CAS 367-93-1

Isopropyl β-D-thiogalactopyranoside

Description:

Isopropyl β-D-thiogalactopyranoside (IPTG) is a synthetic compound commonly used in molecular biology as an inducer of gene expression. It is a galactoside, specifically a thiogalactoside, which means it contains a sulfur atom in place of the oxygen in the galactose moiety. IPTG is structurally similar to lactose and is recognized by the lac operon system in bacteria, particularly Escherichia coli, where it binds to the lac repressor, leading to the activation of genes under the control of the lac promoter. This property makes IPTG a valuable tool for researchers in protein expression studies. The compound is typically supplied as a white crystalline powder and is soluble in water, making it easy to prepare solutions for experimental use. IPTG is stable under a range of conditions, although it should be stored in a cool, dry place to maintain its integrity. Its use is widespread in cloning and recombinant DNA technology, facilitating the production of proteins for research and therapeutic applications.

Formula:C₉H₁₈O₅S

InChI:InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1

InChI key:InChIKey=BPHPUYQFMNQIOC-NXRLNHOXSA-N

SMILES:S(C(C)C)[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

Synonyms: