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Isopropyl β-D-1-thiogalactopyranoside_Molecular_structure_CAS_367-93-1)
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Isopropyl β-D-1-thiogalactopyranoside

Catalog No. 59740 Name Sigma Aldrich
CAS Number 367-93-1 Website http://www.sigmaaldrich.com
M. F. C9H18O5S Telephone 1-800-521-8956
M. W. 238.30122 Fax
Purity ≥99.0% (TLC) Email
Storage Chembase ID: 102548

SYNONYMS

Title
异丙基 β-D-1-硫代半乳糖吡喃糖苷
IUPAC name
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol
IUPAC Traditional name
IPTG
Synonyms
Isopropyl β-D-thiogalactoside
IPTG
异丙基 β-D-硫代半乳糖苷

DATABASE IDS

CAS Number 367-93-1
MDL Number MFCD00063273
PubChem SID 24881691
EC Number 206-703-0
Beilstein Number 4631

PROPERTIES

Description non-ionic
Empirical Formula (Hill Notation) C9H18O5S
Ignition Residue ≤0.2%
Loss on Drying ≤6% loss on drying
Purity ≥99.0% (TLC)
Optical Rotation [α]20/D -32.0±1.0°, c = 1% in H2O (dry matter)
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
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.
Other Notes
Non-metabolizable galactose analog.
IPTG is an inducer of β-galactosidase activity in bacteria and is used to detect lac gene activity during cloning experiments1
Description (简体中文)
Application
IPTG 常用于需要诱导 β-半乳糖苷酶活性的克隆实验。它常与 X-Gal 或 Bluo-Gal 结合使用,用于重组细菌菌落的蓝白筛选,这些菌落可以诱导 lac 操纵子在大肠杆菌中的表达。IPTG 与 lacI 阻遏蛋白结合并改变其构象而发挥作用,防止 β-半乳糖苷酶编码基因 lacZ 的抑制。
Other Notes
非代谢性半乳糖类似物。
IPTG 是细菌中 β-半乳糖苷酶活性诱导剂,在克隆实验中用于检测 lac 基因的活性1

REFERENCES