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B6650

Sigma-Aldrich

X-GlcA

reagent for selection of recombinant bacterial clones

Synonym(s):

5-Bromo-4-chloro-3-indolyl β-D-glucuronide cyclohexylammonium salt, X-GlcA, X-glucuronide CHA salt

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About This Item

Empirical Formula (Hill Notation):
C14H13BrClNO7 · C6H13N
CAS Number:
Molecular Weight:
521.79
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.85

grade

Molecular Biology Reagent
for molecular biology

Quality Level

sterility

non-sterile

Assay

≥98% (TLC)

form

powder

technique(s)

nucleic acid detection: suitable

solubility

DMF: soluble

suitability

suitable for β-galactosidase test

storage temp.

−20°C

SMILES string

NC1CCCCC1.O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@H]2O)C(O)=O)Oc3c[nH]c4ccc(Br)c(Cl)c34

InChI

1S/C14H13BrClNO7.C6H13N/c15-4-1-2-5-7(8(4)16)6(3-17-5)23-14-11(20)9(18)10(19)12(24-14)13(21)22;7-6-4-2-1-3-5-6/h1-3,9-12,14,17-20H,(H,21,22);6H,1-5,7H2/t9-,10-,11+,12-,14+;/m0./s1

InChI key

JXCKZXHCJOVIAV-CYRSAHDMSA-N

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General description

X-GlcA is a chromogenic substrate for β-galactosidase, used to determine the presence or absence of a cloned DNA insert in bacteria growing on agar plates. X-GlcA is designed to replace X-Gal in blue-white selection of recombinant bacterial colonies with the lac+ phenotype.

Application

Suitable for use in selection of recombinant bacterial colonies with the lac+ phenotype.
X-GlcA has been used in histochemical staining of root sections for light microscopic observation.
Chromogenic substrate for β-glucuronidase (GUS) gene detection.

Principle

When X-GlcA is hydrolyzed by β-galactosidase, the resulting product will form a blue precipitate. Lac+ colonies grown in the presence of X-GlcA turn an intense blue color, allowing for easy differentiation between lac+ and lac- colonies.

Certificates of Analysis (COA)

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Stéphane Compant et al.
Applied and environmental microbiology, 71(4), 1685-1693 (2005-04-07)
Patterns of colonization of Vitis vinifera L. cv. Chardonnay plantlets by a plant growth-promoting bacterium, Burkholderia sp. strain PsJN, were studied under gnotobiotic conditions. Wild-type strain PsJN and genetically engineered derivatives of this strain tagged with gfp (PsJN::gfp2x) or gusA
Differential colonization of tomato roots by nonpathogenic and pathogenic Fusarium oxysporum strains may influence Fusarium wilt control
Bao J R and Lazarovits G
Phytopathology, 91(5), 449-456 (2001)
Li Liu et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 21(9), 2014-2019 (2007-03-14)
Gene therapy shows promise for treating prostate cancer and has been evaluated in several clinical trials. A major challenge that remains is to establish a method for verifying transgene activity in situ. The lacZ gene encoding beta-galactosidase historically has been
S K Kritas et al.
Journal of animal science, 93(1), 405-413 (2015-01-09)
This field study assessed the efficacy of a probiotic based on viable spores of Bacillus subtilis C-3102 (Calsporin; Calpis Co. Ltd., Japan) on the health status and productivity of sows and their litters through 2 full, sequential reproductive cycles from
Quoc Phong Le et al.
Foodborne pathogens and disease, 12(8), 719-725 (2015-06-26)
Contamination of food with multiantibiotic-resistant bacteria, particularly extended-spectrum β-lactamase (ESBL)-producing Enterobacteriaceae, is considered a potential source for the wide dissemination of ESBL-producing bacteria in communities. However, little is known about the extent of contamination of food with ESBL-producing bacteria in

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