5-Bromo-4-chloro-3-indolyl β-D-Glucuronide Sodium Salt [for Biochemical Research] (X-GlcA Sodium Salt) - ≥98% , CAS No.129541-41-9

CAS: 129541-41-9 Cat. No.: B152261 Molecular Weight: 444.59 PubChem CID: 23664774

GRADE & PURITY ≥98%

Synonyms

X-GlcA | 5-Bromo-4-chloro-3-indolyl beta-D-glucuronide sodium salt, >=98% | 5-Bromo-4-chloro-3-indolyl beta-D-glucuronide sodium salt, >=98% (TLC) | AMY41442 | 100A (oxide) | FD10025 | AC-33216 | sodium (2S,3S,4S,5R,6S)-6-((5-bromo-4-chloro-1H-indol-3-yl)

Storage

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

Shipped In

Ice chest + Ice pads

Overview

application：

5-Bromo-4-chloro-3-indolyl beta-D-glucuronide sodium salt is a chromogenic substrate for β-glucuronidase (GUS) gene detection.

Specifications

Synonyms

X-GlcA | 5-Bromo-4-chloro-3-indolyl beta-D-glucuronide sodium salt, >=98% | 5-Bromo-4-chloro-3-indolyl beta-D-glucuronide sodium salt, >=98% (TLC) | AMY41442 | 100A (oxide) | FD10025 | AC-33216 | sodium (2S, 3S, 4S, 5R, 6S)-6-((5-bromo-4-chloro-1H-indol-3-yl)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

5-Bromo-4-chloro-3-indolyl-β-D-glucuronide sodium salt (X-GlcA) is a colorless substrate of β-glucuronidase, and a blue substance is formed at the end of the reaction.

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)C(=O)[O-])O)O)O)Cl)Br.[Na+]
• IUPAC Name: sodium;(2S,3S,4S,5R,6S)-6-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• InChIKey: IBLSVGDGSKUDCT-CYRSAHDMSA-M
• INCHI: 1S/C14H13BrClNO7.Na/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);/q;+1/p-1/t9-,10-,11+,12-,14+;/m0./s1
• Isomeric SMILES: C1=CC(=C(C2=C1NC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)[O-])O)O)O)Cl)Br.[Na+]
• PubChem CID: 23664774
• Molecular Weight: 444.59

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Sugar acids and derivatives
          • Level6 Glucuronic acid derivatives
            • Level7 Glucuronides
              • Level8 O-glucuronides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Sugar acids and derivatives - Glucuronic acid derivatives - Glucuronides
• Direct Parent: O-glucuronides
• Alternative Parents: Hexoses O-glycosyl compounds Indoles Beta hydroxy acids and derivatives Substituted pyrroles Aryl bromides Pyrans Aryl chlorides Oxanes Benzenoids Heteroaromatic compounds Secondary alcohols Carboxylic acid salts Monocarboxylic acids and derivatives Carboxylic acids Acetals Oxacyclic compounds Azacyclic compounds Polyols Organic metal halides Organic sodium salts Organobromides Hydrocarbon derivatives Organochlorides Organonitrogen compounds Carbonyl compounds Organopnictogen compounds Organic oxides Organic cations
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: O-glucuronide - 1-o-glucuronide - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Indole - Indole or derivatives - Beta-hydroxy acid - Oxane - Pyran - Monosaccharide - Aryl halide - Hydroxy acid - Benzenoid - Aryl chloride - Substituted pyrrole - Aryl bromide - Heteroaromatic compound - Pyrrole - Carboxylic acid salt - Secondary alcohol - Organic metal halide - Acetal - Carboxylic acid derivative - Organoheterocyclic compound - Organic alkali metal salt - Azacycle - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Polyol - Organic nitrogen compound - Alcohol - Organohalogen compound - Organobromide - Organochloride - Organonitrogen compound - Organic salt - Carbonyl group - Organic sodium salt - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic cation - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an 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 water at 10mg/ml
• Sensitivity: Sensitive to light & air & heat
• Molecular Weight: 444.590 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 442.938 Da
• Monoisotopic Mass: 442.938 Da
• Topological Polar Surface Area: 135.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 492.000
• 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: 2

XLogP3

References

1. Tian Li, Yan Bingyu, Huo Dandan, Sun Wenhui, Cui Sufang, Li Xiaojing, Zhang Xiangmei, Dong Huijun.  (2023)  Establishment of a visual gene knockout system based on CRISPR/Cas9 for the rare actinomycete Nonomuraea gerenzanensis.  BIOTECHNOLOGY LETTERS,  45  (3): (401-410).  [PMID:36650342] [10.1007/s10529-023-03347-1]