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CAS No 367-93-1 , (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,
5-triol Search by region : India

  • Name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,
    5-triol
  • Synonyms: 367-93-1; ISOPROPYL THIOGALACTOSIDE;(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,
    5-triol; Isopropyl-beta-D-thiogalactopyranoside; Isopropyl-beta-D-thiogalactoside;IPTG;
  • CAS Registry Number:
  • Melting Point: 105 ºC
  • Flash Point: 219 ºC
  • Boiling Point: 438.4 ºC at 760 mmHg
  • Density: 1.37 g/cm3
  • Refractive index: 1.577
  • Alpha: -31 º (C=1, WATER)
  • Safety Statements: R19;R40;R66
  • Hazard Symbols: Xn: Harmful;
  • HS Code: 29389090
  • Flash Point: 219 ºC
  • EINECS: 206-703-0
  • Molecular Weight: 238.30122
  • InchiKey: BPHPUYQFMNQIOC-NXRLNHOXSA-N
  • 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
  • Risk Statements: S36/37
  • Molecular Formula: C9H18O5S
  • Molecular Structure:CAS No:367-93-1 (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,<br />5-triol

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1/1
References of (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,
5-triol
Title: IPTG
CAS Registry Number: 367-93-1
CAS Name: 1-Methylethyl 1-thio-b-D-galactopyranoside
Synonyms: isopropyl b-D-thiogalactopyranoside
Molecular Formula: C9H18O5S
Molecular Weight: 238.30
Percent Composition: C 45.36%, H 7.61%, O 33.57%, S 13.46%
Literature References: Artificial, slow-hydrolyzing inducer of the lactose (lac) operon. Prepn: B. Helferich, D. Türk, Ber. 89, 2215 (1956); U. Carlsson et al., Protein Eng. 4, 1019 (1991). Induction of b-galactosidase: V. Paces et al., Collect. Czech. Chem. Commun. 38, 2983 (1973). Binding to b-D-galactosidase: C. K. De Bruyne, M. Yde, Carbohydr. Res. 56, 153 (1977). Concentration effects on lac operon induction in E. coli: S. Cho et al., Biochem. Biophys. Res. Commun. 128, 1268 (1985). Effect of lactose permease on induction by IPTG: L. H. Hansen et al., Curr. Microbiol. 36, 341 (1998).
Properties: mp 109.5-110.5°. [a]D22 -31.4° (c = 5 in water). Also reported as crystals from dioxane, mp 118-119°. [a]D -26.4° (c = 1 in water) (Carlsson). Log P (octanol/water): -1.26.
Melting point: mp 109.5-110.5°; mp 118-119°
Optical Rotation: [a]D22 -31.4° (c = 5 in water); [a]D -26.4° (c = 1 in water) (Carlsson)
Log P: Log P (octanol/water): -1.26
Use: Induces protein synthesis in E. coli when transcription is controlled by the lac-promoter. In conjunction with X-gal, q.v., in detection of lac gene activity during cloning experiments.