definition
ChEBI: A beta-D-galactoside having a 2-nitrophenyl substituent at the anomeric position.
Allgemeine Beschreibung
ONPG (2-Nitrophenyl β-D-galactopyranoside) is a colorimetric substrate for β-galactosidase.
Biochem/physiol Actions
β-galactosidase, breaks down lactose into galactose and glucose. β-Galactosidase is not lactose specific and can act on simple galactosides. 2-Nitrophenyl β-D-galactopyranoside hydrolysis results in the release of galactose and a yellow chromogenic compound. The test substrate does not depend on an induced or constitutive permease enzyme to enter the cell, therefore reactions are rapid and occur within a 24-hour period.
läuterung methode
Purify 2-nitrophenyl--D-galactopyranoside by recrystallisation from EtOH. [Seidman & Link J Am Chem Soc 72 4324 1950, Snyder & Link J Am Chem Soc 75 1758 1953]. It is a chromogenic substrate for -galactosidases [Jagota et al. J Food Sci 46 161 1981]. [Beilstein 17/7 V 52.]

2-Nitrophenyl-β-D-galaktopyranosid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

369-07-3, 2-Nitrophenyl-beta-D-galactopyranoside Verwandte Suche:

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