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16658

Sigma-Aldrich

X-GalNAc

reagent for selection of recombinant bacterial clones

Synonym(s):

5-Bromo-4-chloro-3-indolyl 2-acetamido-2-deoxy-β-D-galactopyranoside, 5-Bromo-4-chloro-3-indolyl N-acetyl-β-D-galactosaminide, X-Galactosaminide

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About This Item

Empirical Formula (Hill Notation):
C16H18BrClN2O6
CAS Number:
129572-48-1
Molecular Weight:
449.68
MDL number:
MFCD00083260
UNSPSC Code:
12352200
PubChem Substance ID:
329751315

grade

for molecular biology

sterility

non-sterile

Assay

≥98.0% (TLC)

form

powder

mp

≥220 °C (lit.)

solubility

DMF: soluble
DMSO: soluble

suitability

suitable for β-galactosidase test

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1Oc2c[nH]c3ccc(Br)c(Cl)c23

InChI

1S/C16H18BrClN2O6/c1-6(22)20-13-15(24)14(23)10(5-21)26-16(13)25-9-4-19-8-3-2-7(17)12(18)11(8)9/h2-4,10,13-16,19,21,23-24H,5H2,1H3,(H,20,22)/t10-,13-,14+,15-,16-/m1/s1

InChI key

SUWPNTKTZYIFQT-LMXXTMHSSA-N

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General description

5-Bromo-4-chloro-3-indolyl N-acetyl-β-D-galactosaminide (X-GalNAc)is a chromogenic substrate for for N-acetyl-β-galactosidase, used to determine the presence or absence of a cloned DNA insert in bacteria growing on agar plates.

Application

Suitable for use in selection of recombinant bacterial colonies with the lac+ phenotype. Also suitable for the detection of Candida albicans.

Principle

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG9234V
1336633V
1336633
427921/1
380996/1

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