5-Bromo-3-indolyl β-D-Galactopyranoside - ≥98%(HPLC) , CAS No.97753-82-7

CAS: 97753-82-7 Cat. No.: B153179 Molecular Weight: 374.19 PubChem CID: 126898

GRADE & PURITY ≥98%(HPLC)

Synonyms

5-Bromo-3-indolyl beta-D-galactopyranoside, >=98.0% (HPLC) | 5-Bromo-3-indolyl beta -D-galactopyranoside | beta-D-Galactopyranoside, 5-bromo-1H-indol-3-yl | 5-Bromo-3-indolyl | 5-BROMO-3-INDOLYL-beta-D-GALACTOPYRANOSIDE | C16853 | Bluo-Gal | Bluo-Gal, re

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

application：

5-Bromo-3-indolyl-β-D-galactopyranoside is an α-galactosidase substrate which is converted to an insoluble indigo-blue chromophore darker than that released by X-GAL. It is ideal for Lac gene detection systems in immunoblotting, immunocytochemical, and histological applications. Also used as chromogenic substrate that is suitable for identification of lac-(+) bacterial colonies.

Specifications

Synonyms

5-Bromo-3-indolyl beta-D-galactopyranoside, >=98.0% (HPLC) | 5-Bromo-3-indolyl beta -D-galactopyranoside | beta-D-Galactopyranoside, 5-bromo-1H-indol-3-yl | 5-Bromo-3-indolyl | 5-BROMO-3-INDOLYL-beta-D-GALACTOPYRANOSIDE | C16853 | Bluo-Gal | Bluo-Gal, re

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

Chromogenic substrate for β-galactosidase, used to determine the presence or absence of a cloned DNA insert in bacteria growing on agar plates.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504756979
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756979
• Canonical Smiles: C1=CC2=C(C=C1Br)C(=CN2)OC3C(C(C(C(O3)CO)O)O)O
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(5-bromo-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: LINMATFDVHBYOS-MBJXGIAVSA-N
• INCHI: 1S/C14H16BrNO6/c15-6-1-2-8-7(3-6)9(4-16-8)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
• Isomeric SMILES: C1=CC2=C(C=C1Br)C(=CN2)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O
• PubChem CID: 126898
• Molecular Weight: 374.19
• Reaxy-Rn: 1550140

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Hexoses Indoles Substituted pyrroles Oxanes Benzenoids Aryl bromides Heteroaromatic compounds Secondary alcohols Polyols Oxacyclic compounds Azacyclic compounds Acetals Primary alcohols Organopnictogen compounds Organonitrogen compounds Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hexose monosaccharide - O-glycosyl compound - Indole or derivatives - Indole - Benzenoid - Substituted pyrrole - Oxane - Monosaccharide - Aryl halide - Aryl bromide - Heteroaromatic compound - Pyrrole - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Polyol - Acetal - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary alcohol - Organonitrogen compound - Organobromide - Organohalogen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in dimethylformamide (100 mg/ml), dimethylformamide/water (1:1 v/v) (10 mg/ml - clear, practically colorless solution).
• Sensitivity: Light Sensitive,Air Sensitive,Heat Sensitive
• Specific Rotation[α]: -34.5° (C=1,DMF:H2O=1:1)
• Molecular Weight: 374.180 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 373.016 Da
• Monoisotopic Mass: 373.016 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 388.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1