Isopropyl-beta-D-thiogalactopyranoside

Modify Date: 2024-01-01 17:54:06

Isopropyl-beta-D-thiogalactopyranoside Structure
Isopropyl-beta-D-thiogalactopyranoside structure
 Common Name Isopropyl-beta-D-thiogalactopyranoside
CAS Number 367-93-1 Molecular Weight 238.301
Density 1.4±0.1 g/cm3 Boiling Point 438.4±45.0 °C at 760 mmHg
Molecular Formula C9H18O5S Melting Point 105 °C
MSDS USA Flash Point 218.9±28.7 °C
Symbol GHS07 GHS08
GHS07, GHS08		 Signal Word Warning

 Use of Isopropyl-beta-D-thiogalactopyranoside


IPTG 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.

 Names

Name isopropyl β-D-thiogalactopyranoside
Synonym More Synonyms

 Isopropyl-beta-D-thiogalactopyranoside Biological Activity

Description IPTG 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.
Related Catalog
In Vitro IPTG uptake by E. coli can be independent of the action of lactose permease, since other transport pathways are also involved. At low concentration, IPTG enters cells through lactose permease, but at high concentrations (typically used for protein induction), IPTG can enter the cells independently of lactose permease[1].
References

[1]. Isopropyl β-D-1-thiogalactopyranoside

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 438.4±45.0 °C at 760 mmHg
Melting Point 105 °C
Molecular Formula C9H18O5S
Molecular Weight 238.301
Flash Point 218.9±28.7 °C
Exact Mass 238.087494
PSA 115.45000
LogP -1.01
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.578
Water Solubility soluble

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H319-H351
Precautionary Statements P281-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Hazard Codes Xn:Harmful
Risk Phrases R19;R40;R66
Safety Phrases S23-S24/25-S36/37-S22
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2932999099

 Synthetic Route

[(3S,4S,6S)-3,4,5-triacetyloxy-6-propan-2-ylsulfanyloxan-2-yl]methyl acetate structure

[(3S,4S,6S)-3,4...

CAS#:55692-87-0

~89%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Literature: Schmidt, Richard R.; Stumpp, Michael Liebigs Annalen der Chemie, 1983 , # 7 p. 1249 - 1256
β-D-Galactose Pentaacetate structure

β-D-Galactose P...

CAS#:4163-60-4

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Literature: Li, Aixiao; Kong, Fanzuo Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 3 p. 839 - 853
N/A structure

N/A

CAS#:439-03-2

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Literature: Thiem, Joachim; Wiesner, Matthias Carbohydrate Research, 1993 , vol. 249, # 1 p. 197 - 206
2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOSE structure

2,3,4,6-TETRA-O...

CAS#:3947-62-4

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Literature: Schmidt, Richard R.; Stumpp, Michael Liebigs Annalen der Chemie, 1983 , # 7 p. 1249 - 1256
2-Propanethiol structure

2-Propanethiol

CAS#:75-33-2

2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide structure

2,3,4,6-Tetra-O...

CAS#:3068-32-4

~%

Isopropyl-beta-D-thiogalactopyranoside Structure

Isopropyl-beta-...

CAS#:367-93-1

Literature: Helferich; Tuerk Chemische Berichte, 1956 , vol. 89, p. 2215,2218

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles715

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A survey of the interactome of Kaposi's sarcoma-associated herpesvirus ORF45 revealed its binding to viral ORF33 and cellular USP7, resulting in stabilization of ORF33 that is required for production of progeny viruses.

J. Virol. 89(9) , 4918-31, (2015)

The ORF45 protein of Kaposi's sarcoma-associated herpesvirus (KSHV) is a gammaherpesvirus-specific immediate-early tegument protein. Our previous studies have revealed its crucial roles in both early ...

Phospho-tyrosine dependent protein-protein interaction network.

Mol. Syst. Biol. 11(3) , 794, (2015)

Post-translational protein modifications, such as tyrosine phosphorylation, regulate protein-protein interactions (PPIs) critical for signal processing and cellular phenotypes. We extended an establis...

An HD-domain phosphodiesterase mediates cooperative hydrolysis of c-di-AMP to affect bacterial growth and virulence.

Proc. Natl. Acad. Sci. U. S. A. 112(7) , E747-56, (2015)

The nucleotide cyclic di-3',5'- adenosine monophosphate (c-di-AMP) was recently identified as an essential and widespread second messenger in bacterial signaling. Among c-di-AMP-producing bacteria, al...

 Synonyms

MFCD00063273
isopropyl beta-D-thiogalactopyranoside
Isopropyl-b-D-thiogalactopyranoside
UNII-X73VV2246B
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
Isopropyl β-D-1-thiogalactopyranoside
propan-2-yl 1-thio-β-D-galactopyranoside
Isopropyl 1-thio-b-D-galactopyranoside
Isopropyl-β-D-thiogalactoside
Isopropyl β-D-thiogalactoside
1-Methylethyl 1-thio-β-D-galactopyranoside
Isopropyl β-D-thiogalactopyranoside
Isopropyl-beta-D-thiogalactopyranoside
Isopropyl 1-thio-β-D-galactopyranoside
Isopropyl-β-D-thiogalactopyranoside
EINECS 206-703-0
β-D-Galactopyranoside, 1-methylethyl 1-thio-
Isopropyl β-D-thiogalactoside (IPTG)
IPTG
1-(Isopropylthio)-β-Galactopyranside
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