Isopropyl-beta-D-thiogalaktopyranosid

IPTG Struktur
367-93-1
CAS-Nr.
367-93-1
Bezeichnung:
Isopropyl-beta-D-thiogalaktopyranosid
Englisch Name:
IPTG
Synonyma:
IPTG;ISOPROPYL BETA-D-1-THIOGALACTOPYRANOSIDE;Isopropyl β-D-Thiogalactopyranoside (IPTG);1-methylethyl1-thio-beta-d-galactopyranosid;IPTG, NAO;YPD BROTH E;Isopropyl D;-beta-D-thiog;actopyranoside;IPTG ULTRA PURE
CBNumber:
CB2121723
Summenformel:
C9H18O5S
Molgewicht:
238.3
MOL-Datei:
367-93-1.mol

Isopropyl-beta-D-thiogalaktopyranosid Eigenschaften

Schmelzpunkt:
105 °C
Siedepunkt:
350.9°C (rough estimate)
alpha 
-31 º (c=1, water)
Dichte
1.3329 (rough estimate)
Brechungsindex
1.5060 (estimate)
storage temp. 
2-8°C
Löslichkeit
Soluble in Water or Methanol.
pka
13.00±0.70(Predicted)
Aggregatzustand
Crystalline Powder
Farbe
White
Wasserlöslichkeit
soluble
Merck 
14,5082
BRN 
4631
Stabilität:
Stable. Incompatible with strong oxidizing agents.
InChIKey
BPHPUYQFMNQIOC-NXRLNHOXSA-N
CAS Datenbank
367-93-1(CAS DataBase Reference)
EPA chemische Informationen
Isopropyl .beta.- thiogalactoside (367-93-1)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 19-40-66-36/37/38
S-Sätze: 23-24/25-36/37-22-36/37/39-27-26
WGK Germany  3
10
TSCA  Yes
HS Code  29389090
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H351 Kann vermutlich Krebs verursachen. Karzinogenität Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
Sicherheit
P281 Vorgeschriebene persönliche Schutzausrüstung verwenden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Isopropyl-beta-D-thiogalaktopyranosid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R19:Kann explosionsfähige Peroxide bilden.
R40:Verdacht auf krebserzeugende Wirkung.
R66:Wiederholter Kontakt kann zu spröder oder rissiger Haut führen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

IPTG (also known as Isopropyl-β-D-Thiogalactopyranoside) is a molecular biology reagent that functions as an inducer of galactosidase activity by binding to and inhibiting the repressor. It is a molecular mimic of allolactose, a lactose metabolite that triggers transcription of the lac operon, and it is therefore used to induce protein expression where the gene is under the control of the lac operator. IPTG cannot be hydrolyzed or broken down by the E. coli therefore the concentration remains constant during cell replication. IPTG is often used at a final concentration ranging from 0.5-1.0 mM. X-Gal is often used with IPTG since it provides an easy visual method to monitor whether protein expression has occurred. X-Gal as the name implies contains a galactose group that once metabolized causes a bright blue color change.

Chemische Eigenschaften

White crystalline powder

Verwenden

Isopropyl-β-D-thiogalactoside is used as a reagent in molecular biology. It is used as an effective β-galactosidase inducer of protein expression where the gene is under the control of the lac operator. It is used with 5-bromo-4-chloro-3-indolyl-beta-D-galactopyranoside to identify the non-recombinant plasmid in cloning experiments by blue-white screen methodology.

synthetische

a synthetic method of isopropyl-β-D-thiogalactoside. The steps are as follows:
Step 1: Dissolve β-D-galactose pentaacetate in any organic solvent of methylene chloride, chloroform or 1,2-dichloroethane, and add Lewis acid (boron trifluoride ether, (Aluminum trichloride, zinc chloride) catalyst and potassium ethylxanthate or sodium ethylxanthate are reacted to obtain tetraacetylgalactose ethylxanthate after treatment.
Step 2: Dissolve tetraacetyl galactose ethyl xanthate, 2-bromopropane and sodium carbonate in methanol or ethanol at a temperature of 20°C to 80°C and react for 4-6 hours to obtain isopropyl group after treatment Isopropyl-β-D-thiogalactoside.
synthesis of isopropyl-β-D-thiogalactoside

Application

IPTG (Isopropyl-β-D-thiogalactopyranoside) is a galactose analogue not recognized by β-galactosidase. IPTG is a non-metabolizable galactose analog that induces expression of the lac operon in Escherichia coli. It is a commonly used reagent in cloning procedures that require induction of b-galactosidase activity and is used in conjunction with X-Gal. It is commonly used in cloning procedures that require induction of β-galactosidase activity. It is also used in conjunction with X-Gal or Bluo-Gal in blue-white selection of recombinant bacterial colonies that induce expression of the lac operon in Escherichia coli. IPTG functions by binding to the lacI repressor and altering its conformation, which prevents the repression of the β-galactosidase coding gene lacZ.

Definition

ChEBI: Isopropyl beta-D-thiogalactopyranoside is an S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.

Allgemeine Beschreibung

Inducer for β-galactosidase, an enzyme that promotes lactose utilization. Use in conjunction with X-Gal. Molecular Biology grade.
Stock solutions:
X-Gal: 20 mg/ml in DMF
IPTG: 20 mg/ml in water
Use 4:1 (X-Gal:IPTG)
Assay: ≥99%
Dioxane: None detected
Melting point: 110-114°C
Specific rotation [a]25/D (1%, water): -34.0 to -29.0°
Intended for laboratory and manufacturing use only. Not for drug, food, or household use.

Isopropyl-beta-D-thiogalaktopyranosid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Isopropyl-beta-D-thiogalaktopyranosid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 773)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Siyang Liaoning Biochemical Products Co. Ltd
+86-15221114306; +8615221114306
2594582574@qq.com China 574 58
XuZhou Magic Biotechnology Co., Ltd.
+undefined13921770081
SVP01@magicbiotech.cn China 92 58
Jiangsu Boquan Biotechnology Co., Ltd.
+86-18168774353
boquanshengwu003@boquansw.com China 248 58
Wuhan BJM Pharm Inc
+86-027-5234-1919 +8613545198479
sales03@benjaminpharmchem.com China 671 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152
Mandy@hangyubiotech.com China 11013 58
Shandong Juchuang Chemical Co., LTD
+86-18885615001 +86-18885615001
admin@juchuangchem.com China 387 58
Ouhuang Engineering Materials (Hubei) Co., Ltd
+8617702722807
admin@hbouhuang.com China 1696 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886
info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55

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