ISOPROPYL-beta-D-THIOGALACTOPYRANOSIDE

Synonyms. Isopropyl-beta-D-thiogalactopyranoside; Isopropyl-1-thio-beta-D-galactopyranoside; (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol; Isopropyl-1-thio-beta-D-Gal; IPTG; Isopropyl beta-D -thiogalactoside;

ISOPROPYL-beta-D-THIOGALACTOPYRANOSIDE

 

PRODUCT IDENTIFICATION

CAS RN

367-93-1

EINECS RN

 206-703-0

FORMULA

 C9H18O5S

MOLE WEIGHT

 238.30

H.S CODE

 2932.99.9090

SMILES

 CC(C)S[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O

CLASSIFICATION

Carbohydrate, Galactose

EXTRA NOTES

 A non-metabolizable galactose analog that induces expression of the LAC OPERON.

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white to yellow crystalline powder

MELTING POINT

110 ~ 114 C

BOILING POINT

  

DENSITY

 

SOLUBILITY IN WATER

Soluble

SOLVENT SOLUBILITY Soluble in ethanol, methanol

VAPOR DENSITY

 

log P(octanol-water)

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions. Hygroscopic

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 0; Flammability: 0; Instability: 0;

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Google Scholar Search - Isopropyl-beta-D-thiogalactopyranoside

Drug Information Portal (U.S. National Library of Medicine) - Isopropyl-beta-D-thiogalactopyranoside

PubChem Compound Summary - Isopropyl-beta-D-thiogalactopyranoside

http://www.ncbi.nlm.nih.gov/ - Isopropyl-beta-D-thiogalactopyranoside

http://www.sigmaaldrich.com/
IPTG is commonly used in cloning procedures that require induction of β-galactosidase activity. It is 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.

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder

PURITY 

98.0% min

MELTING POINT

110 ~ 114 C

SPECIFIC ROTATION

-29° ~ -34° (c=1 in water)

DIOXANE

0.1% max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD SYMBOL

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

May cause eye and skin irritation. May cause respiratory and digestive tract irritation.

GHS

  

SIGNAL WORD

Not classified

PICTOGRAMS

 

HAZARD STATEMENTS

None

P STATEMENTS

None

EC DIRECTIVES

 

HAZARD CODES

 

RISK PHRASES

 36/37/38

SAFETY PHRASES

 22-24/25