6-CHLORO-3-INDOLYL-BETA-D-GALACTOPYRANOSIDE

• CAT Number: M112548
• CAS Number: 138182-21-5
• Molecular Formula: C14H16ClNO6
• Molecular Weight: 329.73
• Purity: ≥95%
• Storage: -80°C
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(6-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C14H16ClNO6/c15-6-1-2-7-8(3-6)16-4-9(7)21-14-13(20)12(19)11(18)10(5-17)22-14/h1-4,10-14,16-20H,5H2/t10-,11+,12+,13-,14-/m1/s1
• InChIKey: OQWBAXBVBGNSPW-MBJXGIAVSA-N
• SMILES: C1=CC2=C(C=C1Cl)NC=C2OC3C(C(C(C(O3)CO)O)O)O

6-CHLORO-3-INDOLYL-BETA-D-GALACTOPYRANOSIDE (CAS 138182-21-5) is a chromogenic substrate for β-galactosidase that yields a salmon or rose-coloured precipitate and hence is also known as Salmon-Gal. It can be used in conjunction with isopropyl-β-D-thiogalactopyranoside (IPTG) as an alternative to the chromogenic substrate 5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-Gal) for detection of β-galactosidase activity in bacterial colonies in colorimetric assays. Where β-galactosidase expressed from a reporter gene in molecular biology experiments, recombinant colonies on growth plates are salmon-coloured while non-recombinants appear as white. Use of nitroblue tetrazolium salt (NBT) with Salmon-Gal may provide faster results, yielding a clear, purple precipitate, than for Salmon-Gal alone. In conjunction with 5-bromo-4-chloro-3-indolyl-β-D-glucoside (X-Glc), Salmon-Gal is useful for simultaneous detection of GUS and Lac activities in the same medium.

Reference

1.Merkwitz, Claudia, et al. "Advantages and limitations of salmon-gal/tetrazolium salt histochemistry for the detection of LacZ reporter gene activity in murine epithelial tissue." Journal of Histochemistry & Cytochemistry 65.4 (2017): 197-206.
2.Trifonov, Stefan, et al. "Overview and assessment of the histochemical methods and reagents for the detection of β-galactosidase activity in transgenic animals." Anatomical science international 91.1 (2016): 56-67.
3.Kishigami, Satoshi, et al. "Optimized β‐galactosidase staining method for simultaneous detection of endogenous gene expression in early mouse embryos." genesis 44.2 (2006): 57-65.