X-Gluc

X-Gluc
Names
	IUPAC name 5-Bromo-4-chloro-1H-indol-3-yl β-D-glucopyranosiduronic acid
	Other names 5-Bromo-4-chloro-3-indolyl-β-D-glucuronide
Identifiers
CAS Number	18656-89-8 ; 114162-64-0 (cyclohexylammonium salt) ;
3D model (JSmol)	Interactive image;
ChemSpider	2015360;
ECHA InfoCard	100.132.050
PubChem CID	2733579;
CompTox Dashboard (EPA)	DTXSID10940105 DTXSID10921292, DTXSID10940105 ;
	InChI InChI=1S/C14H13BrClNO7/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/h1-3,9-12,14,17-20H,(H,21,22)/t9-,10-,11+,12-,14+/m0/s1 Key: DHJFFLKPAYHPHU-BYNIDDHOSA-N; InChI=1/C14H13BrClNO7/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/h1-3,9-12,14,17-20H,(H,21,22)/t9-,10-,11+,12-,14+/m0/s1 Key: DHJFFLKPAYHPHU-BYNIDDHOBP;
	SMILES Brc3ccc2c(c(O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)c[nH]2)c3Cl;
Properties
Chemical formula	C14H13BrClNO7
Molar mass	422.61 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

X-Gluc is a chemical compound with the molecular formula C₁₄H₁₃BrClNO₇. It is used as a reagent to detect β-glucuronidase, an enzyme produced by the E. coli bacterium. It is used to detect E. coli contamination in food, water and the urinary tract. In addition, it is widely used in molecular biology experiments to mark and select the expression of target genes (GUS reporter system).^[1]

It is often preferred to other detection methods because it is fast (24-hour testing), relatively accurate ( <1% false negatives and <5% false positives ) and the result is easy to observe and interpret. The reagent is safe to transport and easy to store.

References[edit]

^ Jefferson, RA; Kavanagh, TA; Bevan, MW (1987). "GUS fusions: Beta-glucuronidase as a sensitive and versatile gene fusion marker in higher plants". The EMBO Journal. 6 (13): 3901–7. doi:10.1002/j.1460-2075.1987.tb02730.x. PMC 553867. PMID 3327686.

External links[edit]

X-Gluc lab exercise, Susan J Karcher, Purdue University
Histochemical localization of GUS reporter activity in plant tissues, Stanislav Vitha, Texas A&M University

[1] Jefferson, RA; Kavanagh, TA; Bevan, MW (1987). "GUS fusions: Beta-glucuronidase as a sensitive and versatile gene fusion marker in higher plants". The EMBO Journal. 6 (13): 3901–7. doi:10.1002/j.1460-2075.1987.tb02730.x. PMC 553867. PMID 3327686.

[1]

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