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I5502

Isopropyl β-D-1-thiogalactopyranoside

≥99% (TLC)

Synonym(s):

IPTG, Isopropyl β-D-thiogalactoside

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About This Item

Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
367-93-1
Molecular Weight:
238.30
UNSPSC Code:
12352201
NACRES:
NA.31
PubChem Substance ID:
24896069
EC Number:
206-703-0
Beilstein/REAXYS Number:
4631
MDL number:
MFCD00063273
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description

non-ionic

Quality Level

200, 300

assay

≥99% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

10.0-22.0% Dioxane

color

white to off-white

mp

120 -122  °C ((248 - 252 °F ))

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

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

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

BPHPUYQFMNQIOC-NXRLNHOXSA-N

Application

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.

Preparation Note

A stock solution (0.1 M) is prepared by dissolving IPTG in water with subsequent sterile filtration of the solution. The final concentration of IPTG in indicator plates should be 0.2 mM.

Other Notes

Non-metabolizable galactose analog.
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WarningDanger

Hazard Classifications

Carc. 1B - Eye Irrit. 2

supp_hazards

EUH019

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

I5502-5G:4.548173200194E12 + I5502-10G:4.54817320017E12 + I5502-1G:4.548173200187E12

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Certificates of Analysis (COA)

Lot/Batch Number
0000469918
0000469918
0000398605
0000398606
0000287005

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BMC microbiology, 14, 116-116 (2014-06-03)
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