2-Desoxy-D-glucose

2-Deoxy-D-glucose Struktur
154-17-6
CAS-Nr.
154-17-6
Bezeichnung:
2-Desoxy-D-glucose
Englisch Name:
2-Deoxy-D-glucose
Synonyma:
2-dg;2-DEOXYGLUCOSE;deoxyglucose;2-Dexoy-D-Glucose;2-desoxy-d-glucose;D-Arabino-2-deoxyhexose;ba2758;D-2dGlc;Deoxy D;nsc15193
CBNumber:
CB0251338
Summenformel:
C6H12O5
Molgewicht:
164.16
MOL-Datei:
154-17-6.mol

2-Desoxy-D-glucose Eigenschaften

Schmelzpunkt:
146-147 °C(lit.)
alpha 
45.5 º (c=2, H2O)
Siedepunkt:
211.61°C (rough estimate)
Dichte
1.1738 (rough estimate)
Brechungsindex
46.5 ° (C=1, H2O)
storage temp. 
2-8°C
Löslichkeit
H2O: 50 mg/mL, clear, colorless to faintly yellow
Aggregatzustand
crystalline
pka
pK1:12.52 (25°C)
Farbe
white
Wasserlöslichkeit
Soluble in water.
Merck 
14,2904
BRN 
1723331
Stabilität:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. Solutions in water are not stable and must be used within 1 working day.
InChIKey
PMMURAAUARKVCB-CEZCPVKQSA-N
LogP
-1.460 (est)
CAS Datenbank
154-17-6(CAS DataBase Reference)
EPA chemische Informationen
D-arabino-Hexose, 2-deoxy- (154-17-6)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 20/21/22-36/37/38
S-Sätze: 24/25-37/39-36-26
WGK Germany  3
RTECS-Nr. MQ3325000
3-10
TSCA  Yes
HS Code  29400090
Giftige Stoffe Daten 154-17-6(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P337+P313 Bei anhaltender Augenreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

2-Desoxy-D-glucose Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Chemische Eigenschaften

white to light yellow crystal powde

Verwenden

2-deoxy-D-Glucose is a non-metabolizable glucose analog that inhibits phosphorylation of glucose by hexokinase, the first step of glycolysis. This results in the depletion in cellular ATP, the inhibition of protein glycosylation, and the disruption of ER quality control by inducing the unfolded protein response. 2-deoxy-D-Glucose has been shown to cause cell cycle inhibition and cell death in in vitro models of hypoxia, induce autophagy, increase reactive oxygen species production, activate AMPK, and block tumor cell growth in animal models.[Cayman Chemical]

Sicherheitsprofil

Poison by subcutaneous route. Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.

läuterung methode

Crystallise 2-deoxy--D-glucose from MeOH/Me2CO, Me2CO or butanone to give a mixture of  and  anomers, m 142-144o, [] 18 +38o (35minutes) to +46o (c 0.5, H2O). Recrystallisation from isoPrOH gives mainly the -anomer m 134-136o , [ ] D +156o to +103o (c 0.9, pyridine). 1H NMR studies showed that at 44o in D2O the solution contained 36% of -pyranose and 64% of -pyranose sugar, but furanose structures were undetectable. [Snowden & Fischer J Am Chem Soc 69 1048 1947, derivatives: Bollinger & Schmidt Helv Chim Acta 34 989 1951; see Angyal & Pickles Aust J Chem 25 1711 1972 for ratio of isomers in solution, Beilstein 1 IV 4282.]

2-Desoxy-D-glucose Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-Desoxy-D-glucose Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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154-17-6(2-Desoxy-D-glucose)Verwandte Suche:


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  • 2-deoxy-d-glucos
  • 2-deoxy-d-mannose
  • 2-deoxy-glucos
  • D-2-GLUCODESOSE
  • 2-DEOXY-D-GLUCOSE GRADE III F&D VERSION
  • 2-DEOXY-D-GLUCOSE, 99%, MIXTURE OF ANOMERS
  • 6-HYDROXYMETHYL-5-METHYL-TETRAHYDRO-PYRAN-2,4,5-TRIOL
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  • D-arabino-Hexose, 2-deoxy-
  • 2-DEOXY-D-GLUCOSE,REAGENT
  • DEOXY-D-GLUCOSE, 2-(P)
  • 2-DEOXY-D-ARABINOHEXOSE
  • 2-DEOXY-D-GLUCOSE
  • 2-Deoxy-D-Arabino
  • 2-deoxy-D-glucose grade ii
  • 2-deoxy-D-glucose grade iii
  • 2-deoxy-D-glucose sigmaultra
  • 2-deoxy-D-glucose, mixture of anomers
  • 2-DEOXY-D-GLUCOSE extrapure
  • (3R,4S,5R)-3,4,5,6-tetrahydroxyhexanal
  • 2-Deoxy-D-glucose,99%
  • ba2758
  • d-2-deoxyglucose
  • DEOXY-D-GLUCOSE, 2-(RG)
  • nsc15193
  • DEOXY-D-GLUCOSE,2-
  • 2-Deoxy-D-glucose,2-Deoxy-D-arabinohexose
  • D-Arabino-2-desoxyhexose
  • (4R,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol
  • 2-Deoxy-D-Glucose (100 mg) (AS)
  • 2-deoxy-d-[UL-13C6]glucose
  • D-2dGlc
  • D-arabino-Hexopyranose, 2-deoxy-
  • D-arabino-Hexose, 2-deoxy- (6CI,8CI,9CI)
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  • (4R,5S,6R)-6-(hydroxymethyl)oxane-2,4,5-triol
  • 2-DEOXY-D-GLUCOSE >= 98% (GC), CRYST
  • 2-Deoxy-D-Glucose (100 mg)
  • 2-Deoxy-D-glucose, Min. 98%
  • 2-DG, 2-Deoxy-D-glucose
  • 2-Dexoy-D-Glucose 98% (2-DG)
  • 2-Deoxy-D-glucose >
  • Deoxy D
  • 2-Deoxy- D -g
  • 2-Deoxy- D -gL
  • 2-Deoxy-D-glucose USP/EP/BP
  • 2-deoxy-dextro-glucose
  • Hot Sell 2-Deoxyglucose 2-Deoxy-D-Glucose CAS 154-17-6 2-Dg 2-Deoxyglucose Powder
  • 2-Deoxy-D-GlucoseQ: What is 2-Deoxy-D-Glucose Q: What is the CAS Number of 2-Deoxy-D-Glucose Q: What is the storage condition of 2-Deoxy-D-Glucose
  • 2-Deoxy-D-Glucose (2-DG) extrapure AR, 99.9%
  • 2-desoxy-d-glucose
  • 2-DEOXYGLUCOSE
  • 2-dg
  • deoxyglucose
  • D-Arabino-2-deoxyhexose
  • 2-Dexoy-D-Glucose
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