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44687

Sigma-Aldrich

5-Bromo-4-chloro-3-indolyl β-D-ribofuranoside

≥98.0% (HPLC), powder

Synonym(s):

X β-D-ribofuranoside, X-riboside

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About This Item

Empirical Formula (Hill Notation):
C13H13BrClNO5
CAS Number:
Molecular Weight:
378.60
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

5-Bromo-4-chloro-3-indolyl β-D-ribofuranoside, ≥98.0% (HPLC)

Quality Level

assay

≥98.0% (HPLC)

form

powder

optical activity

[α]/D -102.0±3.0°, c = 1 in methanol

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](Oc2c[nH]c3ccc(Br)c(Cl)c23)[C@H](O)[C@@H]1O

InChI

1S/C13H13BrClNO5/c14-5-1-2-6-9(10(5)15)7(3-16-6)20-13-12(19)11(18)8(4-17)21-13/h1-3,8,11-13,16-19H,4H2/t8-,11-,12-,13-/m1/s1

InChI key

RYLVNYDICPAOQR-HUXSOILUSA-N

Application

Evaluation of novel beta-ribosidase substrates for the differentiation of Gram-negative bacteria

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

Supplied by Glycosynth Limited, U.S. Patent No. 7,323,488, European Patent Nos. 1436411 and 1438424, for use only in internal research conducted by the purchaser. No rights under the aforementioned patents are conveyed which permit the resale, transfer, or use for purposes other than research. Rights under the aforementioned patents, for purposes other than internal research, may be obtained by contacting Glycosynth Limited.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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L A Butterworth et al.
Journal of applied microbiology, 96(1), 170-176 (2003-12-18)
To synthesize novel substrates for the detection of beta-ribosidase and assess their potential for the differentiation of Gram-negative bacteria. Two novel chromogenic substrates, 3',4'-dihydroxyflavone-4'-beta-D-ribofuranoside (DHF-riboside) and 5-bromo-4-chloro-3-indolyl-beta-D-ribofuranoside (X-riboside) were evaluated along with a known fluorogenic substrate, 4-methylumbelliferyl-beta-D-ribofuranoside (4MU-riboside). A total

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